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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2006-05-22 14:17:49 UTC

Update Date

2022-03-07 02:49:15 UTC

HMDB ID

HMDB0002350

Secondary Accession Numbers

HMDB02350

Metabolite Identification

Common Name

Octadecanol

Description

Octadenol is a fatty alcohol present in human and is normally incorporated into plasmalogen lipids. Patients with the autosomal recessive form of rhizomelic chondrodysplasia punctata (AR-RCDP) have elevated octadenol levels, but tended to be normal in other generalized peroxisomal disorders such as neonatal adrenoleukodystrophy and Zellweger syndrome (peroxisomal disorders are deficient in the incorporation of fatty alcohol into plasmalogen lipids). (PMID:8373640 ). Sjogren-Larsson syndrome is defined by the triad of ichthyosis, mental retardation, and spasticity, and patients accumulate fatty alcohols such as Octadenol in the plasma and cultured fibroblasts. (PMID:2241202 ). Sjogren-Larsson syndrome (SLS) is an autosomal recessive disorder associated with reduced activity of the fatty alcohol: NAD+ oxidoreductase complex (FAO). SLS patients are specifically deficient in the fatty aldehyde dehydrogenase (FALDH) component of FAO. Measurement of FAO and FALDH detection for SLS, FAO and FALDH activities in cultured skin fibroblasts using the 18-carbon substrate Octadenol is useful for SLS carrier detection. (PMID:1583866 ). Patients with Sjogren-Larsson syndrome accumulate long-chain fatty alcohol in plasma, with a greater relative accumulation of Octadenol. (PMID:2666627 ).

Structure

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

HMDB0002350
     RDKit          3D
Octadecanol
 57 56  0  0  0  0  0  0  0  0999 V2000
   -5.8113    3.2587    1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4593    2.2984    0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4449    0.8735    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324    0.3741    0.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2388    0.4225   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8244   -0.0620   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8300   -1.4846    0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4390   -2.0549    0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6206   -2.0568   -0.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -2.6616   -0.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099   -1.9235    0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8614   -2.5536    0.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6600   -2.5509   -0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8432   -1.1399   -1.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5653   -0.3451    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7866    1.1013   -0.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5224    1.7903    0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8010    3.2354    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5982    3.2362   -0.7795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9630    2.9159    2.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2469    4.2880    0.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7222    3.3705    0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5330    2.5990    0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0393    2.4161   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0084    0.8204    1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9163    0.2512   -0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1515   -0.7124    1.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5493    0.8671    1.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1641    1.4617   -0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7739   -0.1604   -1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3066    0.6015    0.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.0248   -1.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138   -2.1147   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2916   -1.4984    1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5505   -3.0445    0.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9350   -1.3980    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0670   -2.6613   -1.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991   -1.0231   -1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2925   -2.8668   -1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244   -3.6882   -0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6603   -0.8441    0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9594   -1.8434    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3854   -2.0586    1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6879   -3.6062    1.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6960   -2.9137   -0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2438   -3.1535   -1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097   -0.6685   -1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4818   -1.2386   -1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5393   -0.8217    0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -0.2471    0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8145    1.5967   -0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3499    1.1493   -1.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9455    1.6685    1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5038    1.2965    0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8378    3.7370    0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3845    3.6578    1.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    4.1336   -0.8684 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  1  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  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
M  END

  Mrv1652305271900242D          

 19 18  0  0  0  0            999 V2000
   30.8345  -11.5261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1200  -11.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4055  -11.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6911  -11.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9767  -11.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2620  -11.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5477  -11.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8331  -11.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1187  -11.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4042  -11.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6897  -11.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9753  -11.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2609  -11.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5462  -11.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8319  -11.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1174  -11.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4029  -11.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6884  -11.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9739  -11.5261    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 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
M  END
> <DATABASE_ID>
HMDB0002350

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCCO

> <INCHI_IDENTIFIER>
InChI=1S/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3

> <INCHI_KEY>
GLDOVTGHNKAZLK-UHFFFAOYSA-N

> <FORMULA>
C18H38O

> <MOLECULAR_WEIGHT>
270.4937

> <EXACT_MASS>
270.292265838

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
38.653860821569424

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
octadecan-1-ol

> <ALOGPS_LOGP>
8.27

> <JCHEM_LOGP>
7.029283256

> <ALOGPS_LOGS>
-6.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.84394282199214

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922594096606376

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
86.54889999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.22e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
stearyl alcohol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002350
     RDKit          3D
Octadecanol
 57 56  0  0  0  0  0  0  0  0999 V2000
   -5.8113    3.2587    1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4593    2.2984    0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4449    0.8735    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324    0.3741    0.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2388    0.4225   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8244   -0.0620   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8300   -1.4846    0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4390   -2.0549    0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6206   -2.0568   -0.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -2.6616   -0.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099   -1.9235    0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8614   -2.5536    0.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6600   -2.5509   -0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8432   -1.1399   -1.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5653   -0.3451    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7866    1.1013   -0.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5224    1.7903    0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8010    3.2354    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5982    3.2362   -0.7795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9630    2.9159    2.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2469    4.2880    0.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7222    3.3705    0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5330    2.5990    0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0393    2.4161   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0084    0.8204    1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9163    0.2512   -0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1515   -0.7124    1.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5493    0.8671    1.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1641    1.4617   -0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7739   -0.1604   -1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3066    0.6015    0.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.0248   -1.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138   -2.1147   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2916   -1.4984    1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5505   -3.0445    0.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9350   -1.3980    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0670   -2.6613   -1.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991   -1.0231   -1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2925   -2.8668   -1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244   -3.6882   -0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6603   -0.8441    0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9594   -1.8434    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3854   -2.0586    1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6879   -3.6062    1.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6960   -2.9137   -0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2438   -3.1535   -1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097   -0.6685   -1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4818   -1.2386   -1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5393   -0.8217    0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -0.2471    0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8145    1.5967   -0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3499    1.1493   -1.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9455    1.6685    1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5038    1.2965    0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8378    3.7370    0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3845    3.6578    1.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    4.1336   -0.8684 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  1  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  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      57.558 -21.515   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      56.224 -22.285   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      54.890 -21.515   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      53.557 -22.285   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      52.223 -21.515   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      50.889 -22.285   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      49.556 -21.515   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      48.222 -22.285   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      46.888 -21.515   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      45.555 -22.285   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      44.221 -21.515   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      42.887 -22.285   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      41.554 -21.515   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      40.220 -22.285   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.886 -21.515   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.552 -22.285   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.219 -21.515   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.885 -22.285   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.551 -21.515   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0002350
HETATM    1  C1  UNL     1      -5.811   3.259   1.099  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.459   2.298   0.137  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.445   0.873   0.625  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.032   0.374   0.845  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.239   0.422  -0.420  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.824  -0.062  -0.242  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.830  -1.485   0.233  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.439  -2.055   0.439  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.621  -2.057  -0.801  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.733  -2.662  -0.522  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.510  -1.924   0.505  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.861  -2.554   0.752  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.660  -2.551  -0.510  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.843  -1.140  -1.015  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.565  -0.345   0.038  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.787   1.101  -0.432  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.522   1.790   0.720  1.00  0.00           C  
HETATM   18  C18 UNL     1       5.801   3.235   0.377  1.00  0.00           C  
HETATM   19  O1  UNL     1       6.598   3.236  -0.780  1.00  0.00           O  
HETATM   20  H1  UNL     1      -5.963   2.916   2.147  1.00  0.00           H  
HETATM   21  H2  UNL     1      -6.247   4.288   0.951  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.722   3.371   0.853  1.00  0.00           H  
HETATM   23  H4  UNL     1      -7.533   2.599   0.062  1.00  0.00           H  
HETATM   24  H5  UNL     1      -6.039   2.416  -0.879  1.00  0.00           H  
HETATM   25  H6  UNL     1      -7.008   0.820   1.562  1.00  0.00           H  
HETATM   26  H7  UNL     1      -6.916   0.251  -0.145  1.00  0.00           H  
HETATM   27  H8  UNL     1      -5.152  -0.712   1.113  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.549   0.867   1.695  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.164   1.462  -0.837  1.00  0.00           H  
HETATM   30  H11 UNL     1      -4.774  -0.160  -1.199  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.307   0.601   0.482  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.254  -0.025  -1.200  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.414  -2.115  -0.438  1.00  0.00           H  
HETATM   34  H15 UNL     1      -3.292  -1.498   1.261  1.00  0.00           H  
HETATM   35  H16 UNL     1      -1.550  -3.045   0.908  1.00  0.00           H  
HETATM   36  H17 UNL     1      -0.935  -1.398   1.198  1.00  0.00           H  
HETATM   37  H18 UNL     1      -1.067  -2.661  -1.626  1.00  0.00           H  
HETATM   38  H19 UNL     1      -0.499  -1.023  -1.233  1.00  0.00           H  
HETATM   39  H20 UNL     1       1.293  -2.867  -1.453  1.00  0.00           H  
HETATM   40  H21 UNL     1       0.524  -3.688  -0.095  1.00  0.00           H  
HETATM   41  H22 UNL     1       1.660  -0.844   0.215  1.00  0.00           H  
HETATM   42  H23 UNL     1       0.959  -1.843   1.486  1.00  0.00           H  
HETATM   43  H24 UNL     1       3.385  -2.059   1.591  1.00  0.00           H  
HETATM   44  H25 UNL     1       2.688  -3.606   1.129  1.00  0.00           H  
HETATM   45  H26 UNL     1       4.696  -2.914  -0.233  1.00  0.00           H  
HETATM   46  H27 UNL     1       3.244  -3.153  -1.328  1.00  0.00           H  
HETATM   47  H28 UNL     1       2.910  -0.669  -1.364  1.00  0.00           H  
HETATM   48  H29 UNL     1       4.482  -1.239  -1.936  1.00  0.00           H  
HETATM   49  H30 UNL     1       5.539  -0.822   0.229  1.00  0.00           H  
HETATM   50  H31 UNL     1       3.976  -0.247   0.963  1.00  0.00           H  
HETATM   51  H32 UNL     1       3.815   1.597  -0.583  1.00  0.00           H  
HETATM   52  H33 UNL     1       5.350   1.149  -1.366  1.00  0.00           H  
HETATM   53  H34 UNL     1       4.946   1.669   1.638  1.00  0.00           H  
HETATM   54  H35 UNL     1       6.504   1.296   0.876  1.00  0.00           H  
HETATM   55  H36 UNL     1       4.838   3.737   0.215  1.00  0.00           H  
HETATM   56  H37 UNL     1       6.385   3.658   1.216  1.00  0.00           H  
HETATM   57  H38 UNL     1       7.013   4.134  -0.868  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9   35   36
CONECT    9   10   37   38
CONECT   10   11   39   40
CONECT   11   12   41   42
CONECT   12   13   43   44
CONECT   13   14   45   46
CONECT   14   15   47   48
CONECT   15   16   49   50
CONECT   16   17   51   52
CONECT   17   18   53   54
CONECT   18   19   55   56
CONECT   19   57
END

HMDB0002350
     RDKit          3D
Octadecanol
 57 56  0  0  0  0  0  0  0  0999 V2000
   -5.8113    3.2587    1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4593    2.2984    0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4449    0.8735    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324    0.3741    0.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2388    0.4225   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8244   -0.0620   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8300   -1.4846    0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4390   -2.0549    0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6206   -2.0568   -0.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -2.6616   -0.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5099   -1.9235    0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8614   -2.5536    0.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6600   -2.5509   -0.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8432   -1.1399   -1.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5653   -0.3451    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7866    1.1013   -0.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5224    1.7903    0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8010    3.2354    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5982    3.2362   -0.7795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9630    2.9159    2.1471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2469    4.2880    0.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7222    3.3705    0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5330    2.5990    0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0393    2.4161   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0084    0.8204    1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9163    0.2512   -0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1515   -0.7124    1.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5493    0.8671    1.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1641    1.4617   -0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7739   -0.1604   -1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3066    0.6015    0.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.0248   -1.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138   -2.1147   -0.4379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2916   -1.4984    1.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5505   -3.0445    0.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9350   -1.3980    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0670   -2.6613   -1.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991   -1.0231   -1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2925   -2.8668   -1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244   -3.6882   -0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6603   -0.8441    0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9594   -1.8434    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3854   -2.0586    1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6879   -3.6062    1.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6960   -2.9137   -0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2438   -3.1535   -1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097   -0.6685   -1.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4818   -1.2386   -1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5393   -0.8217    0.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -0.2471    0.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8145    1.5967   -0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3499    1.1493   -1.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9455    1.6685    1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5038    1.2965    0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8378    3.7370    0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3845    3.6578    1.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    4.1336   -0.8684 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  1  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  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Hydroxyoctadecane	ChEBI
1-Octadecanol	ChEBI
N-1-Octadecanol	ChEBI
N-Octadecanol	ChEBI
N-Octadecyl alcohol	ChEBI
Stearyl alcohol	ChEBI
Stearylalkohol	ChEBI
Octadecan-1-ol	HMDB
Alcohol stearylicus	HMDB
Alfol 18	HMDB
Atalco S	HMDB
Octadecanol NF	HMDB
Octadecyl alcohol	HMDB
Stearal	HMDB
Stearic alcohol	HMDB
Stearol	HMDB
Stearyl alcohol pure	HMDB

Chemical Formula

C₁₈H₃₈O

Average Molecular Weight

270.4937

Monoisotopic Molecular Weight

270.292265838

IUPAC Name

octadecan-1-ol

Traditional Name

stearyl alcohol

CAS Registry Number

112-92-5

SMILES

CCCCCCCCCCCCCCCCCCO

InChI Identifier

InChI=1S/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3

InChI Key

GLDOVTGHNKAZLK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain primary fatty alcohol (CHEBI:32154 )
fatty alcohol 18:0 (CHEBI:32154 )
Fatty alcohols (LMFA05000085 )
a long-chain alcohol (CPD-7873 )
a primary alcohol (CPD-7873 )
a fatty alcohol (CPD-7873 )

Ontology

Adipose tissue (HMDB: HMDB0002350)
Adipose tissue (HMDB: HMDB0002350)

Eye Lens (HMDB: HMDB0002350)

Muscle tissue

Skeletal muscle (HMDB: HMDB0002350)
Skeletal muscle (HMDB: HMDB0002350)

Epithelium

Epidermis (HMDB: HMDB0002350)

Cellular substructure

Cell

Fibroblast

Fibroblast (HMDB: HMDB0002350)

Hematocyte

Platelet (HMDB: HMDB0002350)

Tissue substructure

Muscle (HMDB: HMDB0002350)

Organ

Gland

Thyroid gland (HMDB: HMDB0002350)
Thyroid gland (HMDB: HMDB0002350)

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 24421258)

Excreta

Biofluid or Excreta

Feces (PMID: 24029555)
Urine (HMDB: HMDB0002350)

Organ substructure

Mouth (HMDB: HMDB0002350)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002350)

Source

Exogenous

Exogenous (HMDB: HMDB0002350)

Food

Food (HMDB: HMDB0002350)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Herb and spice

Herb

Soft-necked garlic (FooDB: FOOD00850)

Endogenous

Endogenous (HMDB: HMDB0002350)

Plant

Plant (HMDB: HMDB0002350)

Animal

Animal (HMDB: HMDB0002350)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0002350)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0002350)
Plasmalogen Synthesis (PathBank: SMP0087517)

Lipid metabolism pathway (HMDB: HMDB0002350)

Cellular process

Cell signaling (HMDB: HMDB0002350)

Biochemical process

Lipid transport (HMDB: HMDB0002350)

Role

Biological role

Energy source (HMDB: HMDB0002350)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002350)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	59.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.1e-06 mg/mL at 25 °C	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.2e-05 g/L	ALOGPS
logP	8.27	ALOGPS
logP	7.03	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	16.84	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	86.55 m³·mol⁻¹	ChemAxon
Polarizability	38.65 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]+	172.297	31661259
DarkChem	[M-H]-	172.938	31661259
DeepCCS	[M+H]+	171.779	30932474
DeepCCS	[M-H]-	167.76	30932474
DeepCCS	[M-2H]-	205.478	30932474
DeepCCS	[M+Na]+	181.141	30932474
AllCCS	[M+H]+	180.0	32859911
AllCCS	[M+H-H2O]+	177.0	32859911
AllCCS	[M+NH4]+	182.8	32859911
AllCCS	[M+Na]+	183.6	32859911
AllCCS	[M-H]-	177.1	32859911
AllCCS	[M+Na-2H]-	178.4	32859911
AllCCS	[M+HCOO]-	179.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Octadecanol	CCCCCCCCCCCCCCCCCCO	2623.1	Standard polar	33892256
Octadecanol	CCCCCCCCCCCCCCCCCCO	2074.6	Standard non polar	33892256
Octadecanol	CCCCCCCCCCCCCCCCCCO	2090.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Octadecanol,1TMS,isomer #1	CCCCCCCCCCCCCCCCCCO[Si](C)(C)C	2150.3	Semi standard non polar	33892256
Octadecanol,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCO[Si](C)(C)C(C)(C)C	2385.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Octadecanol GC-MS (1 TMS)	splash10-004i-9505000000-d69a3d5dc9469813c3ea	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octadecanol EI-B (Non-derivatized)	splash10-052f-9000000000-f288a18a6df1296b18be	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octadecanol EI-B (Non-derivatized)	splash10-0a5c-9100000000-ef18c1dfe45ef2070173	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octadecanol GC-MS (Non-derivatized)	splash10-004i-9505000000-d69a3d5dc9469813c3ea	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octadecanol GC-EI-TOF (Non-derivatized)	splash10-0f9j-9703000000-701cb0c2d83164bde2dd	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadecanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-5940000000-062625d0a206d7fb18cd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadecanol GC-MS (1 TMS) - 70eV, Positive	splash10-00fr-9751000000-65a6a8ff9989fd5c127b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadecanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadecanol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a5c-9100000000-92cb2d6dbb9a8285a5ac	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octadecanol Quattro_QQQ 10V, Negative-QTOF (Annotated)	splash10-014i-0290000000-9688b7c87e601e496fdd	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octadecanol Quattro_QQQ 25V, Negative-QTOF (Annotated)	splash10-00or-9400000000-6fd41093c532a09a9f03	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octadecanol Quattro_QQQ 40V, Negative-QTOF (Annotated)	splash10-004i-9000000000-b13f813efb4bd06991a7	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octadecanol EI-B (SHIMADZU QP-1000) , Positive-QTOF	splash10-052f-9000000000-f288a18a6df1296b18be	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octadecanol EI-B (HITACHI M-80B) , Positive-QTOF	splash10-0a5c-9100000000-3fcdbbf1125eb4dc0bb5	2012-08-31	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 10V, Positive-QTOF	splash10-0uk9-0090000000-faeda7f0e485dafd8e76	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 20V, Positive-QTOF	splash10-0uk9-4590000000-935f6099331b8f9b8e90	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 40V, Positive-QTOF	splash10-052f-9620000000-46019e66a566afdec20e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 10V, Negative-QTOF	splash10-014i-0090000000-1ded600ce853d9f6a61b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 20V, Negative-QTOF	splash10-014i-0090000000-8cec2e360cb361b0157b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 40V, Negative-QTOF	splash10-0f9f-8970000000-eb74591d5b40e712980a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 10V, Positive-QTOF	splash10-00di-2090000000-15e4d1ab7a0618374600	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 20V, Positive-QTOF	splash10-05fr-9130000000-106a61bccad2c908c592	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 40V, Positive-QTOF	splash10-0a4l-9000000000-89fd5ad6d936f9c46534	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 10V, Negative-QTOF	splash10-014i-0090000000-d9a19bd8044281bb6bc5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 20V, Negative-QTOF	splash10-014i-0090000000-a145e1813aabce86aa2f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadecanol 40V, Negative-QTOF	splash10-014i-5490000000-81e8fdada3a9caad1246	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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

Feces
Saliva

Tissue Locations

Adipose Tissue
Bladder
Brain
Epidermis
Eye Lens
Fibroblasts
Intestine
Kidney
Liver
Neuron
Ovary
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle
Spleen
Testis
Thyroid Gland

Pathways

Name	SMPDB/PathBank	KEGG
Plasmalogen Synthesis		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24029555	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Stearyl_alcohol

METLIN ID

6640

PubChem Compound

8221

PDB ID

Not Available

ChEBI ID

32154

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

Rizzo WB, Craft DA: Sjogren-Larsson syndrome: accumulation of free fatty alcohols in cultured fibroblasts and plasma. J Lipid Res. 2000 Jul;41(7):1077-81. [PubMed:10884288 ]
Rizzo WB, Craft DA, Judd LL, Moser HW, Moser AB: Fatty alcohol accumulation in the autosomal recessive form of rhizomelic chondrodysplasia punctata. Biochem Med Metab Biol. 1993 Aug;50(1):93-102. [PubMed:8373640 ]
Koone MD, Rizzo WB, Elias PM, Williams ML, Lightner V, Pinnell SR: Ichthyosis, mental retardation, and asymptomatic spasticity. A new neurocutaneous syndrome with normal fatty alcohol:NAD+ oxidoreductase activity. Arch Dermatol. 1990 Nov;126(11):1485-90. [PubMed:2241202 ]
Kelson TL, Craft DA, Rizzo WB: Carrier detection for Sjogren-Larsson syndrome. J Inherit Metab Dis. 1992;15(1):105-11. [PubMed:1583866 ]
Rizzo WB, Dammann AL, Craft DA, Black SH, Tilton AH, Africk D, Chaves-Carballo E, Holmgren G, Jagell S: Sjogren-Larsson syndrome: inherited defect in the fatty alcohol cycle. J Pediatr. 1989 Aug;115(2):228-34. [PubMed:2666627 ]

Enzymes

Enzyme Details

1. Alkyldihydroxyacetonephosphate synthase, peroxisomal

General function:: Involved in catalytic activity
Specific function:: 1-acyl-glycerone 3-phosphate + a long-chain alcohol = an alkyl-glycerone 3-phosphate + a long-chain acid anion
Gene Name:: AGPS
Uniprot ID:: O00116
Molecular weight:: 72911.2

Enzyme Details

2. Fatty acyl-CoA reductase 1

General function:: Involved in catalytic activity
Specific function:: Catalyzes the reduction of saturated fatty acyl-CoA with chain length C16 or C18 to fatty alcohols.
Gene Name:: FAR1
Uniprot ID:: Q8WVX9
Molecular weight:: 59356.25

Enzyme Details

3. Fatty acyl-CoA reductase 2

General function:: Involved in catalytic activity
Specific function:: Catalyzes the reduction of fatty acyl-CoA to fatty alcohols. The preferred substrates are C16, C18, C18:1 and C18:2 but low activity can be observed with C10-C14 substrates.
Gene Name:: FAR2
Uniprot ID:: Q96K12
Molecular weight:: 59437.92

Enzyme Details

4. Acyl-CoA wax alcohol acyltransferase 1

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Acyltransferase that predominantly esterify long chain (wax) alcohols with acyl-CoA-derived fatty acids to produce wax esters. Wax esters are enriched in sebum, suggesting that it plays a central role in lipid metabolism in skin. Has a preference for arachidyl alcohol as well as decyl alcohol, demonstrating its relatively poor activity using saturated long chain alcohols (C16, C18, and C20).
Gene Name:: AWAT1
Uniprot ID:: Q58HT5
Molecular weight:: 37758.815

Enzyme Details

5. Acyl-CoA wax alcohol acyltransferase 2

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Acyltransferase that predominantly esterify long chain (wax) alcohols with acyl-CoA-derived fatty acids to produce wax esters. Wax esters are enriched in sebum, suggesting that it plays a central role in lipid metabolism in skin. Has no activity using decyl alcohol and significantly prefers the C16 and C18 alcohols. May also have 2-acylglycerol O-acyltransferase (MGAT) and acyl-CoA:retinol acyltransferase (ARAT) activities, to catalyze the synthesis of diacylglycerols and retinyl esters; however this activity is unclear in vivo.
Gene Name:: AWAT2
Uniprot ID:: Q6E213
Molecular weight:: 38093.25

Showing metabocard for Octadecanol (HMDB0002350)

MOL for HMDB0002350 (Octadecanol)

3D MOL for HMDB0002350 (Octadecanol)

3D SDF for HMDB0002350 (Octadecanol)

3D-SDF for HMDB0002350 (Octadecanol)

PDB for HMDB0002350 (Octadecanol)

3D PDB for HMDB0002350 (Octadecanol)

SMILES for HMDB0002350 (Octadecanol)

INCHI for HMDB0002350 (Octadecanol)

Structure for HMDB0002350 (Octadecanol)

3D Structure for HMDB0002350 (Octadecanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes