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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:54:12 UTC

Update Date

2022-03-07 02:56:34 UTC

HMDB ID

HMDB0040375

Secondary Accession Numbers

HMDB40375

Metabolite Identification

Common Name

Ginsenoyne K

Description

Ginsenoyne K 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, ginsenoyne K is considered to be a fatty alcohol. Based on a literature review a small amount of articles have been published on Ginsenoyne K.

Structure

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

HMDB0040375
     RDKit          3D
Ginsenoyne K
 44 43  0  0  0  0  0  0  0  0999 V2000
    8.0696    0.6734    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4051   -0.4549    0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6693   -0.9165   -1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9424    0.0014   -2.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2159   -0.9451   -0.8019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0372   -0.9655   -0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6561   -0.9808   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -0.9785    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776   -0.9581    0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6344   -0.1898    1.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.1175    1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825    0.8857    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883    0.5519   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    1.5236   -1.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236    1.6092   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5634    0.3022   -0.9553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0174    0.4339   -0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6519   -0.9419   -0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140   -1.3550    1.7276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436   -1.8001    2.8702 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5911    1.0474    1.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2522    1.2588    0.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2160   -1.0381    0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9738   -1.9428   -1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2337   -0.1274   -2.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3402   -1.5664   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823    0.4154    1.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8015    0.1582    2.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6352    0.7900    1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2872    1.9295    1.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8947   -0.4924   -0.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5326    0.6187   -0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2622    1.3111   -2.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9417    2.5374   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3186    2.3291   -1.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9873    2.0081    0.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5341   -0.1140   -1.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1000   -0.4013   -0.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1392    0.7363    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5664    1.1086   -1.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7551   -0.8407   -0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3686   -1.5345    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2883   -1.3709   -1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1239   -2.1979    3.3959 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11 19  1  0
 19 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
M  END


  Mrv0541 05061311472D          

 20 19  0  0  0  0            999 V2000
   -0.1127    3.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1490    8.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974    2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6089    7.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476    3.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877    4.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1785    6.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6384    5.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7186    6.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    3.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0983    4.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2587    7.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379    4.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882    4.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7987    7.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481    4.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5287    8.7174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780    2.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0181    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  3  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  3  0  0  0  0
 14 11  1  0  0  0  0
 15 12  2  0  0  0  0
 16  4  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 20 17  1  0  0  0  0
 20 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040375

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O3/c1-3-5-6-7-11-14-17(20-19)15-12-9-8-10-13-16(18)4-2/h4,12,15-19H,2-3,5-7,11,14H2,1H3/b15-12+

> <INCHI_KEY>
SYNBBWLEYQBFQT-NTCAYCPXSA-N

> <FORMULA>
C17H24O3

> <MOLECULAR_WEIGHT>
276.3707

> <EXACT_MASS>
276.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.006848297830985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8E)-10-hydroperoxyheptadeca-1,8-dien-4,6-diyn-3-ol

> <ALOGPS_LOGP>
4.55

> <JCHEM_LOGP>
4.668517597333333

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.203173097995133

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.697888962559341

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5928741024607893

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
84.12989999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8E)-10-hydroperoxyheptadeca-1,8-dien-4,6-diyn-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040375
     RDKit          3D
Ginsenoyne K
 44 43  0  0  0  0  0  0  0  0999 V2000
    8.0696    0.6734    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4051   -0.4549    0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6693   -0.9165   -1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9424    0.0014   -2.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2159   -0.9451   -0.8019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0372   -0.9655   -0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6561   -0.9808   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -0.9785    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776   -0.9581    0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6344   -0.1898    1.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.1175    1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825    0.8857    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883    0.5519   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    1.5236   -1.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236    1.6092   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5634    0.3022   -0.9553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0174    0.4339   -0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6519   -0.9419   -0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140   -1.3550    1.7276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436   -1.8001    2.8702 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5911    1.0474    1.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2522    1.2588    0.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2160   -1.0381    0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9738   -1.9428   -1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2337   -0.1274   -2.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3402   -1.5664   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823    0.4154    1.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8015    0.1582    2.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6352    0.7900    1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2872    1.9295    1.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8947   -0.4924   -0.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5326    0.6187   -0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2622    1.3111   -2.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9417    2.5374   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3186    2.3291   -1.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9873    2.0081    0.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5341   -0.1140   -1.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1000   -0.4013   -0.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1392    0.7363    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5664    1.1086   -1.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7551   -0.8407   -0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3686   -1.5345    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2883   -1.3709   -1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1239   -2.1979    3.3959 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11 19  1  0
 19 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.210   5.795   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.945  15.690   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.302   5.504   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.937  14.526   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.310   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.822   6.377   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.830   7.542   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.400  11.325   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.392  10.161   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.408  12.489   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.343   7.251   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.383   8.997   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.416  13.653   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.351   8.415   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.871   9.288   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.424  14.817   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.863   8.124   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      15.920  16.272   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.359   5.504   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.367   6.668   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2   16                                                       
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   11                                                       
CONECT    8    9   10                                                       
CONECT    9    8   12                                                       
CONECT   10    8   13                                                       
CONECT   11    7   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   17                                                       
CONECT   16    4   13   18                                                  
CONECT   17   14   15   20                                                  
CONECT   18   16                                                            
CONECT   19   20                                                            
CONECT   20   17   19                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0040375
HETATM    1  C1  UNL     1       8.070   0.673   0.687  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.405  -0.455   0.100  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.669  -0.917  -1.091  1.00  0.00           C  
HETATM    4  O1  UNL     1       7.942   0.001  -2.125  1.00  0.00           O  
HETATM    5  C4  UNL     1       6.216  -0.945  -0.802  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.037  -0.966  -0.547  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.656  -0.981  -0.224  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.482  -0.978   0.065  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.078  -0.958   0.426  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.634  -0.190   1.410  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.768  -0.117   1.831  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.582   0.886   1.080  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.588   0.552  -0.395  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.390   1.524  -1.200  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.824   1.609  -0.817  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.563   0.302  -0.955  1.00  0.00           C  
HETATM   17  C16 UNL     1      -6.017   0.434  -0.556  1.00  0.00           C  
HETATM   18  C17 UNL     1      -6.652  -0.942  -0.738  1.00  0.00           C  
HETATM   19  O2  UNL     1      -1.414  -1.355   1.728  1.00  0.00           O  
HETATM   20  O3  UNL     1      -1.844  -1.800   2.870  1.00  0.00           O  
HETATM   21  H1  UNL     1       8.591   1.047   1.571  1.00  0.00           H  
HETATM   22  H2  UNL     1       7.252   1.259   0.290  1.00  0.00           H  
HETATM   23  H3  UNL     1       9.216  -1.038   0.492  1.00  0.00           H  
HETATM   24  H4  UNL     1       7.974  -1.943  -1.376  1.00  0.00           H  
HETATM   25  H5  UNL     1       7.234  -0.127  -2.803  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.340  -1.566  -0.091  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.382   0.415   1.921  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.801   0.158   2.917  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.635   0.790   1.428  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.287   1.929   1.270  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.895  -0.492  -0.512  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.533   0.619  -0.741  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.262   1.311  -2.264  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.942   2.537  -1.027  1.00  0.00           H  
HETATM   35  H15 UNL     1      -4.319   2.329  -1.506  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.987   2.008   0.204  1.00  0.00           H  
HETATM   37  H17 UNL     1      -4.534  -0.114  -1.960  1.00  0.00           H  
HETATM   38  H18 UNL     1      -4.100  -0.401  -0.210  1.00  0.00           H  
HETATM   39  H19 UNL     1      -6.139   0.736   0.504  1.00  0.00           H  
HETATM   40  H20 UNL     1      -6.566   1.109  -1.252  1.00  0.00           H  
HETATM   41  H21 UNL     1      -7.755  -0.841  -0.723  1.00  0.00           H  
HETATM   42  H22 UNL     1      -6.369  -1.534   0.160  1.00  0.00           H  
HETATM   43  H23 UNL     1      -6.288  -1.371  -1.683  1.00  0.00           H  
HETATM   44  H24 UNL     1      -1.124  -2.198   3.396  1.00  0.00           H  
CONECT    1    2    2   21   22
CONECT    2    3   23
CONECT    3    4    5   24
CONECT    4   25
CONECT    5    6    6    6
CONECT    6    7
CONECT    7    8    8    8
CONECT    8    9
CONECT    9   10   10   26
CONECT   10   11   27
CONECT   11   12   19   28
CONECT   12   13   29   30
CONECT   13   14   31   32
CONECT   14   15   33   34
CONECT   15   16   35   36
CONECT   16   17   37   38
CONECT   17   18   39   40
CONECT   18   41   42   43
CONECT   19   20
CONECT   20   44
END

HMDB0040375
     RDKit          3D
Ginsenoyne K
 44 43  0  0  0  0  0  0  0  0999 V2000
    8.0696    0.6734    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4051   -0.4549    0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6693   -0.9165   -1.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9424    0.0014   -2.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2159   -0.9451   -0.8019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0372   -0.9655   -0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6561   -0.9808   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -0.9785    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776   -0.9581    0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6344   -0.1898    1.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.1175    1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825    0.8857    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5883    0.5519   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    1.5236   -1.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236    1.6092   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5634    0.3022   -0.9553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0174    0.4339   -0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6519   -0.9419   -0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140   -1.3550    1.7276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436   -1.8001    2.8702 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5911    1.0474    1.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2522    1.2588    0.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2160   -1.0381    0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9738   -1.9428   -1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2337   -0.1274   -2.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3402   -1.5664   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823    0.4154    1.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8015    0.1582    2.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6352    0.7900    1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2872    1.9295    1.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8947   -0.4924   -0.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5326    0.6187   -0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2622    1.3111   -2.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9417    2.5374   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3186    2.3291   -1.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9873    2.0081    0.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5341   -0.1140   -1.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1000   -0.4013   -0.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1392    0.7363    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5664    1.1086   -1.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7551   -0.8407   -0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3686   -1.5345    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2883   -1.3709   -1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1239   -2.1979    3.3959 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11 19  1  0
 19 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₂₄O₃

Average Molecular Weight

276.3707

Monoisotopic Molecular Weight

276.172544634

IUPAC Name

(8E)-10-hydroperoxyheptadeca-1,8-dien-4,6-diyn-3-ol

Traditional Name

(8E)-10-hydroperoxyheptadeca-1,8-dien-4,6-diyn-3-ol

CAS Registry Number

141947-42-4

SMILES

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

InChI Identifier

InChI=1S/C17H24O3/c1-3-5-6-7-11-14-17(20-19)15-12-9-8-10-13-16(18)4-2/h4,12,15-19H,2-3,5-7,11,14H2,1H3/b15-12+

InChI Key

SYNBBWLEYQBFQT-NTCAYCPXSA-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
Allylic hydroperoxide
Secondary alcohol
Hydroperoxide
Alkyl hydroperoxide
Peroxol
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

Cytoplasm (HMDB: HMDB0040375)
Cell membrane (HMDB: HMDB0040375)

Biofluid or Excreta

Urine (HMDB: HMDB0040375)

Cellular substructure

Extracellular (HMDB: HMDB0040375)
Membrane (HMDB: HMDB0040375)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040375)

Source

Endogenous

Endogenous (HMDB: HMDB0040375)

Plant

Plant (HMDB: HMDB0040375)

Animal

Animal (HMDB: HMDB0040375)

Exogenous

Food

Food (HMDB: HMDB0040375)

Tea

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0040375)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0040375)

Cellular process

Cell signaling (HMDB: HMDB0040375)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0040375)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0040375)

Nutrient

Nutrient (HMDB: HMDB0040375)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040375)

Emulsifier (HMDB: HMDB0040375)

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	6.76 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0093 g/L	ALOGPS
logP	4.55	ALOGPS
logP	4.67	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	11.7	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	84.13 m³·mol⁻¹	ChemAxon
Polarizability	34.01 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
DarkChem	[M+H]+	175.831	31661259
DarkChem	[M-H]-	173.963	31661259
DeepCCS	[M+H]+	167.594	30932474
DeepCCS	[M-H]-	165.236	30932474
DeepCCS	[M-2H]-	198.122	30932474
DeepCCS	[M+Na]+	174.064	30932474
AllCCS	[M+H]+	175.0	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	178.1	32859911
AllCCS	[M+Na]+	178.9	32859911
AllCCS	[M-H]-	171.9	32859911
AllCCS	[M+Na-2H]-	173.0	32859911
AllCCS	[M+HCOO]-	174.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ginsenoyne K	CCCCCCCC(OO)\C=C\C#CC#CC(O)C=C	3668.9	Standard polar	33892256
Ginsenoyne K	CCCCCCCC(OO)\C=C\C#CC#CC(O)C=C	2157.8	Standard non polar	33892256
Ginsenoyne K	CCCCCCCC(OO)\C=C\C#CC#CC(O)C=C	2332.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ginsenoyne K,1TMS,isomer #1	C=CC(C#CC#C/C=C/C(CCCCCCC)OO)O[Si](C)(C)C	2347.2	Semi standard non polar	33892256
Ginsenoyne K,1TBDMS,isomer #1	C=CC(C#CC#C/C=C/C(CCCCCCC)OO)O[Si](C)(C)C(C)(C)C	2577.7	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 - Ginsenoyne K GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-6950000000-710c2c09a8c7d9c163c5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginsenoyne K GC-MS (1 TMS) - 70eV, Positive	splash10-063a-9133000000-77e66e191822dc45ce16	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginsenoyne K 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 - Ginsenoyne K 10V, Positive-QTOF	splash10-004i-0190000000-bf1e0fede071a4850feb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginsenoyne K 20V, Positive-QTOF	splash10-0a6v-7490000000-57ee17b16d723476cd73	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginsenoyne K 40V, Positive-QTOF	splash10-0005-9110000000-28a646414d9cc65b4a90	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginsenoyne K 10V, Negative-QTOF	splash10-004i-1090000000-2762e4ed531963325427	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginsenoyne K 20V, Negative-QTOF	splash10-056s-2390000000-b084061a636af9f0cb56	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginsenoyne K 40V, Negative-QTOF	splash10-0a4j-9540000000-4addb7d29175c28b9d22	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginsenoyne K 10V, Negative-QTOF	splash10-004l-0090000000-d157ee22bcd8dc989ab1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginsenoyne K 20V, Negative-QTOF	splash10-0006-0390000000-0b9cf1c80dfc33c8e53c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginsenoyne K 40V, Negative-QTOF	splash10-01tj-1950000000-897018ab4fcc9771cc6e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginsenoyne K 10V, Positive-QTOF	splash10-002f-0390000000-40bf72ee7445d2c1ef2d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginsenoyne K 20V, Positive-QTOF	splash10-002f-5590000000-819d3ed1f67ebe13b120	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginsenoyne K 40V, Positive-QTOF	splash10-02k9-9700000000-37bfbefdd0ff6770dacf	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020107

KNApSAcK ID

Not Available

Chemspider ID

35014936

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15736266

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1882961

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Ginsenoyne K (HMDB0040375)

MOL for HMDB0040375 (Ginsenoyne K)

3D MOL for HMDB0040375 (Ginsenoyne K)

3D SDF for HMDB0040375 (Ginsenoyne K)

3D-SDF for HMDB0040375 (Ginsenoyne K)

PDB for HMDB0040375 (Ginsenoyne K)

3D PDB for HMDB0040375 (Ginsenoyne K)

SMILES for HMDB0040375 (Ginsenoyne K)

INCHI for HMDB0040375 (Ginsenoyne K)

Structure for HMDB0040375 (Ginsenoyne K)

3D Structure for HMDB0040375 (Ginsenoyne K)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra