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

2021-09-11 00:49:25 UTC

Update Date

2021-09-26 22:57:36 UTC

HMDB ID

HMDB0247732

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Docebenone

Description

docebenone, also known as AA-861, 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. Thus, docebenone is considered to be a fatty alcohol. Based on a literature review a small amount of articles have been published on docebenone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Docebenone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Docebenone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0247732
     RDKit          3D
Docebenone
 50 50  0  0  0  0  0  0  0  0999 V2000
   -7.7476    0.7295   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2706    0.4286   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4371    1.3118    0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9771    2.5797    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9845    1.0264    0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1918    1.8814    0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4714   -0.2160   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0153   -0.5190   -0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161   -0.5377    1.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -0.8725    0.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7802    0.1440    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308   -0.2026    0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4037   -0.4785    0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8231   -0.8362   -0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4203   -0.6427    1.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8719   -1.0089    1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5863   -0.1601    0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1867    0.5213   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9405    1.3565   -1.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7925    2.6888   -0.9845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3152   -1.1015   -0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8411   -2.3938   -1.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7606   -0.8130   -0.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5561   -1.6508   -1.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3108   -0.0597   -0.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8795    1.6629   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1196    0.8368    0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8110    2.3588    1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3204    3.1813   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2250    3.1622    1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    0.2901   -0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7942   -1.4510   -0.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630   -1.2131    1.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711    0.4790    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5088   -1.0327    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0861   -1.8454    0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6513    1.1845    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799    0.1321   -0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3382   -0.1619   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563   -1.9034   -0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8944   -1.2501    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3180    0.4416    1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2953   -0.7868    2.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0017   -2.0813    1.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0124    1.0391   -1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6119    1.1974   -2.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3775    2.7586   -0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4232   -3.0070   -0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1314   -2.2306   -2.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7033   -2.9363   -1.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  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  3  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  3  0
 18 19  1  0
 19 20  1  0
  7 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23  2  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
M  END

 
  Mrv1533006081517442D          
 
 24 24  0  0  0  0            999 V2000
   16.1700  -10.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1700  -11.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4688  -10.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8713  -10.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4688  -11.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8713  -11.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7263  -10.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4688   -9.3225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6138  -10.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7263  -11.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4688  -12.6225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0250  -10.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3150  -10.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0250  -11.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0163  -10.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8413  -10.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6663  -10.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4913  -10.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2338  -10.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9350  -10.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7600  -10.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5850  -10.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4100  -10.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1113  -10.1475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  7 12  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
  7 10  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  3  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  3  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247732

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(C)C(=O)C(CCCCC#CCCCC#CCO)=C(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O3/c1-16-17(2)21(24)19(18(3)20(16)23)14-12-10-8-6-4-5-7-9-11-13-15-22/h22H,5,7-10,12,14-15H2,1-3H3

> <INCHI_KEY>
WDEABJKSGGRCQA-UHFFFAOYSA-N

> <FORMULA>
C21H26O3

> <MOLECULAR_WEIGHT>
326.436

> <EXACT_MASS>
326.188194697

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.241397807250934

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(12-hydroxydodeca-5,10-diyn-1-yl)-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
3.95

> <JCHEM_LOGP>
5.3852132563333335

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.552656502362122

> <JCHEM_PKA_STRONGEST_BASIC>
-3.431868045866808

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
99.56569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
docebenone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247732
     RDKit          3D
Docebenone
 50 50  0  0  0  0  0  0  0  0999 V2000
   -7.7476    0.7295   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2706    0.4286   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4371    1.3118    0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9771    2.5797    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9845    1.0264    0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1918    1.8814    0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4714   -0.2160   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0153   -0.5190   -0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161   -0.5377    1.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -0.8725    0.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7802    0.1440    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308   -0.2026    0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4037   -0.4785    0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8231   -0.8362   -0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4203   -0.6427    1.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8719   -1.0089    1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5863   -0.1601    0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1867    0.5213   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9405    1.3565   -1.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7925    2.6888   -0.9845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3152   -1.1015   -0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8411   -2.3938   -1.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7606   -0.8130   -0.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5561   -1.6508   -1.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3108   -0.0597   -0.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8795    1.6629   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1196    0.8368    0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8110    2.3588    1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3204    3.1813   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2250    3.1622    1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    0.2901   -0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7942   -1.4510   -0.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630   -1.2131    1.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711    0.4790    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5088   -1.0327    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0861   -1.8454    0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6513    1.1845    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799    0.1321   -0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3382   -0.1619   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563   -1.9034   -0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8944   -1.2501    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3180    0.4416    1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2953   -0.7868    2.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0017   -2.0813    1.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0124    1.0391   -1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6119    1.1974   -2.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3775    2.7586   -0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4232   -3.0070   -0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1314   -2.2306   -2.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7033   -2.9363   -1.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  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  3  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  3  0
 18 19  1  0
 19 20  1  0
  7 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23  2  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
M  END

HEADER    PROTEIN                                 08-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-15         0                                  
HETATM    1  C   UNK     0      30.184 -19.712   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      30.184 -21.252   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      28.875 -18.942   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.493 -18.942   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.875 -22.022   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.493 -22.022   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.489 -19.712   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      28.875 -17.402   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      32.879 -19.712   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      27.489 -21.252   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      28.875 -23.562   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      26.180 -18.942   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.188 -18.942   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.180 -22.022   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.497 -19.712   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.037 -19.712   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      38.577 -19.712   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      40.117 -19.712   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      41.503 -18.942   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      42.812 -19.712   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      44.352 -19.712   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      45.892 -19.712   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      47.432 -19.712   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      48.741 -18.942   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11                                                  
CONECT    6    2                                                            
CONECT    7    3   12   10                                                  
CONECT    8    3                                                            
CONECT    9    4   13                                                       
CONECT   10    5   14    7                                                  
CONECT   11    5                                                            
CONECT   12    7                                                            
CONECT   13    9   15                                                       
CONECT   14   10                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0247732
HETATM    1  C1  UNL     1      -7.748   0.730  -0.241  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.271   0.429  -0.264  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.437   1.312   0.223  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.977   2.580   0.780  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.984   1.026   0.206  1.00  0.00           C  
HETATM    6  O1  UNL     1      -3.192   1.881   0.675  1.00  0.00           O  
HETATM    7  C6  UNL     1      -3.471  -0.216  -0.342  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.015  -0.519  -0.367  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.416  -0.538   1.005  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.043  -0.872   0.914  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.780   0.144   0.095  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.231  -0.203   0.045  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.404  -0.479   0.025  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.823  -0.836  -0.008  1.00  0.00           C  
HETATM   15  C14 UNL     1       5.420  -0.643   1.380  1.00  0.00           C  
HETATM   16  C15 UNL     1       6.872  -1.009   1.345  1.00  0.00           C  
HETATM   17  C16 UNL     1       7.586  -0.160   0.389  1.00  0.00           C  
HETATM   18  C17 UNL     1       8.187   0.521  -0.398  1.00  0.00           C  
HETATM   19  C18 UNL     1       8.940   1.357  -1.344  1.00  0.00           C  
HETATM   20  O2  UNL     1       8.793   2.689  -0.985  1.00  0.00           O  
HETATM   21  C19 UNL     1      -4.315  -1.102  -0.830  1.00  0.00           C  
HETATM   22  C20 UNL     1      -3.841  -2.394  -1.404  1.00  0.00           C  
HETATM   23  C21 UNL     1      -5.761  -0.813  -0.811  1.00  0.00           C  
HETATM   24  O3  UNL     1      -6.556  -1.651  -1.272  1.00  0.00           O  
HETATM   25  H1  UNL     1      -8.311  -0.060  -0.776  1.00  0.00           H  
HETATM   26  H2  UNL     1      -7.880   1.663  -0.827  1.00  0.00           H  
HETATM   27  H3  UNL     1      -8.120   0.837   0.787  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.811   2.359   1.477  1.00  0.00           H  
HETATM   29  H5  UNL     1      -6.320   3.181  -0.091  1.00  0.00           H  
HETATM   30  H6  UNL     1      -5.225   3.162   1.318  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.473   0.290  -0.948  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.794  -1.451  -0.913  1.00  0.00           H  
HETATM   33  H9  UNL     1      -1.963  -1.213   1.698  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.471   0.479   1.482  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.509  -1.033   1.911  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.086  -1.845   0.336  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.651   1.184   0.450  1.00  0.00           H  
HETATM   38  H14 UNL     1       0.480   0.132  -0.978  1.00  0.00           H  
HETATM   39  H15 UNL     1       5.338  -0.162  -0.698  1.00  0.00           H  
HETATM   40  H16 UNL     1       4.956  -1.903  -0.286  1.00  0.00           H  
HETATM   41  H17 UNL     1       4.894  -1.250   2.137  1.00  0.00           H  
HETATM   42  H18 UNL     1       5.318   0.442   1.604  1.00  0.00           H  
HETATM   43  H19 UNL     1       7.295  -0.787   2.348  1.00  0.00           H  
HETATM   44  H20 UNL     1       7.002  -2.081   1.096  1.00  0.00           H  
HETATM   45  H21 UNL     1      10.012   1.039  -1.277  1.00  0.00           H  
HETATM   46  H22 UNL     1       8.612   1.197  -2.385  1.00  0.00           H  
HETATM   47  H23 UNL     1       8.378   2.759  -0.074  1.00  0.00           H  
HETATM   48  H24 UNL     1      -3.423  -3.007  -0.596  1.00  0.00           H  
HETATM   49  H25 UNL     1      -3.131  -2.231  -2.241  1.00  0.00           H  
HETATM   50  H26 UNL     1      -4.703  -2.936  -1.832  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3   23
CONECT    3    4    5
CONECT    4   28   29   30
CONECT    5    6    6    7
CONECT    7    8   21   21
CONECT    8    9   31   32
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   37   38
CONECT   12   13   13   13
CONECT   13   14
CONECT   14   15   39   40
CONECT   15   16   41   42
CONECT   16   17   43   44
CONECT   17   18   18   18
CONECT   18   19
CONECT   19   20   45   46
CONECT   20   47
CONECT   21   22   23
CONECT   22   48   49   50
CONECT   23   24   24
END

HMDB0247732
     RDKit          3D
Docebenone
 50 50  0  0  0  0  0  0  0  0999 V2000
   -7.7476    0.7295   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2706    0.4286   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4371    1.3118    0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9771    2.5797    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9845    1.0264    0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1918    1.8814    0.6752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4714   -0.2160   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0153   -0.5190   -0.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161   -0.5377    1.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -0.8725    0.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7802    0.1440    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308   -0.2026    0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4037   -0.4785    0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8231   -0.8362   -0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4203   -0.6427    1.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8719   -1.0089    1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5863   -0.1601    0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1867    0.5213   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9405    1.3565   -1.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7925    2.6888   -0.9845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3152   -1.1015   -0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8411   -2.3938   -1.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7606   -0.8130   -0.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5561   -1.6508   -1.2725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3108   -0.0597   -0.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8795    1.6629   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1196    0.8368    0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8110    2.3588    1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3204    3.1813   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2250    3.1622    1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    0.2901   -0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7942   -1.4510   -0.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630   -1.2131    1.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711    0.4790    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5088   -1.0327    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0861   -1.8454    0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6513    1.1845    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799    0.1321   -0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3382   -0.1619   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563   -1.9034   -0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8944   -1.2501    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3180    0.4416    1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2953   -0.7868    2.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0017   -2.0813    1.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0124    1.0391   -1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6119    1.1974   -2.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3775    2.7586   -0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4232   -3.0070   -0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1314   -2.2306   -2.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7033   -2.9363   -1.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  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  3  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  3  0
 18 19  1  0
 19 20  1  0
  7 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23  2  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3,5-Trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone	ChEBI
2-(12-Hydroxy-5,10-dodecadiynyl)-3,5,6-trimethyl-p-benzoquinone	ChEBI
2-(12-Hydroxydodeca-5,10-diynyl)-3,5,6-trimethyl-1,4-benzoquinone	ChEBI
6-(12-Hydroxydodeca-5,10-diyn-1-yl)-2,3,5-trimethyl-1,4-benzoquinone	ChEBI
AA-861	ChEBI
AA861	ChEBI
Docebenona	ChEBI
Docebenonum	ChEBI
Docebenone	KEGG

Chemical Formula

C₂₁H₂₆O₃

Average Molecular Weight

326.436

Monoisotopic Molecular Weight

326.188194697

IUPAC Name

2-(12-hydroxydodeca-5,10-diyn-1-yl)-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione

Traditional Name

docebenone

CAS Registry Number

Not Available

SMILES

CC1=C(C)C(=O)C(CCCCC#CCCCC#CCO)=C(C)C1=O

InChI Identifier

InChI=1S/C21H26O3/c1-16-17(2)21(24)19(18(3)20(16)23)14-12-10-8-6-4-5-7-9-11-13-15-22/h22H,5,7-10,12,14-15H2,1-3H3

InChI Key

WDEABJKSGGRCQA-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
Quinone
P-benzoquinone
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

primary alcohol (CHEBI:2340 )
acetylenic compound (CHEBI:2340 )
benzoquinones (CHEBI:2340 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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
logP	3.95	ALOGPS
logP	5.39	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	13.55	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	99.57 m³·mol⁻¹	ChemAxon
Polarizability	39.24 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
DeepCCS	[M+H]+	177.333	30932474
DeepCCS	[M-H]-	174.975	30932474
DeepCCS	[M-2H]-	207.861	30932474
DeepCCS	[M+Na]+	183.426	30932474
AllCCS	[M+H]+	184.6	32859911
AllCCS	[M+H-H2O]+	181.6	32859911
AllCCS	[M+NH4]+	187.4	32859911
AllCCS	[M+Na]+	188.2	32859911
AllCCS	[M-H]-	186.4	32859911
AllCCS	[M+Na-2H]-	187.5	32859911
AllCCS	[M+HCOO]-	188.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Docebenone	CC1=C(C)C(=O)C(CCCCC#CCCCC#CCO)=C(C)C1=O	3745.7	Standard polar	33892256
Docebenone	CC1=C(C)C(=O)C(CCCCC#CCCCC#CCO)=C(C)C1=O	2675.6	Standard non polar	33892256
Docebenone	CC1=C(C)C(=O)C(CCCCC#CCCCC#CCO)=C(C)C1=O	2813.8	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 - Docebenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ox-2962000000-abd3ec831def4c16e180	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Docebenone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Docebenone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Docebenone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Docebenone 10V, Positive-QTOF	splash10-0a6r-1149000000-ee9cf43820a5790360b0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docebenone 20V, Positive-QTOF	splash10-0aou-4291000000-b54f46e8a89615643eb4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docebenone 40V, Positive-QTOF	splash10-0uxs-9340000000-47c46820f60b02432052	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docebenone 10V, Negative-QTOF	splash10-004i-1039000000-28de35afe9200fac6a52	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docebenone 20V, Negative-QTOF	splash10-004j-2196000000-916c4c8cf284e02241ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docebenone 40V, Negative-QTOF	splash10-052f-6191000000-c1d728bb77e7c43c52c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docebenone 10V, Positive-QTOF	splash10-066r-1294000000-4ae8b09de0e88fe84ae3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docebenone 20V, Positive-QTOF	splash10-0gbi-1950000000-76992e5deff2810694f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docebenone 40V, Positive-QTOF	splash10-03du-3900000000-9b2e8f9c109f2b51a9c0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docebenone 10V, Negative-QTOF	splash10-004i-0009000000-b47d84fc94860c2d0ace	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docebenone 20V, Negative-QTOF	splash10-002b-2394000000-37690a164b5dafd39b87	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Docebenone 40V, Negative-QTOF	splash10-0200-0920000000-6536a7083b0747b2b800	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1891

KEGG Compound ID

C01349

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

2340

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Docebenone (HMDB0247732)

MOL for HMDB0247732 (Docebenone)

3D MOL for HMDB0247732 (Docebenone)

3D SDF for HMDB0247732 (Docebenone)

3D-SDF for HMDB0247732 (Docebenone)

PDB for HMDB0247732 (Docebenone)

3D PDB for HMDB0247732 (Docebenone)

SMILES for HMDB0247732 (Docebenone)

INCHI for HMDB0247732 (Docebenone)

Structure for HMDB0247732 (Docebenone)

3D Structure for HMDB0247732 (Docebenone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra