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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:25:43 UTC

Update Date

2021-09-26 22:51:53 UTC

HMDB ID

HMDB0244257

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-

Description

Falcarindiol 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. Based on a literature review a significant number of articles have been published on Falcarindiol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,9-heptadecadiene-4,6-diyne-3,8-diol, (3s,8s,9z)- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- 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

HMDB0244257
     RDKit          3D
1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-
 43 42  0  0  0  0  0  0  0  0999 V2000
    9.2118   -0.9292    1.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667   -1.0907    1.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8617   -0.4519   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2379   -1.3517   -1.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4353   -0.1071   -0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623    0.1953   -0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9006    0.5699   -0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7468    0.9087   -0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3348    1.3500   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929    2.6186   -1.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    0.4162   -1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479    0.5558   -1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    1.6424   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447    1.0352    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4663    0.2243   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4321   -0.3360    0.4186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4549   -1.1458   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4281   -1.7163    0.6823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0778   -0.5514    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0100   -0.3407    1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3626   -1.3988    2.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2711   -1.6813    1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5114    0.4440   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7605   -1.1498   -1.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    1.4640    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8570    2.5157   -2.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085   -0.3771   -1.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3216   -0.1285   -2.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332    2.3028   -1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    2.2734   -0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8713    0.3226    0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9515    1.8136    0.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0169   -0.6254   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0482    0.9100   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8372   -0.9417    1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9509    0.5168    0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9608   -0.4724   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9448   -1.9601   -0.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2472   -2.2958    0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8465   -2.3549    1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1462    0.2821    0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0491   -0.7994    1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3964   -0.1555    2.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  3  0
  6  7  1  0
  7  8  3  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  3
 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
  2 22  1  0
  3 23  1  0
  4 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
M  END

  Mrv1533004171507082D          

 19 18  0  0  0  0            999 V2000
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    6.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    7.2039    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
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  3  0  0  0  0
 13 14  1  0  0  0  0
 14 15  3  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244257

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC=CC(O)C#CC#CC(O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,16-19H,2-3,5-9H2,1H3

> <INCHI_KEY>
QWCNQXNAFCBLLV-UHFFFAOYSA-N

> <FORMULA>
C17H24O2

> <MOLECULAR_WEIGHT>
260.377

> <EXACT_MASS>
260.177630013

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.627638979134794

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
heptadeca-1,9-dien-4,6-diyne-3,8-diol

> <ALOGPS_LOGP>
4.40

> <JCHEM_LOGP>
4.375089679999999

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.766783866459669

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.025443773649997

> <JCHEM_PKA_STRONGEST_BASIC>
-3.453248595345812

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
82.62570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
heptadeca-1,9-dien-4,6-diyne-3,8-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244257
     RDKit          3D
1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-
 43 42  0  0  0  0  0  0  0  0999 V2000
    9.2118   -0.9292    1.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667   -1.0907    1.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8617   -0.4519   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2379   -1.3517   -1.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4353   -0.1071   -0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623    0.1953   -0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9006    0.5699   -0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7468    0.9087   -0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3348    1.3500   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929    2.6186   -1.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    0.4162   -1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479    0.5558   -1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    1.6424   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447    1.0352    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4663    0.2243   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4321   -0.3360    0.4186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4549   -1.1458   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4281   -1.7163    0.6823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0778   -0.5514    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0100   -0.3407    1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3626   -1.3988    2.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2711   -1.6813    1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5114    0.4440   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7605   -1.1498   -1.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    1.4640    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8570    2.5157   -2.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085   -0.3771   -1.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3216   -0.1285   -2.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332    2.3028   -1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    2.2734   -0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8713    0.3226    0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9515    1.8136    0.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0169   -0.6254   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0482    0.9100   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8372   -0.9417    1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9509    0.5168    0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9608   -0.4724   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9448   -1.9601   -0.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2472   -2.2958    0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8465   -2.3549    1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1462    0.2821    0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0491   -0.7994    1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3964   -0.1555    2.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  3  0
  6  7  1  0
  7  8  3  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  3
 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
  2 22  1  0
  3 23  1  0
  4 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      15.289   2.667   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.956   4.977   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.956   6.517   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.956   8.057   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.956   9.597   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.956  11.137   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.622  11.907   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      15.289  11.907   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.289  13.447   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   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0244257
HETATM    1  C1  UNL     1       9.212  -0.929   1.824  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.067  -1.091   1.199  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.862  -0.452  -0.138  1.00  0.00           C  
HETATM    4  O1  UNL     1       8.238  -1.352  -1.136  1.00  0.00           O  
HETATM    5  C4  UNL     1       6.435  -0.107  -0.231  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.262   0.195  -0.317  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.901   0.570  -0.427  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.747   0.909  -0.523  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.335   1.350  -0.643  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.293   2.619  -1.266  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.562   0.416  -1.473  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.748   0.556  -1.566  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.428   1.642  -0.841  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.445   1.035   0.129  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.466   0.224  -0.634  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.432  -0.336   0.419  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.455  -1.146  -0.327  1.00  0.00           C  
HETATM   18  C16 UNL     1      -6.428  -1.716   0.682  1.00  0.00           C  
HETATM   19  C17 UNL     1      -7.078  -0.551   1.405  1.00  0.00           C  
HETATM   20  H1  UNL     1      10.010  -0.341   1.387  1.00  0.00           H  
HETATM   21  H2  UNL     1       9.363  -1.399   2.807  1.00  0.00           H  
HETATM   22  H3  UNL     1       7.271  -1.681   1.642  1.00  0.00           H  
HETATM   23  H4  UNL     1       8.511   0.444  -0.262  1.00  0.00           H  
HETATM   24  H5  UNL     1       7.761  -1.150  -1.978  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.981   1.464   0.388  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.857   2.516  -2.081  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.109  -0.377  -1.994  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.322  -0.128  -2.176  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.933   2.303  -1.576  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.774   2.273  -0.241  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.871   0.323   0.761  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.951   1.814   0.723  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.017  -0.625  -1.160  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.048   0.910  -1.257  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.837  -0.942   1.123  1.00  0.00           H  
HETATM   36  H17 UNL     1      -4.951   0.517   0.903  1.00  0.00           H  
HETATM   37  H18 UNL     1      -5.961  -0.472  -1.050  1.00  0.00           H  
HETATM   38  H19 UNL     1      -4.945  -1.960  -0.887  1.00  0.00           H  
HETATM   39  H20 UNL     1      -7.247  -2.296   0.203  1.00  0.00           H  
HETATM   40  H21 UNL     1      -5.846  -2.355   1.378  1.00  0.00           H  
HETATM   41  H22 UNL     1      -7.146   0.282   0.658  1.00  0.00           H  
HETATM   42  H23 UNL     1      -8.049  -0.799   1.840  1.00  0.00           H  
HETATM   43  H24 UNL     1      -6.396  -0.156   2.212  1.00  0.00           H  
CONECT    1    2    2   20   21
CONECT    2    3   22
CONECT    3    4    5   23
CONECT    4   24
CONECT    5    6    6    6
CONECT    6    7
CONECT    7    8    8    8
CONECT    8    9
CONECT    9   10   11   25
CONECT   10   26
CONECT   11   12   12   27
CONECT   12   13   28
CONECT   13   14   29   30
CONECT   14   15   31   32
CONECT   15   16   33   34
CONECT   16   17   35   36
CONECT   17   18   37   38
CONECT   18   19   39   40
CONECT   19   41   42   43
END

HMDB0244257
     RDKit          3D
1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-
 43 42  0  0  0  0  0  0  0  0999 V2000
    9.2118   -0.9292    1.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667   -1.0907    1.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8617   -0.4519   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2379   -1.3517   -1.1361 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4353   -0.1071   -0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623    0.1953   -0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9006    0.5699   -0.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7468    0.9087   -0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3348    1.3500   -0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929    2.6186   -1.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    0.4162   -1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7479    0.5558   -1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    1.6424   -0.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447    1.0352    0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4663    0.2243   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4321   -0.3360    0.4186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4549   -1.1458   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4281   -1.7163    0.6823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0778   -0.5514    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0100   -0.3407    1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3626   -1.3988    2.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2711   -1.6813    1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5114    0.4440   -0.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7605   -1.1498   -1.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    1.4640    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8570    2.5157   -2.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085   -0.3771   -1.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3216   -0.1285   -2.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332    2.3028   -1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    2.2734   -0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8713    0.3226    0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9515    1.8136    0.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0169   -0.6254   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0482    0.9100   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8372   -0.9417    1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9509    0.5168    0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9608   -0.4724   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9448   -1.9601   -0.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2472   -2.2958    0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8465   -2.3549    1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1462    0.2821    0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0491   -0.7994    1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3964   -0.1555    2.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  3  0
  6  7  1  0
  7  8  3  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  3
 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
  2 22  1  0
  3 23  1  0
  4 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Falcalindiol	MeSH
Heptadeca-1,9-diene-4,6-diyne-3,8-diol	MeSH
Falcarindiol	MeSH

Chemical Formula

C₁₇H₂₄O₂

Average Molecular Weight

260.377

Monoisotopic Molecular Weight

260.177630013

IUPAC Name

heptadeca-1,9-dien-4,6-diyne-3,8-diol

Traditional Name

heptadeca-1,9-dien-4,6-diyne-3,8-diol

CAS Registry Number

Not Available

SMILES

CCCCCCCC=CC(O)C#CC#CC(O)C=C

InChI Identifier

InChI=1S/C17H24O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,16-19H,2-3,5-9H2,1H3

InChI Key

QWCNQXNAFCBLLV-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
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	4.4	ALOGPS
logP	4.38	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.03	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	82.63 m³·mol⁻¹	ChemAxon
Polarizability	32.63 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	163.18	30932474
DeepCCS	[M-H]-	160.028	30932474
DeepCCS	[M-2H]-	195.459	30932474
DeepCCS	[M+Na]+	171.646	30932474
AllCCS	[M+H]+	171.5	32859911
AllCCS	[M+H-H2O]+	168.1	32859911
AllCCS	[M+NH4]+	174.6	32859911
AllCCS	[M+Na]+	175.5	32859911
AllCCS	[M-H]-	169.4	32859911
AllCCS	[M+Na-2H]-	170.5	32859911
AllCCS	[M+HCOO]-	171.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-	CCCCCCCC=CC(O)C#CC#CC(O)C=C	3388.0	Standard polar	33892256
1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-	CCCCCCCC=CC(O)C#CC#CC(O)C=C	2112.4	Standard non polar	33892256
1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-	CCCCCCCC=CC(O)C#CC#CC(O)C=C	2214.2	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 - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- GC-MS (Non-derivatized) - 70eV, Positive	splash10-055f-8590000000-56423103ca86a49288f2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- GC-MS (TBDMS_2_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 - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- 10V, Positive-QTOF	splash10-0006-2690000000-622e606c86199cb9f3e3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- 20V, Positive-QTOF	splash10-00tf-5940000000-954594ef83442f8b3874	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- 40V, Positive-QTOF	splash10-014i-9800000000-f0cf7c3b69f30938173a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- 10V, Negative-QTOF	splash10-0a4i-0090000000-056c723703ca0de32945	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- 20V, Negative-QTOF	splash10-0a4i-2490000000-2bb8d827e99f9e20c6c5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- 40V, Negative-QTOF	splash10-008j-3900000000-318bbf640f23c7f5a9f9	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

C00001283

Chemspider ID

3204

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Falcarindiol

METLIN ID

Not Available

PubChem Compound

3321

PDB ID

Not Available

ChEBI ID

Not Available

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 1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)- (HMDB0244257)

MOL for HMDB0244257 (1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-)

3D MOL for HMDB0244257 (1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-)

3D SDF for HMDB0244257 (1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-)

3D-SDF for HMDB0244257 (1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-)

PDB for HMDB0244257 (1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-)

3D PDB for HMDB0244257 (1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-)

SMILES for HMDB0244257 (1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-)

INCHI for HMDB0244257 (1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-)

Structure for HMDB0244257 (1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-)

3D Structure for HMDB0244257 (1,9-Heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra