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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:14:28 UTC

Update Date

2022-03-07 02:53:44 UTC

HMDB ID

HMDB0033505

Secondary Accession Numbers

HMDB33505

Metabolite Identification

Common Name

(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid

Description

(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid, also known as (9E)-11-hydroxy-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoate, 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. Based on a literature review a small amount of articles have been published on (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid.

Structure

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

HMDB0033505
     RDKit          3D
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid
 52 52  0  0  0  0  0  0  0  0999 V2000
    8.0224    0.0357   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5528    0.4799   -0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7192   -0.7106   -0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8244   -1.1073    0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4992   -0.4823    1.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1312    0.0424    1.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126   -0.8366    1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014    0.4655    0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7983    0.3104   -0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5822   -0.5272   -1.3488 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3864   -0.2215   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3245   -0.0200   -1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6946   -0.5454   -1.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    0.5409   -2.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7546    1.5461   -1.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0721    0.9027    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4090    0.2028    0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834   -0.4095    1.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -1.1008    1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1501   -0.2378    1.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0899    0.9845    1.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4367   -0.8314    1.4167 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2554   -0.4479    0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6533    0.9576   -0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1424   -0.6620   -1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4291    1.1143   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3114    1.0210    0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8484   -1.2941   -1.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2769   -2.0369   -0.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792   -1.3446    2.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2649    0.2557    1.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0508    0.4631    2.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275    1.1946    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7998    1.3121   -1.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -1.4724   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0009   -0.7725    0.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0915    0.5399   -2.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7329   -1.2028   -2.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0019   -1.1562   -1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113    0.0596   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4941    1.0142   -3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7490    2.0438   -0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072    2.3450   -1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453    1.6338    1.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2855    0.1314    0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2238    0.8915    0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3729   -0.6053   -0.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8787   -1.1340    1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6511    0.3623    2.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1497   -1.5828    2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0100   -1.9630    0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9016   -0.7438    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  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  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  8  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 22 52  1  0
M  END

  Mrv0541 05061307092D          

 22 22  0  0  0  0            999 V2000
   -1.0974    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5868    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1566    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1566    1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013    1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0296    2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  3  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 15  1  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
 22 16  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033505

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/CC1OC1C(O)\C=C\CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O4/c1-2-3-9-13-16-18(22-16)15(19)12-10-7-5-4-6-8-11-14-17(20)21/h3,9-10,12,15-16,18-19H,2,4-8,11,13-14H2,1H3,(H,20,21)/b9-3-,12-10+

> <INCHI_KEY>
XHMGEKKHSKIGMI-JCMSFEFZSA-N

> <FORMULA>
C18H30O4

> <MOLECULAR_WEIGHT>
310.4284

> <EXACT_MASS>
310.214409448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
37.047852734217436

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9E)-11-hydroxy-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

> <ALOGPS_LOGP>
4.51

> <JCHEM_LOGP>
4.202962085666666

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.749672551619966

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283416805

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3456932262504004

> <JCHEM_POLAR_SURFACE_AREA>
70.06

> <JCHEM_REFRACTIVITY>
89.2472

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9E)-11-hydroxy-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033505
     RDKit          3D
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid
 52 52  0  0  0  0  0  0  0  0999 V2000
    8.0224    0.0357   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5528    0.4799   -0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7192   -0.7106   -0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8244   -1.1073    0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4992   -0.4823    1.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1312    0.0424    1.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126   -0.8366    1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014    0.4655    0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7983    0.3104   -0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5822   -0.5272   -1.3488 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3864   -0.2215   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3245   -0.0200   -1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6946   -0.5454   -1.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    0.5409   -2.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7546    1.5461   -1.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0721    0.9027    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4090    0.2028    0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834   -0.4095    1.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -1.1008    1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1501   -0.2378    1.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0899    0.9845    1.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4367   -0.8314    1.4167 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2554   -0.4479    0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6533    0.9576   -0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1424   -0.6620   -1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4291    1.1143   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3114    1.0210    0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8484   -1.2941   -1.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2769   -2.0369   -0.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792   -1.3446    2.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2649    0.2557    1.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0508    0.4631    2.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275    1.1946    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7998    1.3121   -1.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -1.4724   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0009   -0.7725    0.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0915    0.5399   -2.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7329   -1.2028   -2.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0019   -1.1562   -1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113    0.0596   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4941    1.0142   -3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7490    2.0438   -0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072    2.3450   -1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453    1.6338    1.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2855    0.1314    0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2238    0.8915    0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3729   -0.6053   -0.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8787   -1.1340    1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6511    0.3623    2.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1497   -1.5828    2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0100   -1.9630    0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9016   -0.7438    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  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  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  8  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 22 52  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.048   8.057   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.048   6.517   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.382   5.747   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.827   4.207   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.161   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.160   4.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.495   4.207   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.382   4.207   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.826   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.828   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.493   4.207   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.048   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.162   4.207   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.159   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.715   4.207   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.496   3.437   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.825   4.207   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.159   1.897   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      16.829   4.207   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      15.496   1.897   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.055   5.541   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    9                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6   11                                                       
CONECT    9    3   13                                                       
CONECT   10    7   12                                                       
CONECT   11    8   14                                                       
CONECT   12   10   15                                                       
CONECT   13    9   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18   19                                                  
CONECT   16   13   18   22                                                  
CONECT   17   14   20   21                                                  
CONECT   18   15   16   22                                                  
CONECT   19   15                                                            
CONECT   20   17                                                            
CONECT   21   17                                                            
CONECT   22   16   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0033505
HETATM    1  C1  UNL     1       8.022   0.036  -0.445  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.553   0.480  -0.454  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.719  -0.711  -0.681  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.824  -1.107   0.188  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.499  -0.482   1.480  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.131   0.042   1.670  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.013  -0.837   1.538  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.101   0.466   0.833  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.798   0.310  -0.600  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.582  -0.527  -1.349  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.386  -0.222  -0.732  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.324  -0.020  -1.820  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.695  -0.545  -1.926  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.721   0.541  -2.140  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.755   1.546  -1.042  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.072   0.903   0.268  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.409   0.203   0.308  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.683  -0.410   1.645  1.00  0.00           C  
HETATM   19  C17 UNL     1      -5.995  -1.101   1.688  1.00  0.00           C  
HETATM   20  C18 UNL     1      -7.150  -0.238   1.459  1.00  0.00           C  
HETATM   21  O3  UNL     1      -7.090   0.984   1.298  1.00  0.00           O  
HETATM   22  O4  UNL     1      -8.437  -0.831   1.417  1.00  0.00           O  
HETATM   23  H1  UNL     1       8.255  -0.448   0.524  1.00  0.00           H  
HETATM   24  H2  UNL     1       8.653   0.958  -0.600  1.00  0.00           H  
HETATM   25  H3  UNL     1       8.142  -0.662  -1.297  1.00  0.00           H  
HETATM   26  H4  UNL     1       6.429   1.114  -1.377  1.00  0.00           H  
HETATM   27  H5  UNL     1       6.311   1.021   0.451  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.848  -1.294  -1.617  1.00  0.00           H  
HETATM   29  H7  UNL     1       4.277  -2.037  -0.072  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.679  -1.345   2.237  1.00  0.00           H  
HETATM   31  H9  UNL     1       5.265   0.256   1.845  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.051   0.463   2.765  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.327   1.195   1.310  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.800   1.312  -1.129  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.286  -1.472  -1.329  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.001  -0.773   0.109  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.092   0.540  -2.659  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.733  -1.203  -2.828  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.002  -1.156  -1.081  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.711   0.060  -2.231  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.494   1.014  -3.129  1.00  0.00           H  
HETATM   42  H20 UNL     1      -1.749   2.044  -0.914  1.00  0.00           H  
HETATM   43  H21 UNL     1      -3.507   2.345  -1.299  1.00  0.00           H  
HETATM   44  H22 UNL     1      -3.045   1.634   1.121  1.00  0.00           H  
HETATM   45  H23 UNL     1      -2.285   0.131   0.461  1.00  0.00           H  
HETATM   46  H24 UNL     1      -5.224   0.891   0.037  1.00  0.00           H  
HETATM   47  H25 UNL     1      -4.373  -0.605  -0.478  1.00  0.00           H  
HETATM   48  H26 UNL     1      -3.879  -1.134   1.933  1.00  0.00           H  
HETATM   49  H27 UNL     1      -4.651   0.362   2.460  1.00  0.00           H  
HETATM   50  H28 UNL     1      -6.150  -1.583   2.689  1.00  0.00           H  
HETATM   51  H29 UNL     1      -6.010  -1.963   0.973  1.00  0.00           H  
HETATM   52  H30 UNL     1      -8.902  -0.744   0.524  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4    4   28
CONECT    4    5   29
CONECT    5    6   30   31
CONECT    6    7    8   32
CONECT    7    8
CONECT    8    9   33
CONECT    9   10   11   34
CONECT   10   35
CONECT   11   12   12   36
CONECT   12   13   37
CONECT   13   14   38   39
CONECT   14   15   40   41
CONECT   15   16   42   43
CONECT   16   17   44   45
CONECT   17   18   46   47
CONECT   18   19   48   49
CONECT   19   20   50   51
CONECT   20   21   21   22
CONECT   22   52
END

HMDB0033505
     RDKit          3D
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid
 52 52  0  0  0  0  0  0  0  0999 V2000
    8.0224    0.0357   -0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5528    0.4799   -0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7192   -0.7106   -0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8244   -1.1073    0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4992   -0.4823    1.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1312    0.0424    1.6699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126   -0.8366    1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014    0.4655    0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7983    0.3104   -0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5822   -0.5272   -1.3488 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3864   -0.2215   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3245   -0.0200   -1.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6946   -0.5454   -1.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    0.5409   -2.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7546    1.5461   -1.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0721    0.9027    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4090    0.2028    0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834   -0.4095    1.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9951   -1.1008    1.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1501   -0.2378    1.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0899    0.9845    1.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4367   -0.8314    1.4167 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2554   -0.4479    0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6533    0.9576   -0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1424   -0.6620   -1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4291    1.1143   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3114    1.0210    0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8484   -1.2941   -1.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2769   -2.0369   -0.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792   -1.3446    2.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2649    0.2557    1.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0508    0.4631    2.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275    1.1946    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7998    1.3121   -1.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864   -1.4724   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0009   -0.7725    0.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0915    0.5399   -2.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7329   -1.2028   -2.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0019   -1.1562   -1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113    0.0596   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4941    1.0142   -3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7490    2.0438   -0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072    2.3450   -1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453    1.6338    1.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2855    0.1314    0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2238    0.8915    0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3729   -0.6053   -0.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8787   -1.1340    1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6511    0.3623    2.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1497   -1.5828    2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0100   -1.9630    0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9016   -0.7438    0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  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  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  8  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 22 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoate	Generator
(9E)-11-Hydroxy-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoate	HMDB

Chemical Formula

C₁₈H₃₀O₄

Average Molecular Weight

310.4284

Monoisotopic Molecular Weight

310.214409448

IUPAC Name

(9E)-11-hydroxy-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

Traditional Name

(9E)-11-hydroxy-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

CAS Registry Number

106034-49-5

SMILES

CC\C=C/CC1OC1C(O)\C=C\CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H30O4/c1-2-3-9-13-16-18(22-16)15(19)12-10-7-5-4-6-8-11-14-17(20)21/h3,9-10,12,15-16,18-19H,2,4-8,11,13-14H2,1H3,(H,20,21)/b9-3-,12-10+

InChI Key

XHMGEKKHSKIGMI-JCMSFEFZSA-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
Epoxy fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0033505)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0033505)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033505)

Source

Exogenous

Food

Food (HMDB: HMDB0033505)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0033505)

Endogenous

Animal

Animal (HMDB: HMDB0033505)

Endogenous (HMDB: HMDB0033505)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033505)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033505)

Lipid metabolism pathway (HMDB: HMDB0033505)

Cellular process

Cell signaling (HMDB: HMDB0033505)

Biochemical process

Lipid transport (HMDB: HMDB0033505)

Role

Biological role

Energy source (HMDB: HMDB0033505)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033505)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.024 g/L	ALOGPS
logP	4.51	ALOGPS
logP	4.2	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.06 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	89.25 m³·mol⁻¹	ChemAxon
Polarizability	37.05 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	181.0	31661259
DarkChem	[M-H]-	177.08	31661259
DeepCCS	[M+H]+	178.579	30932474
DeepCCS	[M-H]-	176.221	30932474
DeepCCS	[M-2H]-	209.108	30932474
DeepCCS	[M+Na]+	184.673	30932474
AllCCS	[M+H]+	184.1	32859911
AllCCS	[M+H-H2O]+	181.2	32859911
AllCCS	[M+NH4]+	186.8	32859911
AllCCS	[M+Na]+	187.6	32859911
AllCCS	[M-H]-	183.1	32859911
AllCCS	[M+Na-2H]-	184.4	32859911
AllCCS	[M+HCOO]-	186.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid	CC\C=C/CC1OC1C(O)\C=C\CCCCCCCC(O)=O	3760.2	Standard polar	33892256
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid	CC\C=C/CC1OC1C(O)\C=C\CCCCCCCC(O)=O	2212.1	Standard non polar	33892256
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid	CC\C=C/CC1OC1C(O)\C=C\CCCCCCCC(O)=O	2402.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid,1TMS,isomer #1	CC/C=C\CC1OC1C(/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C	2490.4	Semi standard non polar	33892256
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid,1TMS,isomer #2	CC/C=C\CC1OC1C(O)/C=C/CCCCCCCC(=O)O[Si](C)(C)C	2433.7	Semi standard non polar	33892256
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid,2TMS,isomer #1	CC/C=C\CC1OC1C(/C=C/CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2470.4	Semi standard non polar	33892256
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid,1TBDMS,isomer #1	CC/C=C\CC1OC1C(/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2721.4	Semi standard non polar	33892256
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid,1TBDMS,isomer #2	CC/C=C\CC1OC1C(O)/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2665.3	Semi standard non polar	33892256
(9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid,2TBDMS,isomer #1	CC/C=C\CC1OC1C(/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2930.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00l2-5920000000-d401b41186cd6db29f36	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-00mx-9346200000-2c61761ce5c0b711fe4d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 10V, Positive-QTOF	splash10-03dl-5397000000-af7c490b2ea5ad9b4ffd	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 20V, Positive-QTOF	splash10-001i-9610000000-230bb2911295e417fac6	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 40V, Positive-QTOF	splash10-100u-9200000000-7a54a6d9d362dac77a99	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 10V, Negative-QTOF	splash10-0a4i-0529000000-e0a11e6dc2fc8f87522c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 20V, Negative-QTOF	splash10-0cdi-1932000000-edf278cc291da170a466	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 40V, Negative-QTOF	splash10-0006-9200000000-90a46a1a875e4be2fad6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 10V, Positive-QTOF	splash10-03fu-2693000000-e2e1b03e12a16f4f639f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 20V, Positive-QTOF	splash10-06ur-9871000000-2c9564957510cd87ced7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 40V, Positive-QTOF	splash10-05mo-9200000000-9c522ace71775345c5ad	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 10V, Negative-QTOF	splash10-0a4i-0029000000-76036cb86db5f0c5083c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 20V, Negative-QTOF	splash10-0a4l-2595000000-44b4f3d7acdcb536ef4e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid 40V, Negative-QTOF	splash10-0006-9430000000-f5c404823c63d99c8d49	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011557

KNApSAcK ID

Not Available

Chemspider ID

35013615

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751443

PDB ID

Not Available

ChEBI ID

138784

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid (HMDB0033505)

MOL for HMDB0033505 ((9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid)

3D MOL for HMDB0033505 ((9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid)

3D SDF for HMDB0033505 ((9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid)

3D-SDF for HMDB0033505 ((9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid)

PDB for HMDB0033505 ((9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid)

3D PDB for HMDB0033505 ((9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid)

SMILES for HMDB0033505 ((9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid)

INCHI for HMDB0033505 ((9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid)

Structure for HMDB0033505 ((9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid)

3D Structure for HMDB0033505 ((9Z,11R,12S,13S,15Z)-12,13-Epoxy-11-hydroxy-9,15-octadecadienoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra