You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.

Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2009-11-30 15:52:32 UTC

Update Date

2022-03-07 02:51:29 UTC

HMDB ID

HMDB0013299

Secondary Accession Numbers

HMDB13299

Metabolite Identification

Common Name

Pentadecanol

Description

Pentadecanol is a C-15 fatty alcohol. Very long chain fatty alcohols (VLCFA), obtained from plant waxes and beeswax have been reported to lower plasma cholesterol in humans. They can be found in unrefined cereal grains, beeswax, and many plant-derived foods. Reports suggest that 5–20 mg per day of mixed C24–C34 alcohols, including octacosanol and triacontanol, lower low-density lipoprotein (LDL) cholesterol by 21%–29% and raise high-density lipoprotein cholesterol by 8%–15%. Wax esters are hydrolyzed by a bile salt-dependent pancreatic carboxyl esterase, releasing long chain alcohols and fatty acids that are absorbed in the gastrointestinal tract. Studies of fatty alcohol metabolism in fibroblasts suggest that very long chain fatty alcohols, fatty aldehydes, and fatty acids are reversibly inter-converted in a fatty alcohol cycle. The metabolism of these compounds is impaired in several inherited human peroxisomal disorders, including adrenoleukodystrophy and Sjögren-Larsson syndrome.

Structure

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

HMDB0013299
     RDKit          3D
Pentadecanol
 48 47  0  0  0  0  0  0  0  0999 V2000
    7.2366   -1.0045    0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8018   -1.0509    1.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9299   -0.1121    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5262   -0.2386    1.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5456    0.6305    0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4829    0.2952   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5024    1.1676   -1.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0963    1.0538   -1.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4664   -0.3313   -1.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8843   -0.4196   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    0.4678   -1.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2228    0.3044   -1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3093    0.6534    0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155    0.4853    0.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1813   -0.9279    0.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5026   -1.0884    1.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8414   -0.5699    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5865   -2.0461    0.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3793   -0.3975    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6928   -0.7182    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3865   -2.0757    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3176    0.9178    0.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0343   -0.3158   -0.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2100   -1.3024    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5247    0.0644    2.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541    0.4857    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8126    1.6844    0.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3536   -0.7758   -1.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4985    0.5569   -1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842    0.9561   -2.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8477    2.2169   -1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5808    1.7536   -1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710    1.3461   -0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575   -0.6288   -2.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1213   -1.0852   -0.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1759   -1.5051   -1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8689   -0.2478    0.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    1.5313   -1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8577    0.2983   -2.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9222    0.9018   -1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4994   -0.7862   -1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9524    1.6841    0.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -0.0131    1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4293    1.1304    0.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7981    0.7457    1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2684   -1.2280   -0.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5250   -1.6683    1.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1608   -0.7943    0.5267 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
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
M  END


  Mrv1652304272018532D          

 16 15  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8580    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4304    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1449    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8593    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5739    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2883    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0028    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7173    0.4125    0.0000 O   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
M  END
> <DATABASE_ID>
HMDB0013299

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCO

> <INCHI_IDENTIFIER>
InChI=1S/C15H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16/h16H,2-15H2,1H3

> <INCHI_KEY>
REIUXOLGHVXAEO-UHFFFAOYSA-N

> <FORMULA>
C15H32O

> <MOLECULAR_WEIGHT>
228.414

> <EXACT_MASS>
228.245315646

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
32.24625182278636

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
pentadecan-1-ol

> <ALOGPS_LOGP>
6.60

> <JCHEM_LOGP>
5.6955772609999995

> <ALOGPS_LOGS>
-6.04

> <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>
72.74589999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.08e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-pentadecanol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013299
     RDKit          3D
Pentadecanol
 48 47  0  0  0  0  0  0  0  0999 V2000
    7.2366   -1.0045    0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8018   -1.0509    1.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9299   -0.1121    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5262   -0.2386    1.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5456    0.6305    0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4829    0.2952   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5024    1.1676   -1.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0963    1.0538   -1.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4664   -0.3313   -1.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8843   -0.4196   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    0.4678   -1.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2228    0.3044   -1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3093    0.6534    0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155    0.4853    0.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1813   -0.9279    0.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5026   -1.0884    1.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8414   -0.5699    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5865   -2.0461    0.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3793   -0.3975    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6928   -0.7182    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3865   -2.0757    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3176    0.9178    0.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0343   -0.3158   -0.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2100   -1.3024    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5247    0.0644    2.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541    0.4857    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8126    1.6844    0.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3536   -0.7758   -1.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4985    0.5569   -1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842    0.9561   -2.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8477    2.2169   -1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5808    1.7536   -1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710    1.3461   -0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575   -0.6288   -2.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1213   -1.0852   -0.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1759   -1.5051   -1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8689   -0.2478    0.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    1.5313   -1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8577    0.2983   -2.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9222    0.9018   -1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4994   -0.7862   -1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9524    1.6841    0.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -0.0131    1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4293    1.1304    0.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7981    0.7457    1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2684   -1.2280   -0.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5250   -1.6683    1.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1608   -0.7943    0.5267 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
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
M  END

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.669   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.670   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.671   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.005   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.672   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      20.006   0.770   0.000  0.00  0.00           O+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                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0013299
HETATM    1  C1  UNL     1       7.237  -1.004   0.976  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.802  -1.051   1.411  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.930  -0.112   0.575  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.526  -0.239   1.093  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.546   0.631   0.366  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.483   0.295  -1.118  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.502   1.168  -1.832  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.096   1.054  -1.321  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.466  -0.331  -1.434  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.884  -0.420  -0.910  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.831   0.468  -1.635  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.223   0.304  -1.047  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.309   0.653   0.394  1.00  0.00           C  
HETATM   14  C14 UNL     1      -5.716   0.485   0.891  1.00  0.00           C  
HETATM   15  C15 UNL     1      -6.181  -0.928   0.731  1.00  0.00           C  
HETATM   16  O1  UNL     1      -7.503  -1.088   1.211  1.00  0.00           O  
HETATM   17  H1  UNL     1       7.841  -0.570   1.793  1.00  0.00           H  
HETATM   18  H2  UNL     1       7.587  -2.046   0.791  1.00  0.00           H  
HETATM   19  H3  UNL     1       7.379  -0.397   0.049  1.00  0.00           H  
HETATM   20  H4  UNL     1       5.693  -0.718   2.460  1.00  0.00           H  
HETATM   21  H5  UNL     1       5.386  -2.076   1.283  1.00  0.00           H  
HETATM   22  H6  UNL     1       5.318   0.918   0.769  1.00  0.00           H  
HETATM   23  H7  UNL     1       5.034  -0.316  -0.491  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.210  -1.302   1.064  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.525   0.064   2.153  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.554   0.486   0.854  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.813   1.684   0.499  1.00  0.00           H  
HETATM   28  H12 UNL     1       2.354  -0.776  -1.295  1.00  0.00           H  
HETATM   29  H13 UNL     1       3.499   0.557  -1.519  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.484   0.956  -2.920  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.848   2.217  -1.730  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.581   1.754  -1.851  1.00  0.00           H  
HETATM   33  H17 UNL     1       0.071   1.346  -0.251  1.00  0.00           H  
HETATM   34  H18 UNL     1      -0.457  -0.629  -2.522  1.00  0.00           H  
HETATM   35  H19 UNL     1       0.121  -1.085  -0.910  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.176  -1.505  -1.025  1.00  0.00           H  
HETATM   37  H21 UNL     1      -1.869  -0.248   0.182  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.549   1.531  -1.400  1.00  0.00           H  
HETATM   39  H23 UNL     1      -2.858   0.298  -2.710  1.00  0.00           H  
HETATM   40  H24 UNL     1      -4.922   0.902  -1.631  1.00  0.00           H  
HETATM   41  H25 UNL     1      -4.499  -0.786  -1.162  1.00  0.00           H  
HETATM   42  H26 UNL     1      -3.952   1.684   0.596  1.00  0.00           H  
HETATM   43  H27 UNL     1      -3.679  -0.013   1.041  1.00  0.00           H  
HETATM   44  H28 UNL     1      -6.429   1.130   0.326  1.00  0.00           H  
HETATM   45  H29 UNL     1      -5.798   0.746   1.976  1.00  0.00           H  
HETATM   46  H30 UNL     1      -6.268  -1.228  -0.355  1.00  0.00           H  
HETATM   47  H31 UNL     1      -5.525  -1.668   1.205  1.00  0.00           H  
HETATM   48  H32 UNL     1      -8.161  -0.794   0.527  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   30   31
CONECT    8    9   32   33
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   38   39
CONECT   12   13   40   41
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   48
END

HMDB0013299
     RDKit          3D
Pentadecanol
 48 47  0  0  0  0  0  0  0  0999 V2000
    7.2366   -1.0045    0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8018   -1.0509    1.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9299   -0.1121    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5262   -0.2386    1.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5456    0.6305    0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4829    0.2952   -1.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5024    1.1676   -1.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0963    1.0538   -1.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4664   -0.3313   -1.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8843   -0.4196   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    0.4678   -1.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2228    0.3044   -1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3093    0.6534    0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7155    0.4853    0.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1813   -0.9279    0.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5026   -1.0884    1.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8414   -0.5699    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5865   -2.0461    0.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3793   -0.3975    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6928   -0.7182    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3865   -2.0757    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3176    0.9178    0.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0343   -0.3158   -0.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2100   -1.3024    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5247    0.0644    2.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541    0.4857    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8126    1.6844    0.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3536   -0.7758   -1.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4985    0.5569   -1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842    0.9561   -2.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8477    2.2169   -1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5808    1.7536   -1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0710    1.3461   -0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575   -0.6288   -2.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1213   -1.0852   -0.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1759   -1.5051   -1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8689   -0.2478    0.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    1.5313   -1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8577    0.2983   -2.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9222    0.9018   -1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4994   -0.7862   -1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9524    1.6841    0.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -0.0131    1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4293    1.1304    0.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7981    0.7457    1.9760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2684   -1.2280   -0.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5250   -1.6683    1.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1608   -0.7943    0.5267 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
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Pentadecanol	ChEBI
N-1-Pentadecanol	ChEBI
N-Pentadecanol	ChEBI
Pentadecyl alcohol	ChEBI
1-Pentadecanol (acd/name 4.0)	HMDB
N-Ppentadecanol	HMDB
Neodol 5	HMDB
Pentadecan-1-ol	HMDB
Pentadecanol-(1)	HMDB

Chemical Formula

C₁₅H₃₂O

Average Molecular Weight

228.414

Monoisotopic Molecular Weight

228.245315646

IUPAC Name

pentadecan-1-ol

Traditional Name

1-pentadecanol

CAS Registry Number

629-76-5

SMILES

CCCCCCCCCCCCCCCO

InChI Identifier

InChI=1S/C15H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16/h16H,2-15H2,1H3

InChI Key

REIUXOLGHVXAEO-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:77468 )
Fatty alcohols (LMFA05000194 )
a small molecule (CPD-11595 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0013299)
Cell membrane (HMDB: HMDB0013299)

Biofluid or Excreta

Feces (HMDB: HMDB0013299)
Urine (HMDB: HMDB0013299)

Excreta

Biofluid or Excreta

Feces (PMID: 24029555)

Cellular substructure

Extracellular (HMDB: HMDB0013299)
Membrane (HMDB: HMDB0013299)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0013299)

Source

Endogenous

Endogenous (HMDB: HMDB0013299)

Plant

Plant (HMDB: HMDB0013299)
Cucurbitaceae (HMDB: HMDB0013299)

Animal

Animal (HMDB: HMDB0013299)

Exogenous

Food

Food (HMDB: HMDB0013299)

Gourd

Bitter gourd (FooDB: FOOD00115)

Herb and spice

Herb

Soft-necked garlic (FooDB: FOOD00850)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0013299)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0013299)

Cellular process

Cell signaling (HMDB: HMDB0013299)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0013299)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0013299)

Nutrient

Nutrient (HMDB: HMDB0013299)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0013299)

Emulsifier (HMDB: HMDB0013299)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	45 - 46 °C	Not Available
Boiling Point	298.00 to 299.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.47 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.443 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00021 g/L	ALOGPS
logP	6.6	ALOGPS
logP	5.7	ChemAxon
logS	-6	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	13	ChemAxon
Refractivity	72.75 m³·mol⁻¹	ChemAxon
Polarizability	32.25 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]+	159.904	31661259
DarkChem	[M-H]-	159.906	31661259
DeepCCS	[M+H]+	161.168	30932474
DeepCCS	[M-H]-	157.148	30932474
DeepCCS	[M-2H]-	194.954	30932474
DeepCCS	[M+Na]+	170.617	30932474
AllCCS	[M+H]+	164.4	32859911
AllCCS	[M+H-H2O]+	161.1	32859911
AllCCS	[M+NH4]+	167.5	32859911
AllCCS	[M+Na]+	168.4	32859911
AllCCS	[M-H]-	165.1	32859911
AllCCS	[M+Na-2H]-	166.3	32859911
AllCCS	[M+HCOO]-	167.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pentadecanol	CCCCCCCCCCCCCCCO	2327.6	Standard polar	33892256
Pentadecanol	CCCCCCCCCCCCCCCO	1774.6	Standard non polar	33892256
Pentadecanol	CCCCCCCCCCCCCCCO	1782.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pentadecanol,1TMS,isomer #1	CCCCCCCCCCCCCCCO[Si](C)(C)C	1859.8	Semi standard non polar	33892256
Pentadecanol,1TBDMS,isomer #1	CCCCCCCCCCCCCCCO[Si](C)(C)C(C)(C)C	2086.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Pentadecanol GC-MS (1 TMS)	splash10-000i-4390000000-c990154497fc4edd1c8c	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Pentadecanol EI-B (Non-derivatized)	splash10-052f-9000000000-71c3524a7341cdcd7eb6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Pentadecanol EI-B (Non-derivatized)	splash10-0a59-9100000000-24988e5c47c70540f957	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Pentadecanol GC-MS (Non-derivatized)	splash10-000i-4390000000-c990154497fc4edd1c8c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentadecanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0563-7900000000-f382fe4d6fcdf2765fa5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentadecanol GC-MS (1 TMS) - 70eV, Positive	splash10-00dr-9640000000-1d704b4ecf35fdacef75	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentadecanol 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 - Pentadecanol 10V, Positive-QTOF	splash10-03fr-0190000000-ee611c15179a824c82bb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanol 20V, Positive-QTOF	splash10-03di-6690000000-74523b8e4abb6fbf271b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanol 40V, Positive-QTOF	splash10-052f-9400000000-97007448b6a7747a324f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanol 10V, Negative-QTOF	splash10-004i-0190000000-852540d8fce73c180534	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanol 20V, Negative-QTOF	splash10-004i-1490000000-a3e7792864f9d4b0e995	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanol 40V, Negative-QTOF	splash10-0005-8920000000-03c2eeaad6298ea7cbdd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanol 10V, Negative-QTOF	splash10-004i-0090000000-80709c480470aec77e65	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanol 20V, Negative-QTOF	splash10-004i-0090000000-d465ffbb4b35c4f2ad65	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanol 40V, Negative-QTOF	splash10-004i-8950000000-eea3e889061a3d0dcb8f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanol 10V, Positive-QTOF	splash10-004i-7290000000-c01e646a53d47b9b6313	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanol 20V, Positive-QTOF	splash10-0a4i-9000000000-ff0e347de875baffbcca	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanol 40V, Positive-QTOF	splash10-0a4l-9000000000-cb3a6f5d101555cdce78	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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

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

FDB006219

KNApSAcK ID

C00056073

Chemspider ID

11891

KEGG Compound ID

Not Available

BioCyc ID

CPD-11595

BiGG ID

Not Available

Wikipedia Link

1-Pentadecanol

METLIN ID

Not Available

PubChem Compound

12397

PDB ID

Not Available

ChEBI ID

77468

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1156041

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Pentadecanol (HMDB0013299)

MOL for HMDB0013299 (Pentadecanol)

3D MOL for HMDB0013299 (Pentadecanol)

3D SDF for HMDB0013299 (Pentadecanol)

3D-SDF for HMDB0013299 (Pentadecanol)

PDB for HMDB0013299 (Pentadecanol)

3D PDB for HMDB0013299 (Pentadecanol)

SMILES for HMDB0013299 (Pentadecanol)

INCHI for HMDB0013299 (Pentadecanol)

Structure for HMDB0013299 (Pentadecanol)

3D Structure for HMDB0013299 (Pentadecanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra