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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:49 UTC

Update Date

2022-03-07 02:52:18 UTC

HMDB ID

HMDB0029816

Secondary Accession Numbers

HMDB29816

Metabolite Identification

Common Name

Cardanoldiene

Description

Cardanoldiene belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. Based on a literature review very few articles have been published on Cardanoldiene.

Structure

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

HMDB0029816
     RDKit          3D
Cardanoldiene
 54 54  0  0  0  0  0  0  0  0999 V2000
    8.0535   -0.0362   -1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2189   -1.0303   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6022   -0.5607    1.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1084   -0.3259    0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2104   -0.9738    1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7893   -0.9765    1.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -0.1946    0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9923    0.7243   -0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8038    1.3937   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4980    0.8993   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6654    1.6017   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816    1.1083   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1551    1.7717   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4694    1.2776   -0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6393   -0.1916   -0.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9550   -0.6192   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0784   -0.6045   -1.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2976   -1.0003   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4574   -1.4193    0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3279   -1.4280    1.6053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4591   -1.8477    2.9334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1027   -1.0348    1.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8757   -0.2350   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1046   -0.1340   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1563    0.9772   -1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2942   -1.1630   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7231   -1.9883   -0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0597    0.3972    1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7551   -1.3038    1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8877    0.4073    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7067   -1.7078    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323   -2.0764    1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4187   -0.8463    2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7812   -0.4155    1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858    0.9983   -0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456    2.4917   -0.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910    1.2079   -1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4383    1.0487    0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204   -0.1911   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6068    2.6844   -0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6259    1.3570   -2.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0135    0.0059   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261    1.2055    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1322    1.5879   -2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0809    2.8722   -0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6431    1.5874    0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2727    1.7950   -1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5907   -0.3988   -1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8512   -0.7786   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9944   -0.2792   -2.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1932   -0.9958   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4284   -1.7312    1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6574   -1.8662    3.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2210   -1.0461    1.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 21 53  1  0
 22 54  1  0
M  END


  Mrv0541 02241218592D          

 22 22  0  0  0  0            999 V2000
   -0.7009    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409    2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433    2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8458    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8458   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8458   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433    2.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 22  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  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
M  END
> <DATABASE_ID>
HMDB0029816

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC\C=C\C\C=C\CCCCCCCC1=CC=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h4-5,7-8,15,17-19,22H,2-3,6,9-14,16H2,1H3/b5-4+,8-7+

> <INCHI_KEY>
FAYVLNWNMNHXGA-AOSYACOCSA-N

> <FORMULA>
C21H32O

> <MOLECULAR_WEIGHT>
300.4782

> <EXACT_MASS>
300.245315646

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
38.28878761062326

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(8E,11E)-pentadeca-8,11-dien-1-yl]phenol

> <ALOGPS_LOGP>
8.11

> <JCHEM_LOGP>
7.6832198803333345

> <ALOGPS_LOGS>
-6.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.105147601678176

> <JCHEM_PKA_STRONGEST_BASIC>
-5.478421324745946

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
99.7273

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.04e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(8E,11E)-pentadeca-8,11-dien-1-yl]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029816
     RDKit          3D
Cardanoldiene
 54 54  0  0  0  0  0  0  0  0999 V2000
    8.0535   -0.0362   -1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2189   -1.0303   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6022   -0.5607    1.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1084   -0.3259    0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2104   -0.9738    1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7893   -0.9765    1.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -0.1946    0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9923    0.7243   -0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8038    1.3937   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4980    0.8993   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6654    1.6017   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816    1.1083   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1551    1.7717   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4694    1.2776   -0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6393   -0.1916   -0.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9550   -0.6192   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0784   -0.6045   -1.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2976   -1.0003   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4574   -1.4193    0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3279   -1.4280    1.6053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4591   -1.8477    2.9334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1027   -1.0348    1.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8757   -0.2350   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1046   -0.1340   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1563    0.9772   -1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2942   -1.1630   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7231   -1.9883   -0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0597    0.3972    1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7551   -1.3038    1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8877    0.4073    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7067   -1.7078    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323   -2.0764    1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4187   -0.8463    2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7812   -0.4155    1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858    0.9983   -0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456    2.4917   -0.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910    1.2079   -1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4383    1.0487    0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204   -0.1911   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6068    2.6844   -0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6259    1.3570   -2.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0135    0.0059   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261    1.2055    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1322    1.5879   -2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0809    2.8722   -0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6431    1.5874    0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2727    1.7950   -1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5907   -0.3988   -1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8512   -0.7786   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9944   -0.2792   -2.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1932   -0.9958   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4284   -1.7312    1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6574   -1.8662    3.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2210   -1.0461    1.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 21 53  1  0
 22 54  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.308   1.539   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.076   0.769   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.308   1.539   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.308   3.079   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.076   3.849   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.308   3.079   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.694   3.849   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.926   3.079   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.926   1.539   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.312   0.769   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.312  -0.769   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.926  -1.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.694  -0.769   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.308  -1.539   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.308  -3.079   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.076  -3.849   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.308  -3.079   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.308  -1.539   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.694  -0.769   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.926  -1.539   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.312  -0.769   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.694   3.849   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22    4                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0029816
HETATM    1  C1  UNL     1       8.054  -0.036  -1.398  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.219  -1.030  -0.293  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.602  -0.561   1.007  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.108  -0.326   0.809  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.210  -0.974   1.491  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.789  -0.977   1.533  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.874  -0.195   0.765  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.992   0.724  -0.167  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.804   1.394  -0.815  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.498   0.899  -0.276  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.665   1.602  -0.966  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.982   1.108  -0.428  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.155   1.772  -1.078  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.469   1.278  -0.539  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.639  -0.192  -0.749  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.955  -0.619  -0.196  1.00  0.00           C  
HETATM   17  C17 UNL     1      -7.078  -0.604  -1.006  1.00  0.00           C  
HETATM   18  C18 UNL     1      -8.298  -1.000  -0.495  1.00  0.00           C  
HETATM   19  C19 UNL     1      -8.457  -1.419   0.812  1.00  0.00           C  
HETATM   20  C20 UNL     1      -7.328  -1.428   1.605  1.00  0.00           C  
HETATM   21  O1  UNL     1      -7.459  -1.848   2.933  1.00  0.00           O  
HETATM   22  C21 UNL     1      -6.103  -1.035   1.107  1.00  0.00           C  
HETATM   23  H1  UNL     1       8.876  -0.235  -2.140  1.00  0.00           H  
HETATM   24  H2  UNL     1       7.105  -0.134  -1.951  1.00  0.00           H  
HETATM   25  H3  UNL     1       8.156   0.977  -1.010  1.00  0.00           H  
HETATM   26  H4  UNL     1       9.294  -1.163  -0.107  1.00  0.00           H  
HETATM   27  H5  UNL     1       7.723  -1.988  -0.562  1.00  0.00           H  
HETATM   28  H6  UNL     1       8.060   0.397   1.310  1.00  0.00           H  
HETATM   29  H7  UNL     1       7.755  -1.304   1.784  1.00  0.00           H  
HETATM   30  H8  UNL     1       5.888   0.407   0.070  1.00  0.00           H  
HETATM   31  H9  UNL     1       5.707  -1.708   2.223  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.432  -2.076   1.409  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.419  -0.846   2.647  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.781  -0.415   1.009  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.986   0.998  -0.469  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.846   2.492  -0.659  1.00  0.00           H  
HETATM   37  H15 UNL     1       1.891   1.208  -1.891  1.00  0.00           H  
HETATM   38  H16 UNL     1       0.438   1.049   0.830  1.00  0.00           H  
HETATM   39  H17 UNL     1       0.420  -0.191  -0.454  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.607   2.684  -0.839  1.00  0.00           H  
HETATM   41  H19 UNL     1      -0.626   1.357  -2.047  1.00  0.00           H  
HETATM   42  H20 UNL     1      -2.014   0.006  -0.642  1.00  0.00           H  
HETATM   43  H21 UNL     1      -2.026   1.206   0.662  1.00  0.00           H  
HETATM   44  H22 UNL     1      -3.132   1.588  -2.181  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.081   2.872  -0.963  1.00  0.00           H  
HETATM   46  H24 UNL     1      -4.643   1.587   0.503  1.00  0.00           H  
HETATM   47  H25 UNL     1      -5.273   1.795  -1.139  1.00  0.00           H  
HETATM   48  H26 UNL     1      -4.591  -0.399  -1.841  1.00  0.00           H  
HETATM   49  H27 UNL     1      -3.851  -0.779  -0.235  1.00  0.00           H  
HETATM   50  H28 UNL     1      -6.994  -0.279  -2.047  1.00  0.00           H  
HETATM   51  H29 UNL     1      -9.193  -0.996  -1.116  1.00  0.00           H  
HETATM   52  H30 UNL     1      -9.428  -1.731   1.208  1.00  0.00           H  
HETATM   53  H31 UNL     1      -6.657  -1.866   3.538  1.00  0.00           H  
HETATM   54  H32 UNL     1      -5.221  -1.046   1.742  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5    5   30
CONECT    5    6   31
CONECT    6    7   32   33
CONECT    7    8    8   34
CONECT    8    9   35
CONECT    9   10   36   37
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   17   22
CONECT   17   18   50
CONECT   18   19   19   51
CONECT   19   20   52
CONECT   20   21   22   22
CONECT   21   53
CONECT   22   54
END

HMDB0029816
     RDKit          3D
Cardanoldiene
 54 54  0  0  0  0  0  0  0  0999 V2000
    8.0535   -0.0362   -1.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2189   -1.0303   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6022   -0.5607    1.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1084   -0.3259    0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2104   -0.9738    1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7893   -0.9765    1.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -0.1946    0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9923    0.7243   -0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8038    1.3937   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4980    0.8993   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6654    1.6017   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816    1.1083   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1551    1.7717   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4694    1.2776   -0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6393   -0.1916   -0.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9550   -0.6192   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0784   -0.6045   -1.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2976   -1.0003   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4574   -1.4193    0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3279   -1.4280    1.6053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4591   -1.8477    2.9334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1027   -1.0348    1.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8757   -0.2350   -2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1046   -0.1340   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1563    0.9772   -1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2942   -1.1630   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7231   -1.9883   -0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0597    0.3972    1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7551   -1.3038    1.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8877    0.4073    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7067   -1.7078    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323   -2.0764    1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4187   -0.8463    2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7812   -0.4155    1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858    0.9983   -0.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456    2.4917   -0.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910    1.2079   -1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4383    1.0487    0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204   -0.1911   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6068    2.6844   -0.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6259    1.3570   -2.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0135    0.0059   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261    1.2055    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1322    1.5879   -2.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0809    2.8722   -0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6431    1.5874    0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2727    1.7950   -1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5907   -0.3988   -1.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8512   -0.7786   -0.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9944   -0.2792   -2.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1932   -0.9958   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4284   -1.7312    1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6574   -1.8662    3.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2210   -1.0461    1.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 21 53  1  0
 22 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[(7Z,12E)-Pentadeca-7,12-dien-5-yl]phenol	HMDB
3-(8,11-Pentadecadienyl)phenol	HMDB

Chemical Formula

C₂₁H₃₂O

Average Molecular Weight

300.4782

Monoisotopic Molecular Weight

300.245315646

IUPAC Name

3-[(8E,11E)-pentadeca-8,11-dien-1-yl]phenol

Traditional Name

3-[(8E,11E)-pentadeca-8,11-dien-1-yl]phenol

CAS Registry Number

51546-63-5

SMILES

CCC\C=C\C\C=C\CCCCCCCC1=CC=CC(O)=C1

InChI Identifier

InChI=1S/C21H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h4-5,7-8,15,17-19,22H,2-3,6,9-14,16H2,1H3/b5-4+,8-7+

InChI Key

FAYVLNWNMNHXGA-AOSYACOCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-4-unsubstituted benzenoids

Direct Parent

1-hydroxy-4-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0029816)

Cellular substructure

Membrane (HMDB: HMDB0029816)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029816)

Source

Endogenous

Endogenous (HMDB: HMDB0029816)

Plant

Plant (HMDB: HMDB0029816)

Exogenous

Food

Food (HMDB: HMDB0029816)

Nut

Nuts (FooDB: FOOD00869)

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	0.0025 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	6.0e-05 g/L	ALOGPS
logP	8.11	ALOGPS
logP	7.68	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	10.11	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	99.73 m³·mol⁻¹	ChemAxon
Polarizability	38.29 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	183.143	31661259
DarkChem	[M-H]-	182.824	31661259
DeepCCS	[M+H]+	184.231	30932474
DeepCCS	[M-H]-	181.873	30932474
DeepCCS	[M-2H]-	214.76	30932474
DeepCCS	[M+Na]+	190.324	30932474
AllCCS	[M+H]+	182.7	32859911
AllCCS	[M+H-H2O]+	179.6	32859911
AllCCS	[M+NH4]+	185.6	32859911
AllCCS	[M+Na]+	186.5	32859911
AllCCS	[M-H]-	185.0	32859911
AllCCS	[M+Na-2H]-	186.4	32859911
AllCCS	[M+HCOO]-	188.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cardanoldiene	CCC\C=C\C\C=C\CCCCCCCC1=CC=CC(O)=C1	3358.8	Standard polar	33892256
Cardanoldiene	CCC\C=C\C\C=C\CCCCCCCC1=CC=CC(O)=C1	2365.6	Standard non polar	33892256
Cardanoldiene	CCC\C=C\C\C=C\CCCCCCCC1=CC=CC(O)=C1	2488.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cardanoldiene,1TMS,isomer #1	CCC/C=C/C/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C)=C1	2465.8	Semi standard non polar	33892256
Cardanoldiene,1TBDMS,isomer #1	CCC/C=C/C/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1	2715.3	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 - Cardanoldiene GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-2910000000-d15b9d12a4814820b78c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cardanoldiene GC-MS (1 TMS) - 70eV, Positive	splash10-0adi-4934000000-5d145819108c3d606563	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cardanoldiene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cardanoldiene 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 - Cardanoldiene 10V, Positive-QTOF	splash10-0udi-1119000000-1d3f495ca7d83ab5f06a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cardanoldiene 20V, Positive-QTOF	splash10-0udl-6983000000-3c3eed796f81a40a3367	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cardanoldiene 40V, Positive-QTOF	splash10-0006-9850000000-459e14aedda2d794b1fc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cardanoldiene 10V, Negative-QTOF	splash10-0002-0090000000-d7ed4281b33f1e8ac1e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cardanoldiene 20V, Negative-QTOF	splash10-0002-0090000000-77f991b825f3a46161d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cardanoldiene 40V, Negative-QTOF	splash10-0a5c-3490000000-912baab9699b6385047f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cardanoldiene 10V, Negative-QTOF	splash10-0002-0090000000-afa15456ba65f9cea866	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cardanoldiene 20V, Negative-QTOF	splash10-0002-0090000000-3ca65ef6ef3af821f766	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cardanoldiene 40V, Negative-QTOF	splash10-014i-3930000000-6a2d848a815bf6214f11	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cardanoldiene 10V, Positive-QTOF	splash10-0udi-3319000000-690e33edffdc9dc2a0c0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cardanoldiene 20V, Positive-QTOF	splash10-0pwc-9421000000-1f98969c798e1ae71ed3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cardanoldiene 40V, Positive-QTOF	splash10-05ox-9300000000-c729a96777434f8963bb	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB001027

KNApSAcK ID

C00054118

Chemspider ID

4511906

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5356113

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1811541

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Cardanoldiene (HMDB0029816)

MOL for HMDB0029816 (Cardanoldiene)

3D MOL for HMDB0029816 (Cardanoldiene)

3D SDF for HMDB0029816 (Cardanoldiene)

3D-SDF for HMDB0029816 (Cardanoldiene)

PDB for HMDB0029816 (Cardanoldiene)

3D PDB for HMDB0029816 (Cardanoldiene)

SMILES for HMDB0029816 (Cardanoldiene)

INCHI for HMDB0029816 (Cardanoldiene)

Structure for HMDB0029816 (Cardanoldiene)

3D Structure for HMDB0029816 (Cardanoldiene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra