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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (11) Show 11 proteins XML

enzymes (11) Show 11 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:48:59 UTC

HMDB ID

HMDB0000207

Secondary Accession Numbers

HMDB0002066
HMDB00207
HMDB02066

Metabolite Identification

Common Name

Oleic acid

Description

Oleic acid (or 9Z)-Octadecenoic acid) is an unsaturated C-18 or an omega-9 fatty acid that is the most widely distributed and abundant fatty acid in nature. It occurs naturally in various animal and vegetable fats and oils. It is an odorless, colorless oil, although commercial samples may be yellowish. The name derives from the Latin word oleum, which means oil. Oleic acid is the most abundant fatty acid in human adipose tissue, and the second most abundant in human tissues overall, following palmitic acid. Oleic acid is a component of the normal human diet, being a part of animal fats and vegetable oils. Triglycerides of oleic acid represent the majority of olive oil (about 70%). Oleic acid triglycerides also make up 59-75% of pecan oil, 61% of canola oil, 36-67% of peanut oil, 60% of macadamia oil, 20-80% of sunflower oil, 15-20% of grape seed oil, sea buckthorn oil, 40% of sesame oil, and 14% of poppyseed oil. High oleic variants of plant sources such as sunflower (~80%) and canola oil (70%) also have been developed. consumption has been associated with decreased low-density lipoprotein (LDL) cholesterol, and possibly with increased high-density lipoprotein (HDL) cholesterol, however, the ability of oleic acid to raise HDL is still debated. Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil that is considered a health benefit. Oleic acid is used in manufacturing of surfactants, soaps, plasticizers. It is also used as an emulsifying agent in foods and pharmaceuticals. Oleic acid is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0000207
     RDKit          3D
Oleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.3665    1.9995    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.5166    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428   -0.2404   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.2245   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347   -0.4807   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.9541   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -2.5399    0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -2.3002    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -0.9265    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -0.2966   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247   -0.8351   -1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -0.8113   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.6048   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014    0.4962   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066    1.8748   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0845    1.8301    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3987    0.9893    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8894    1.0142    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6454    1.6466    0.8216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4842    0.3132    2.6314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1086    2.2561   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6034    2.4667    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3511    2.4509    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9304    0.3029    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4836    0.1963    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888    0.0294   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512   -1.3023    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3141    1.3011   -0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    0.1431    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2718   -2.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    0.0362   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858   -2.3672   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904   -2.3038   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -3.6646    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.2706    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -2.9301    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254   -2.8055   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -0.3679    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483    0.7450    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.8180   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -0.1696   -2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.2104   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.3861    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2579   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    1.0523    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5262    0.0221   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2410   -0.2171    0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    2.3092    0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173    2.4692   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155    1.3969   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    2.8755    0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    1.3885    2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -0.0543    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6763   -0.6849    2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END


  Mrv1652309272007412D          

 20 19  0  0  0  0            999 V2000
   -3.7393   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4544   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1677   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8826   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5958   -0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8826    0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0254   -0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5965   -0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1669   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8821   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5149   -0.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300   -0.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9438   -0.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6582   -0.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3718   -0.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  9 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 15  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000207

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC\C=C/CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-

> <INCHI_KEY>
ZQPPMHVWECSIRJ-KTKRTIGZSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.4614

> <EXACT_MASS>
282.255880332

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.092366766057495

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9Z)-octadec-9-enoic acid

> <ALOGPS_LOGP>
7.68

> <JCHEM_LOGP>
6.783798451000001

> <ALOGPS_LOGS>
-6.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.4022

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.21e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oleic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000207
     RDKit          3D
Oleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.3665    1.9995    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.5166    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428   -0.2404   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.2245   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347   -0.4807   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.9541   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -2.5399    0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -2.3002    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -0.9265    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -0.2966   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247   -0.8351   -1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -0.8113   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.6048   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014    0.4962   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066    1.8748   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0845    1.8301    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3987    0.9893    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8894    1.0142    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6454    1.6466    0.8216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4842    0.3132    2.6314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1086    2.2561   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6034    2.4667    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3511    2.4509    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9304    0.3029    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4836    0.1963    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888    0.0294   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512   -1.3023    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3141    1.3011   -0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    0.1431    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2718   -2.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    0.0362   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858   -2.3672   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904   -2.3038   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -3.6646    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.2706    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -2.9301    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254   -2.8055   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -0.3679    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483    0.7450    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.8180   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -0.1696   -2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.2104   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.3861    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2579   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    1.0523    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5262    0.0221   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2410   -0.2171    0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    2.3092    0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173    2.4692   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155    1.3969   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    2.8755    0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    1.3885    2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -0.0543    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6763   -0.6849    2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -6.980  -1.154   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.315  -0.386   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.646  -1.154   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.981  -0.386   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0     -12.312  -1.154   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0     -10.981   1.154   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -5.647  -0.382   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.312  -1.150   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.980  -0.378   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.227  -0.376   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.312  -0.376   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.647  -1.144   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.229  -1.144   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.894  -0.376   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.562  -1.144   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.561  -0.372   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.896  -1.139   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.228  -0.367   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.562  -1.133   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.894  -0.361   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   12                                                       
CONECT   10   11   15                                                       
CONECT   11   10   12                                                       
CONECT   12   11    9                                                       
CONECT   13   14   16                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0000207
HETATM    1  C1  UNL     1      -6.367   1.999   0.877  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.426   0.517   1.102  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.743  -0.240  -0.035  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.292   0.225  -0.065  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.535  -0.481  -1.172  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.510  -1.954  -1.028  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.918  -2.540   0.181  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.483  -2.300   0.482  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.054  -0.926   0.672  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.149  -0.297  -0.027  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.625  -0.835  -1.150  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.119  -0.811  -0.862  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.593   0.605  -0.612  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.101   0.496  -0.336  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.607   1.875  -0.084  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.085   1.830   0.187  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.399   0.989   1.390  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.889   1.014   1.579  1.00  0.00           C  
HETATM   19  O1  UNL     1       8.645   1.647   0.822  1.00  0.00           O  
HETATM   20  O2  UNL     1       8.484   0.313   2.631  1.00  0.00           O  
HETATM   21  H1  UNL     1      -6.109   2.256  -0.169  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.603   2.467   1.522  1.00  0.00           H  
HETATM   23  H3  UNL     1      -7.351   2.451   1.165  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.930   0.303   2.062  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.484   0.196   1.212  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.189   0.029  -1.014  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.851  -1.302   0.187  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.314   1.301  -0.340  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.811   0.143   0.914  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.154  -0.272  -2.110  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.602   0.036  -1.345  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.086  -2.367  -1.977  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.590  -2.304  -1.064  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.057  -3.665   0.099  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.549  -2.271   1.062  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.262  -2.930   1.429  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.825  -2.806  -0.258  1.00  0.00           H  
HETATM   38  H18 UNL     1      -1.547  -0.368   1.493  1.00  0.00           H  
HETATM   39  H19 UNL     1       0.048   0.745   0.262  1.00  0.00           H  
HETATM   40  H20 UNL     1       0.264  -1.818  -1.447  1.00  0.00           H  
HETATM   41  H21 UNL     1       0.439  -0.170  -2.058  1.00  0.00           H  
HETATM   42  H22 UNL     1       2.619  -1.210  -1.768  1.00  0.00           H  
HETATM   43  H23 UNL     1       2.331  -1.386   0.051  1.00  0.00           H  
HETATM   44  H24 UNL     1       2.442   1.258  -1.489  1.00  0.00           H  
HETATM   45  H25 UNL     1       2.065   1.052   0.251  1.00  0.00           H  
HETATM   46  H26 UNL     1       4.526   0.022  -1.239  1.00  0.00           H  
HETATM   47  H27 UNL     1       4.241  -0.217   0.494  1.00  0.00           H  
HETATM   48  H28 UNL     1       4.097   2.309   0.795  1.00  0.00           H  
HETATM   49  H29 UNL     1       4.417   2.469  -1.009  1.00  0.00           H  
HETATM   50  H30 UNL     1       6.615   1.397  -0.689  1.00  0.00           H  
HETATM   51  H31 UNL     1       6.416   2.876   0.358  1.00  0.00           H  
HETATM   52  H32 UNL     1       5.950   1.388   2.312  1.00  0.00           H  
HETATM   53  H33 UNL     1       6.095  -0.054   1.263  1.00  0.00           H  
HETATM   54  H34 UNL     1       8.676  -0.685   2.509  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   10   38
CONECT   10   11   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   19   20
CONECT   20   54
END

HMDB0000207
     RDKit          3D
Oleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.3665    1.9995    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.5166    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428   -0.2404   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.2245   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347   -0.4807   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.9541   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -2.5399    0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -2.3002    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -0.9265    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -0.2966   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247   -0.8351   -1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -0.8113   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.6048   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014    0.4962   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066    1.8748   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0845    1.8301    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3987    0.9893    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8894    1.0142    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6454    1.6466    0.8216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4842    0.3132    2.6314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1086    2.2561   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6034    2.4667    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3511    2.4509    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9304    0.3029    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4836    0.1963    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888    0.0294   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512   -1.3023    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3141    1.3011   -0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    0.1431    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2718   -2.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    0.0362   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858   -2.3672   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904   -2.3038   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -3.6646    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.2706    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -2.9301    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254   -2.8055   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -0.3679    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483    0.7450    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.8180   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -0.1696   -2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.2104   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.3861    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2579   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    1.0523    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5262    0.0221   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2410   -0.2171    0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    2.3092    0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173    2.4692   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155    1.3969   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    2.8755    0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    1.3885    2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -0.0543    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6763   -0.6849    2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(9Z)-Octadecenoic acid	ChEBI
(Z)-Octadec-9-enoic acid	ChEBI
18:1 N-9	ChEBI
18:1DElta9cis	ChEBI
C18:1 N-9	ChEBI
cis-9-Octadecenoic acid	ChEBI
cis-Delta(9)-Octadecenoic acid	ChEBI
cis-Oleic acid	ChEBI
FA 18:1	ChEBI
Octadec-9-enoic acid	ChEBI
Oelsaeure	ChEBI
Oleate	ChEBI
(9Z)-Octadecenoate	Generator
(Z)-Octadec-9-enoate	Generator
cis-9-Octadecenoate	Generator
cis-delta(9)-Octadecenoate	Generator
cis-Δ(9)-octadecenoate	Generator
cis-Δ(9)-octadecenoic acid	Generator
cis-Oleate	Generator
Octadec-9-enoate	Generator
(9Z)-9-Octadecenoate	HMDB
(9Z)-9-Octadecenoic acid	HMDB
(Z)-9-Octadecanoate	HMDB
(Z)-9-Octadecanoic acid	HMDB
9,10-Octadecenoate	HMDB
9,10-Octadecenoic acid	HMDB
9-(Z)-Octadecenoate	HMDB
9-(Z)-Octadecenoic acid	HMDB
9-Octadecenoate	HMDB
9-Octadecenoic acid	HMDB
Century CD fatty acid	HMDB
cis-Octadec-9-enoate	HMDB
cis-Octadec-9-enoic acid	HMDB
Distoline	HMDB
Emersol 210	HMDB
Emersol 211	HMDB
Emersol 213	HMDB
Emersol 220 white oleate	HMDB
Emersol 220 white oleic acid	HMDB
Emersol 221 low titer white oleate	HMDB
Emersol 221 low titer white oleic acid	HMDB
Emersol 233LL	HMDB
Emersol 6321	HMDB
Emersol 6333 NF	HMDB
Emersol 7021	HMDB
Glycon ro	HMDB
Glycon wo	HMDB
Groco 2	HMDB
Groco 4	HMDB
Groco 5l	HMDB
Groco 6	HMDB
Industrene 104	HMDB
Industrene 105	HMDB
Industrene 205	HMDB
Industrene 206	HMDB
L'acide oleique	HMDB
Metaupon	HMDB
Oelsauere	HMDB
Oleic acid extra pure	HMDB
Oleinate	HMDB
Oleinic acid	HMDB
Pamolyn	HMDB
Pamolyn 100	HMDB
Pamolyn 100 FG	HMDB
Pamolyn 100 FGK	HMDB
Pamolyn 125	HMDB
Priolene 6900	HMDB
Red oil	HMDB
Tego-oleic 130	HMDB
Vopcolene 27	HMDB
Wecoline oo	HMDB
Z-9-Octadecenoate	HMDB
Z-9-Octadecenoic acid	HMDB
Acid, 9-octadecenoic	HMDB
Acid, oleic	HMDB
9 Octadecenoic acid	HMDB
Acid, cis-9-octadecenoic	HMDB
cis 9 Octadecenoic acid	HMDB
FA(18:1(9Z))	HMDB
FA(18:1n9)	HMDB

Chemical Formula

C₁₈H₃₄O₂

Average Molecular Weight

282.4614

Monoisotopic Molecular Weight

282.255880332

IUPAC Name

(9Z)-octadec-9-enoic acid

Traditional Name

oleic acid

CAS Registry Number

112-80-1

SMILES

CCCCCCCC\C=C/CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-

InChI Key

ZQPPMHVWECSIRJ-KTKRTIGZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

octadec-9-enoic acid (CHEBI:16196 )
Unsaturated fatty acids (C00712 )
Monounsaturated fatty acids (C00712 )
Unsaturated fatty acids (LMFA01030002 )

Ontology

Adipose Tissue (HMDB: HMDB0000207)

Muscle tissue

Skeletal Muscle (HMDB: HMDB0000207)

Epithelium

Epidermis (HMDB: HMDB0000207)

Organ

Biofluid or Excreta

Non-excretory biofluid

Cerebrospinal Fluid (CSF) (PMID: 8412012)
Blood (PMID: 14634727)
Saliva (PMID: 20809147)

Excreta

Urine (PMID: 2702744)
Feces (PMID: 19573517)

Cellular substructure

Membrane (HMDB: HMDB0000207)
Extracellular (HMDB: HMDB0000207)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Oilseed crop

Other seed

Ginkgo nuts (FooDB: FOOD00367)

Herbs and Spices (FooDB: FOOD00866)

Nut

Aquatic origin

Fish

Anchovy (FooDB: FOOD00566)
Blue whiting (FooDB: FOOD00567)
Carp bream (FooDB: FOOD00568)
Clupeinae (Herring, Sardine, Sprat) (FooDB: FOOD00520)
Burbot (FooDB: FOOD00313)
Sturgeon (FooDB: FOOD00570)
Charr (FooDB: FOOD00571)
Gadus (Common cod) (FooDB: FOOD00515)
Common dab (FooDB: FOOD00574)
Spiny dogfish (FooDB: FOOD00575)
Anguilliformes (FooDB: FOOD00577)
Flatfish (FooDB: FOOD00535)
Garfish (FooDB: FOOD00579)
Haddock (FooDB: FOOD00374)
Gadiformes (FooDB: FOOD00580)
Atlantic halibut (FooDB: FOOD00516)
Greenland halibut/turbot (FooDB: FOOD00370)
Lake trout (FooDB: FOOD00582)
Lemon sole (FooDB: FOOD00583)
Common ling (FooDB: FOOD00397)
Lumpsucker (FooDB: FOOD00585)
Scombridae (Bonito, Mackerel, Tuna) (FooDB: FOOD00586)
Norway haddock (FooDB: FOOD00588)
Norway pout (FooDB: FOOD00590)
Perciformes (FooDB: FOOD00527)
Northern pike (FooDB: FOOD00431)
Pikeperch (FooDB: FOOD00595)
Pleuronectidae (Dab, Halibut, Plaice) (FooDB: FOOD00596)
Pollock (FooDB: FOOD00513)
Rainbow trout (FooDB: FOOD00444)
Pacific ocean perch (FooDB: FOOD00598)
Salmonidae (Salmon, Trout) (FooDB: FOOD00493)
Catfish (FooDB: FOOD00605)
Thunnus (FooDB: FOOD00607)
Turbot (FooDB: FOOD00364)
Whitefish (FooDB: FOOD00503)
Whiting (FooDB: FOOD00504)
Atlantic wolffish (FooDB: FOOD00296)

Crustacean

Fish product

Other fish product (FooDB: FOOD00665)

Amphibian

True frog (FooDB: FOOD00578)

Mollusk

Pinniped

True seal (FooDB: FOOD00600)

Seaweed

Kombu (FooDB: FOOD00602)
Agar (FooDB: FOOD00284)

Cetacean

Cetacea (Dolphin, Porpoise, Whale) (FooDB: FOOD00609)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Red raspberry (FooDB: FOOD00162)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)

Tropical fruit

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)

Fruit product

Other fruit product (FooDB: FOOD00765)
Fruit preserve (FooDB: FOOD00660)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Fruits (FooDB: FOOD00871)

Beverage

Distilled beverage

Spirit (FooDB: FOOD00276)
Liquor (FooDB: FOOD00616)
Whisky (FooDB: FOOD00623)

Fermented beverage

Beer (FooDB: FOOD00268)
Grape wine (FooDB: FOOD00612)

Other beverage

Fortified wines

Sherry (FooDB: FOOD00632)
Vermouth (FooDB: FOOD00631)

Water

Water (FooDB: FOOD00664)

Alcoholic beverage

Other alcoholic beverage (FooDB: FOOD00278)
Alcoholic beverages (FooDB: FOOD00854)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Garden tomato (var.) (FooDB: FOOD00173)
Pepper (C. frutescens) (FooDB: FOOD00428)
Orange bell pepper (FooDB: FOOD00879)

Onion-family vegetable

Other vegetable

Stalk vegetable

Garden rhubarb (FooDB: FOOD00154)

Baby food

Baby food (FooDB: FOOD00668)

Animal origin

Swine

Domestic pig (FooDB: FOOD00536)

Bovine

Cattle (Beef, Veal) (FooDB: FOOD00495)

Poultry

Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Turkey (FooDB: FOOD00494)
Chicken (FooDB: FOOD00329)

Lagomorph

Mountain hare (FooDB: FOOD00581)
Rabbit (FooDB: FOOD00528)

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Leavened bread

Wheat bread (FooDB: FOOD00808)
Rye bread (FooDB: FOOD00809)

Cereal

Barley (FooDB: FOOD00088)
Common buckwheat (FooDB: FOOD00079)
Corn (FooDB: FOOD00205)
Millet (FooDB: FOOD00126)
Oat (FooDB: FOOD00022)
Rice (FooDB: FOOD00125)
Rye (FooDB: FOOD00169)
Wheat (FooDB: FOOD00561)
Common wheat (FooDB: FOOD00187)
Hard wheat (FooDB: FOOD00242)
White bread (FooDB: FOOD00987)

Cereal product

Bread products

Other bread product (FooDB: FOOD00805)

Flat bread

Crisp bread (FooDB: FOOD00640)

Cereals and cereal products (FooDB: FOOD00858)

Baking good

Sugar

Sugar (FooDB: FOOD00651)

Dressing

Salad dressing (FooDB: FOOD00645)

Condiment

Substitute

Sugar substitute (FooDB: FOOD00656)

Seasoning

Salt (FooDB: FOOD00647)

Sauce

Sauce (FooDB: FOOD00646)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Miso (FooDB: FOOD00695)
Soy milk (FooDB: FOOD00736)
Soy sauce (FooDB: FOOD00694)
Tofu (FooDB: FOOD00696)

Unclassified food or beverage

Unclassified food or beverage (FooDB: FOOD00672)

Dish

Ground meat

Sausage (FooDB: FOOD00652)
Meatball (FooDB: FOOD00653)
Pate (FooDB: FOOD00655)
Cold cut (FooDB: FOOD00770)

Other dish

Dumpling (FooDB: FOOD00669)
Other dish (FooDB: FOOD00836)
Pizza (FooDB: FOOD00637)
Soup (FooDB: FOOD00670)

Fat and oil

Vegetable fat

Margarine-like spread (FooDB: FOOD00844)
Margarine (FooDB: FOOD00843)

Animal fat

Fish oil (FooDB: FOOD00990)
Fats and oils (FooDB: FOOD00864)

Milk and milk product

Other milk product

Butter (FooDB: FOOD00648)
Casein (FooDB: FOOD00659)
Whey (FooDB: FOOD00658)
Cream (FooDB: FOOD00650)
Dried milk (FooDB: FOOD00689)

Fermented milk product

Cheese (FooDB: FOOD00617)
Yogurt (FooDB: FOOD00620)
Ymer (FooDB: FOOD00638)

Unfermented milk

Fermented milk

Milk and milk products (FooDB: FOOD00863)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)

Confectionery

Candy

Dessert

Pastry (FooDB: FOOD00641)
Gelatin dessert (FooDB: FOOD00725)

Frozen dessert

Ice cream (FooDB: FOOD00624)
Other frozen dessert (FooDB: FOOD00729)

Other confectionery

Spread

Chocolate spread (FooDB: FOOD00676)

Cocoa and cocoa product

Cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Coffee and coffee product

Coffee

Snack

Cracker (FooDB: FOOD00787)
Other snack food (FooDB: FOOD00639)

Egg

Eggs (FooDB: FOOD00619)

Tea

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Triacylglycerol Degradation TG(16:0/16:0/18:1(9Z)) (PathBank: SMP0012470)
Triacylglycerol Degradation TG(16:0/18:0/18:1(9Z)) (PathBank: SMP0012482)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/16:0) (PathBank: SMP0012492)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:0) (PathBank: SMP0012493)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:1(9Z)) (PathBank: SMP0012494)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:1(11Z)) (PathBank: SMP0012495)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0012496)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012497)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012498)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/20:0) (PathBank: SMP0012499)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/20:1(11Z)) (PathBank: SMP0012500)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/20:1(13Z)) (PathBank: SMP0012501)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/22:0) (PathBank: SMP0012502)
Triacylglycerol Degradation TG(16:0/18:1(9Z)/22:1(13Z)) (PathBank: SMP0012503)
Triacylglycerol Degradation TG(16:0/18:1(11Z)/18:1(9Z)) (PathBank: SMP0012506)
Triacylglycerol Degradation TG(16:0/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0012518)
Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012530)
Triacylglycerol Degradation TG(16:0/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0012542)
Triacylglycerol Degradation TG(16:0/20:0/18:1(9Z)) (PathBank: SMP0012554)
Triacylglycerol Degradation TG(16:0/20:1(11Z)/18:1(9Z)) (PathBank: SMP0012566)
Triacylglycerol Degradation TG(16:0/20:1(13Z)/18:1(9Z)) (PathBank: SMP0012578)
Triacylglycerol Degradation TG(16:0/22:0/18:1(9Z)) (PathBank: SMP0012590)
Triacylglycerol Degradation TG(16:0/22:1(13Z)/18:1(9Z)) (PathBank: SMP0012602)
Triacylglycerol Degradation TG(18:0/16:0/18:1(9Z)) (PathBank: SMP0012614)
Triacylglycerol Degradation TG(18:0/18:0/18:1(9Z)) (PathBank: SMP0012626)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/16:0) (PathBank: SMP0012636)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:0) (PathBank: SMP0012637)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:1(9Z)) (PathBank: SMP0012638)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:1(11Z)) (PathBank: SMP0012639)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0012640)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012641)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012642)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/20:0) (PathBank: SMP0012643)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/20:1(11Z)) (PathBank: SMP0012644)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/20:1(13Z)) (PathBank: SMP0012645)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/22:0) (PathBank: SMP0012646)
Triacylglycerol Degradation TG(18:0/18:1(9Z)/22:1(13Z)) (PathBank: SMP0012647)
Triacylglycerol Degradation TG(18:0/18:1(11Z)/18:1(9Z)) (PathBank: SMP0012650)
Triacylglycerol Degradation TG(18:0/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0012662)
Triacylglycerol Degradation TG(18:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012674)
Triacylglycerol Degradation TG(18:0/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0012686)
Triacylglycerol Degradation TG(18:0/20:0/18:1(9Z)) (PathBank: SMP0012698)
Triacylglycerol Degradation TG(18:0/20:1(11Z)/18:1(9Z)) (PathBank: SMP0012710)
Triacylglycerol Degradation TG(18:0/20:1(13Z)/18:1(9Z)) (PathBank: SMP0012722)
Triacylglycerol Degradation TG(18:0/22:0/18:1(9Z)) (PathBank: SMP0012734)
Triacylglycerol Degradation TG(18:0/22:1(13Z)/18:1(9Z)) (PathBank: SMP0012746)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/16:0) (PathBank: SMP0012756)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:0) (PathBank: SMP0012757)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:1(9Z)) (PathBank: SMP0012758)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:1(11Z)) (PathBank: SMP0012759)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:2(9Z,12Z)) (PathBank: SMP0012760)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012761)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0012762)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/20:0) (PathBank: SMP0012763)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/20:1(11Z)) (PathBank: SMP0012764)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/20:1(13Z)) (PathBank: SMP0012765)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/22:0) (PathBank: SMP0012766)
Triacylglycerol Degradation TG(18:1(9Z)/16:0/22:1(13Z)) (PathBank: SMP0012767)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/16:0) (PathBank: SMP0012768)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:0) (PathBank: SMP0012769)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:1(9Z)) (PathBank: SMP0012770)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:1(11Z)) (PathBank: SMP0012771)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:2(9Z,12Z)) (PathBank: SMP0012772)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012773)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0012774)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/20:0) (PathBank: SMP0012775)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/20:1(11Z)) (PathBank: SMP0012776)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/20:1(13Z)) (PathBank: SMP0012777)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/22:0) (PathBank: SMP0012778)
Triacylglycerol Degradation TG(18:1(9Z)/18:0/22:1(13Z)) (PathBank: SMP0012779)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/16:0) (PathBank: SMP0012780)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:0) (PathBank: SMP0012781)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0012782)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0012783)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0012784)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012785)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012786)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/20:0) (PathBank: SMP0012787)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0012788)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0012789)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/22:0) (PathBank: SMP0012790)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0012791)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/16:0) (PathBank: SMP0012792)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:0) (PathBank: SMP0012793)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0012794)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:1(11Z)) (PathBank: SMP0012795)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:2(9Z,12Z)) (PathBank: SMP0012796)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012797)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012798)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/20:0) (PathBank: SMP0012799)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/20:1(11Z)) (PathBank: SMP0012800)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/20:1(13Z)) (PathBank: SMP0012801)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/22:0) (PathBank: SMP0012802)
Triacylglycerol Degradation TG(18:1(9Z)/18:1(11Z)/22:1(13Z)) (PathBank: SMP0012803)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/16:0) (PathBank: SMP0012804)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:0) (PathBank: SMP0012805)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0012806)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:1(11Z)) (PathBank: SMP0012807)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0012808)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012809)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012810)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/20:0) (PathBank: SMP0012811)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/20:1(11Z)) (PathBank: SMP0012812)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/20:1(13Z)) (PathBank: SMP0012813)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/22:0) (PathBank: SMP0012814)
Triacylglycerol Degradation TG(18:1(9Z)/18:2(9Z,12Z)/22:1(13Z)) (PathBank: SMP0012815)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/16:0) (PathBank: SMP0012816)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:0) (PathBank: SMP0012817)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012818)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:1(11Z)) (PathBank: SMP0012819)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:2(9Z,12Z)) (PathBank: SMP0012820)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012821)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012822)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/20:0) (PathBank: SMP0012823)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/20:1(11Z)) (PathBank: SMP0012824)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/20:1(13Z)) (PathBank: SMP0012825)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/22:0) (PathBank: SMP0012826)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(6Z,9Z,12Z)/22:1(13Z)) (PathBank: SMP0012827)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/16:0) (PathBank: SMP0012828)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:0) (PathBank: SMP0012829)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0012830)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:1(11Z)) (PathBank: SMP0012831)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:2(9Z,12Z)) (PathBank: SMP0012832)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012833)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012834)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/20:0) (PathBank: SMP0012835)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/20:1(11Z)) (PathBank: SMP0012836)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/20:1(13Z)) (PathBank: SMP0012837)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/22:0) (PathBank: SMP0012838)
Triacylglycerol Degradation TG(18:1(9Z)/18:3(9Z,12Z,15Z)/22:1(13Z)) (PathBank: SMP0012839)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/16:0) (PathBank: SMP0012840)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:0) (PathBank: SMP0012841)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:1(9Z)) (PathBank: SMP0012842)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:1(11Z)) (PathBank: SMP0012843)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:2(9Z,12Z)) (PathBank: SMP0012844)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012845)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0012846)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/20:0) (PathBank: SMP0012847)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/20:1(11Z)) (PathBank: SMP0012848)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/20:1(13Z)) (PathBank: SMP0012849)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/22:0) (PathBank: SMP0012850)
Triacylglycerol Degradation TG(18:1(9Z)/20:0/22:1(13Z)) (PathBank: SMP0012851)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/16:0) (PathBank: SMP0012852)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:0) (PathBank: SMP0012853)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0012854)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:1(11Z)) (PathBank: SMP0012855)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:2(9Z,12Z)) (PathBank: SMP0012856)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012857)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012858)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/20:0) (PathBank: SMP0012859)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/20:1(11Z)) (PathBank: SMP0012860)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/20:1(13Z)) (PathBank: SMP0012861)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/22:0) (PathBank: SMP0012862)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(11Z)/22:1(13Z)) (PathBank: SMP0012863)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/16:0) (PathBank: SMP0012864)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:0) (PathBank: SMP0012865)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0012866)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:1(11Z)) (PathBank: SMP0012867)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:2(9Z,12Z)) (PathBank: SMP0012868)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012869)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012870)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/20:0) (PathBank: SMP0012871)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/20:1(11Z)) (PathBank: SMP0012872)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/20:1(13Z)) (PathBank: SMP0012873)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/22:0) (PathBank: SMP0012874)
Triacylglycerol Degradation TG(18:1(9Z)/20:1(13Z)/22:1(13Z)) (PathBank: SMP0012875)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/16:0) (PathBank: SMP0012876)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:0) (PathBank: SMP0012877)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:1(9Z)) (PathBank: SMP0012878)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:1(11Z)) (PathBank: SMP0012879)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:2(9Z,12Z)) (PathBank: SMP0012880)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:3(6Z,9Z,12Z)) (PathBank: SMP0012881)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/18:3(9Z,12Z,15Z)) (PathBank: SMP0012882)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/20:0) (PathBank: SMP0012883)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/20:1(11Z)) (PathBank: SMP0012884)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/20:1(13Z)) (PathBank: SMP0012885)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/22:0) (PathBank: SMP0012886)
Triacylglycerol Degradation TG(18:1(9Z)/22:0/22:1(13Z)) (PathBank: SMP0012887)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/16:0) (PathBank: SMP0012888)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:0) (PathBank: SMP0012889)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0012890)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:1(11Z)) (PathBank: SMP0012891)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:2(9Z,12Z)) (PathBank: SMP0012892)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012893)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012894)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/20:0) (PathBank: SMP0012895)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/20:1(11Z)) (PathBank: SMP0012896)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/20:1(13Z)) (PathBank: SMP0012897)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/22:0) (PathBank: SMP0012898)
Triacylglycerol Degradation TG(18:1(9Z)/22:1(13Z)/22:1(13Z)) (PathBank: SMP0012899)
Triacylglycerol Degradation TG(18:1(11Z)/16:0/18:1(9Z)) (PathBank: SMP0012902)
Triacylglycerol Degradation TG(18:1(11Z)/18:0/18:1(9Z)) (PathBank: SMP0012914)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/16:0) (PathBank: SMP0012924)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:0) (PathBank: SMP0012925)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0012926)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0012927)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0012928)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0012929)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0012930)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/20:0) (PathBank: SMP0012931)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0012932)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0012933)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/22:0) (PathBank: SMP0012934)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0012935)
Triacylglycerol Degradation TG(18:1(11Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0012938)
Triacylglycerol Degradation TG(18:1(11Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0012950)
Triacylglycerol Degradation TG(18:1(11Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0012962)
Triacylglycerol Degradation TG(18:1(11Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0012974)
Triacylglycerol Degradation TG(18:1(11Z)/20:0/18:1(9Z)) (PathBank: SMP0012986)
Triacylglycerol Degradation TG(18:1(11Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0012998)
Triacylglycerol Degradation TG(18:1(11Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013010)
Triacylglycerol Degradation TG(18:1(11Z)/22:0/18:1(9Z)) (PathBank: SMP0013022)
Triacylglycerol Degradation TG(18:1(11Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013034)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/16:0/18:1(9Z)) (PathBank: SMP0013046)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:0/18:1(9Z)) (PathBank: SMP0013058)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/16:0) (PathBank: SMP0013068)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:0) (PathBank: SMP0013069)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013070)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013071)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013072)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013073)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013074)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/20:0) (PathBank: SMP0013075)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013076)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013077)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/22:0) (PathBank: SMP0013078)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013079)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013082)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013094)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013106)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013118)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/20:0/18:1(9Z)) (PathBank: SMP0013130)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013142)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013154)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/22:0/18:1(9Z)) (PathBank: SMP0013166)
Triacylglycerol Degradation TG(18:2(9Z,12Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013178)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/16:0/18:1(9Z)) (PathBank: SMP0013190)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:0/18:1(9Z)) (PathBank: SMP0013202)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/16:0) (PathBank: SMP0013212)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:0) (PathBank: SMP0013213)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013214)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013215)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013216)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013217)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013218)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/20:0) (PathBank: SMP0013219)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013220)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013221)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/22:0) (PathBank: SMP0013222)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013223)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013226)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013238)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013250)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013262)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:0/18:1(9Z)) (PathBank: SMP0013274)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013286)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013298)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:0/18:1(9Z)) (PathBank: SMP0013310)
Triacylglycerol Degradation TG(18:3(6Z,9Z,12Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013322)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/16:0/18:1(9Z)) (PathBank: SMP0013334)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:0/18:1(9Z)) (PathBank: SMP0013346)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/16:0) (PathBank: SMP0013356)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:0) (PathBank: SMP0013357)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013358)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013359)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013360)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013361)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/20:0) (PathBank: SMP0013362)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013363)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013364)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/22:0) (PathBank: SMP0013365)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013366)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013369)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013380)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013391)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013403)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/20:0/18:1(9Z)) (PathBank: SMP0013415)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013427)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013439)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/22:0/18:1(9Z)) (PathBank: SMP0013451)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013463)
Triacylglycerol Degradation TG(20:0/16:0/18:1(9Z)) (PathBank: SMP0013475)
Triacylglycerol Degradation TG(20:0/18:0/18:1(9Z)) (PathBank: SMP0013487)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/16:0) (PathBank: SMP0013497)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:0) (PathBank: SMP0013498)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013499)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013500)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013501)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013502)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013503)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/20:0) (PathBank: SMP0013504)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013505)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013506)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/22:0) (PathBank: SMP0013507)
Triacylglycerol Degradation TG(20:0/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013508)
Triacylglycerol Degradation TG(20:0/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013511)
Triacylglycerol Degradation TG(20:0/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013523)
Triacylglycerol Degradation TG(20:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013535)
Triacylglycerol Degradation TG(20:0/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013547)
Triacylglycerol Degradation TG(20:0/20:0/18:1(9Z)) (PathBank: SMP0013559)
Triacylglycerol Degradation TG(20:0/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013571)
Triacylglycerol Degradation TG(20:0/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013583)
Triacylglycerol Degradation TG(20:0/22:0/18:1(9Z)) (PathBank: SMP0013595)
Triacylglycerol Degradation TG(20:0/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013607)
Triacylglycerol Degradation TG(20:1(11Z)/16:0/18:1(9Z)) (PathBank: SMP0013619)
Triacylglycerol Degradation TG(20:1(11Z)/18:0/18:1(9Z)) (PathBank: SMP0013631)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/16:0) (PathBank: SMP0013641)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:0) (PathBank: SMP0013642)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013643)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013644)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013645)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013646)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013647)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/20:0) (PathBank: SMP0013648)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013649)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013650)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/22:0) (PathBank: SMP0013651)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013652)
Triacylglycerol Degradation TG(20:1(11Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013655)
Triacylglycerol Degradation TG(20:1(11Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013667)
Triacylglycerol Degradation TG(20:1(11Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013679)
Triacylglycerol Degradation TG(20:1(11Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013691)
Triacylglycerol Degradation TG(20:1(11Z)/20:0/18:1(9Z)) (PathBank: SMP0013703)
Triacylglycerol Degradation TG(20:1(11Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013715)
Triacylglycerol Degradation TG(20:1(11Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013727)
Triacylglycerol Degradation TG(20:1(11Z)/22:0/18:1(9Z)) (PathBank: SMP0013739)
Triacylglycerol Degradation TG(20:1(11Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013751)
Triacylglycerol Degradation TG(20:1(13Z)/16:0/18:1(9Z)) (PathBank: SMP0013764)
Triacylglycerol Degradation TG(20:1(13Z)/18:0/18:1(9Z)) (PathBank: SMP0013776)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/16:0) (PathBank: SMP0013786)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:0) (PathBank: SMP0013787)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013788)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013789)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013790)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013791)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013792)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/20:0) (PathBank: SMP0013793)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013794)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013795)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/22:0) (PathBank: SMP0013796)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013797)
Triacylglycerol Degradation TG(20:1(13Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013800)
Triacylglycerol Degradation TG(20:1(13Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013812)
Triacylglycerol Degradation TG(20:1(13Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013824)
Triacylglycerol Degradation TG(20:1(13Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013836)
Triacylglycerol Degradation TG(20:1(13Z)/20:0/18:1(9Z)) (PathBank: SMP0013848)
Triacylglycerol Degradation TG(20:1(13Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0013860)
Triacylglycerol Degradation TG(20:1(13Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0013872)
Triacylglycerol Degradation TG(20:1(13Z)/22:0/18:1(9Z)) (PathBank: SMP0013884)
Triacylglycerol Degradation TG(20:1(13Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0013897)
Triacylglycerol Degradation TG(22:0/16:0/18:1(9Z)) (PathBank: SMP0013909)
Triacylglycerol Degradation TG(22:0/18:0/18:1(9Z)) (PathBank: SMP0013921)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/16:0) (PathBank: SMP0013931)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:0) (PathBank: SMP0013932)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:1(9Z)) (PathBank: SMP0013933)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:1(11Z)) (PathBank: SMP0013934)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0013935)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0013936)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0013937)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/20:0) (PathBank: SMP0013938)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/20:1(11Z)) (PathBank: SMP0013939)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/20:1(13Z)) (PathBank: SMP0013940)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/22:0) (PathBank: SMP0013941)
Triacylglycerol Degradation TG(22:0/18:1(9Z)/22:1(13Z)) (PathBank: SMP0013942)
Triacylglycerol Degradation TG(22:0/18:1(11Z)/18:1(9Z)) (PathBank: SMP0013945)
Triacylglycerol Degradation TG(22:0/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0013957)
Triacylglycerol Degradation TG(22:0/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0013969)
Triacylglycerol Degradation TG(22:0/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0013981)
Triacylglycerol Degradation TG(22:0/20:0/18:1(9Z)) (PathBank: SMP0013993)
Triacylglycerol Degradation TG(22:0/20:1(11Z)/18:1(9Z)) (PathBank: SMP0014005)
Triacylglycerol Degradation TG(22:0/20:1(13Z)/18:1(9Z)) (PathBank: SMP0014019)
Triacylglycerol Degradation TG(22:0/22:0/18:1(9Z)) (PathBank: SMP0014031)
Triacylglycerol Degradation TG(22:0/22:1(13Z)/18:1(9Z)) (PathBank: SMP0014043)
Triacylglycerol Degradation TG(22:1(13Z)/16:0/18:1(9Z)) (PathBank: SMP0014055)
Triacylglycerol Degradation TG(22:1(13Z)/18:0/18:1(9Z)) (PathBank: SMP0014067)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/16:0) (PathBank: SMP0014077)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:0) (PathBank: SMP0014078)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:1(9Z)) (PathBank: SMP0014079)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:1(11Z)) (PathBank: SMP0014080)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:2(9Z,12Z)) (PathBank: SMP0014081)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:3(6Z,9Z,12Z)) (PathBank: SMP0014082)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0014083)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/20:0) (PathBank: SMP0014084)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/20:1(11Z)) (PathBank: SMP0014086)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/22:0) (PathBank: SMP0014087)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/22:1(13Z)) (PathBank: SMP0014088)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(11Z)/18:1(9Z)) (PathBank: SMP0014091)
Triacylglycerol Degradation TG(22:1(13Z)/18:2(9Z,12Z)/18:1(9Z)) (PathBank: SMP0014103)
Triacylglycerol Degradation TG(22:1(13Z)/18:3(6Z,9Z,12Z)/18:1(9Z)) (PathBank: SMP0014115)
Triacylglycerol Degradation TG(22:1(13Z)/18:3(9Z,12Z,15Z)/18:1(9Z)) (PathBank: SMP0014127)
Triacylglycerol Degradation TG(22:1(13Z)/20:0/18:1(9Z)) (PathBank: SMP0014139)
Triacylglycerol Degradation TG(22:1(13Z)/20:1(11Z)/18:1(9Z)) (PathBank: SMP0014151)
Triacylglycerol Degradation TG(22:1(13Z)/20:1(13Z)/18:1(9Z)) (PathBank: SMP0014164)
Triacylglycerol Degradation TG(22:1(13Z)/22:0/18:1(9Z)) (PathBank: SMP0014176)
Triacylglycerol Degradation TG(22:1(13Z)/22:1(13Z)/18:1(9Z)) (PathBank: SMP0014188)
Triacylglycerol Degradation TG(22:1(13Z)/18:1(9Z)/20:1(13Z)) (PathBank: SMP0014198)
Triacylglycerol Degradation TG(18:3(9Z,12Z,15Z)/18:1(9Z)/18:3(9Z,12Z,15Z)) (PathBank: SMP0014199)

5alpha-reductase inhibitor (HMDB: HMDB0000207)
EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor (HMDB: HMDB0000207)
alpha-reductase inhibitor (HMDB: HMDB0000207)
Androgen antagonist (HMDB: HMDB0000207)

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

androgen antagonist (HMDB: HMDB0000207)
fragrance (HMDB: HMDB0000207)

Food and nutrition

Food additive

Flavoring agent

flavor (HMDB: HMDB0000207)

Pharmaceutical industry

Biomarker

Diabetes mellitus type 2 (MarkerDB: MDB00029979)
Isovaleric acidemia (MarkerDB: MDB00029979)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	13.4 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	173.875	30932474
[M-H]-	Not Available	175.2	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000183

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00012 g/L	ALOGPS
logP	7.68	ALOGPS
logP	6.78	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	87.4 m³·mol⁻¹	ChemAxon
Polarizability	37.09 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	176.565	31661259
DarkChem	[M-H]-	177.265	31661259
AllCCS	[M+H]+	179.569	32859911
AllCCS	[M-H]-	179.428	32859911
DeepCCS	[M+H]+	180.771	30932474
DeepCCS	[M-H]-	176.752	30932474
DeepCCS	[M-2H]-	213.903	30932474
DeepCCS	[M+Na]+	189.828	30932474
AllCCS	[M+H]+	179.6	32859911
AllCCS	[M+H-H2O]+	176.6	32859911
AllCCS	[M+NH4]+	182.3	32859911
AllCCS	[M+Na]+	183.1	32859911
AllCCS	[M-H]-	179.4	32859911
AllCCS	[M+Na-2H]-	181.0	32859911
AllCCS	[M+HCOO]-	182.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oleic acid	CCCCCCCC\C=C/CCCCCCCC(O)=O	3141.2	Standard polar	33892256
Oleic acid	CCCCCCCC\C=C/CCCCCCCC(O)=O	2093.8	Standard non polar	33892256
Oleic acid	CCCCCCCC\C=C/CCCCCCCC(O)=O	2150.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oleic acid,1TMS,isomer #1	CCCCCCCC/C=C\CCCCCCCC(=O)O[Si](C)(C)C	2217.5	Semi standard non polar	33892256
Oleic acid,1TBDMS,isomer #1	CCCCCCCC/C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2477.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Oleic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)	splash10-00vi-9500000000-cdb5366d3ece43c3e166	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Oleic acid GC-MS (1 TMS)	splash10-00nb-5900000000-fc03835c9c8fddb27970	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Oleic acid EI-B (Non-derivatized)	splash10-052f-9100000000-7618883a87bd14687fd5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Oleic acid GC-EI-TOF (Non-derivatized)	splash10-00vi-9500000000-cdb5366d3ece43c3e166	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Oleic acid GC-MS (Non-derivatized)	splash10-00nb-5900000000-fc03835c9c8fddb27970	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oleic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-9640000000-29b5681d79890854ef2b	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oleic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0fe0-9431000000-1879934642ac672cb401	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oleic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oleic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-052f-9100000000-350dc6d7ac541a3c5b67	2018-05-25	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid Quattro_QQQ 10V, N/A-QTOF (Annotated)	splash10-00l2-4790000000-aefa66e9f83fcb24ead6	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid Quattro_QQQ 25V, N/A-QTOF (Annotated)	splash10-0apm-9100000000-a71c58b95cb65487eeed	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid Quattro_QQQ 40V, N/A-QTOF (Annotated)	splash10-0aou-9000000000-5889cbe3dd606123df50	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid FAB-EBEB (JMS-HX/HX 110A, JEOL) , Negative-QTOF	splash10-001i-0090000000-89531b488fbe899c09e6	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid ESI-TOF 10V, Negative-QTOF	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid ESI-TOF 20V, Negative-QTOF	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid ESI-TOF 30V, Negative-QTOF	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid ESI-TOF , Negative-QTOF	splash10-004i-0092000000-b8aabbdc61f9b89ac359	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid ESI-TOF 10V, Negative-QTOF	splash10-001i-0090000000-92096c6b229762c5295f	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid ESI-TOF 20V, Negative-QTOF	splash10-001i-0090000000-5fe8495a19b387bf702c	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid ESI-TOF 30V, Negative-QTOF	splash10-001i-0090000000-5d40399b1c736b476445	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid ESI-TOF , Negative-QTOF	splash10-001i-0090000000-45785aeb659bd8a09240	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid ESI-TOF 10V, Negative-QTOF	splash10-001i-0091000000-3946ac7663105c7c2700	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid LC-ESI-IT , negative-QTOF	splash10-001i-0090000000-ce1372cb3b5e84122349	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid LC-ESI-TOF , negative-QTOF	splash10-001i-0090000000-92096c6b229762c5295f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid LC-ESI-TOF , negative-QTOF	splash10-001i-0090000000-5fe8495a19b387bf702c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid LC-ESI-TOF , negative-QTOF	splash10-001i-0090000000-5d40399b1c736b476445	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid 20V, Negative-QTOF	splash10-001i-0090000000-58579e8fd3d4191bcfad	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid 10V, Negative-QTOF	splash10-001i-0090000000-d495e7abd2148c8c3582	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid 35V, Negative-QTOF	splash10-001i-0090000000-18d19c433b2ebed71fcf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-00ls-4790000000-d753b2905852ca2a8cbd	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0apm-9100000000-8d5c8ecf0c7a7cc3ccf6	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0aou-9000000000-64594906d693e8a08650	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid EI-B (Unknown) , Positive-QTOF	splash10-052f-9100000000-de078efada08e691dbb8	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oleic acid 20V, Positive-QTOF	splash10-00l6-9450000000-10bf11713f51451a3797	2021-09-20	HMDB team, MONA	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces
Saliva
Urine

Tissue Locations

Adipose Tissue
Epidermis
Intestine
Liver
Pancreas
Placenta
Prostate
Skeletal Muscle

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	11.42 +/- 1.67 uM	Adult (>18 years old)	Both	Normal	14634727	details
Blood	Detected and Quantified	122 +/- 56 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24789758	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	346.950 +/- 38.943 uM	Adult (>18 years old)	Male	Normal	17069347	details
Blood	Detected and Quantified	332.789 +/- 49.564 uM	Adult (>18 years old)	Male	Normal	17069347	details
Blood	Detected and Quantified	339.869 +/- 42.484 uM	Adult (>18 years old)	Male	Normal	17069347	details
Blood	Detected and Quantified	339.869 +/- 31.863 uM	Adult (>18 years old)	Male	Normal	17069347	details
Blood	Detected and Quantified	130 uM	Adult (>18 years old)	Both	Normal	2000815	details
Blood	Detected and Quantified	131 uM	Adult (>18 years old)	Both	Normal	2000815	details
Blood	Detected and Quantified	158 uM	Adult (>18 years old)	Both	Normal	2000815	details
Blood	Detected and Quantified	191 uM	Adult (>18 years old)	Both	Normal	2000815	details
Blood	Detected and Quantified	202 uM	Adult (>18 years old)	Both	Normal	2000815	details
Blood	Detected and Quantified	236 uM	Adult (>18 years old)	Both	Normal

Showing metabocard for Oleic acid (HMDB0000207)

MOL for HMDB0000207 (Oleic acid)

3D MOL for HMDB0000207 (Oleic acid)

3D SDF for HMDB0000207 (Oleic acid)

3D-SDF for HMDB0000207 (Oleic acid)

PDB for HMDB0000207 (Oleic acid)

3D PDB for HMDB0000207 (Oleic acid)

SMILES for HMDB0000207 (Oleic acid)

INCHI for HMDB0000207 (Oleic acid)

Structure for HMDB0000207 (Oleic acid)

3D Structure for HMDB0000207 (Oleic acid)