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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:38:09 UTC

Update Date

2022-03-07 02:53:53 UTC

HMDB ID

HMDB0033862

Secondary Accession Numbers

HMDB33862

Metabolite Identification

Common Name

3-(8,11,14-Pentadecatrienyl)phenol

Description

3-(8,11,14-Pentadecatrienyl)phenol belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. 3-(8,11,14-Pentadecatrienyl)phenol has been detected, but not quantified in, nuts. This could make 3-(8,11,14-pentadecatrienyl)phenol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-(8,11,14-Pentadecatrienyl)phenol.

Structure

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

HMDB0033862
     RDKit          3D
3-(8,11,14-Pentadecatrienyl)phenol
 52 52  0  0  0  0  0  0  0  0999 V2000
    8.9803    0.3986    1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1443    0.5857    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7234   -0.5554   -0.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2390   -0.7185   -0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6736   -1.8253    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976   -1.9930    0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4976   -0.7881   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6793   -0.7935   -1.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9781    0.4179   -1.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722    0.2551   -1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    0.0181   -0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4420   -0.1573   -0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1847    1.0512   -0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637    0.8167   -0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099    0.5529    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6029    0.3589    0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1495   -0.8882    0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5323   -1.0705    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3924   -0.0006    0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8482    1.2492    0.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6667    2.3600    0.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4646    1.4262    0.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3693   -0.5783    1.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3017    1.2272    2.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7967    1.5721    0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0555   -0.4375   -1.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1751   -1.5007    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5763    0.0762   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3042   -2.6321    0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8929   -2.1252    1.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8879   -2.9133   -0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630    0.1513    0.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5049   -1.7289   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2175    1.3132   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2955    0.6335   -2.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0647    1.2599   -2.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0994   -0.5323   -2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5786   -0.8571    0.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    0.9337    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8122   -1.0383   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7045   -0.3045    0.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9403    1.3325   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    1.8979   -0.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707    1.6962   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9463   -0.0407   -1.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9423    1.4088    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6610   -0.3636    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4678   -1.7190    0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9690   -2.0462    0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4707   -0.1331    0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6567    2.3422    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0435    2.4062    1.0845 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
  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
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
M  END


  Mrv0541 05061307242D          

 22 22  0  0  0  0            999 V2000
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 15  1  0  0  0  0
 20 16  1  0  0  0  0
 20 17  1  0  0  0  0
 20 19  2  0  0  0  0
 21 18  2  0  0  0  0
 21 19  1  0  0  0  0
 22 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033862

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=CC(CCCCCCC\C=C\C\C=C\CC=C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h2,4-5,7-8,15,17-19,22H,1,3,6,9-14,16H2/b5-4+,8-7+

> <INCHI_KEY>
JOLVYUIAMRUBRK-AOSYACOCSA-N

> <FORMULA>
C21H30O

> <MOLECULAR_WEIGHT>
298.4623

> <EXACT_MASS>
298.229665582

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
37.489083645666206

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(8E,11E)-pentadeca-8,11,14-trien-1-yl]phenol

> <ALOGPS_LOGP>
7.66

> <JCHEM_LOGP>
7.379231894

> <ALOGPS_LOGS>
-6.64

> <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>
99.7714

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.90e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(8E,11E)-pentadeca-8,11,14-trien-1-yl]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033862
     RDKit          3D
3-(8,11,14-Pentadecatrienyl)phenol
 52 52  0  0  0  0  0  0  0  0999 V2000
    8.9803    0.3986    1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1443    0.5857    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7234   -0.5554   -0.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2390   -0.7185   -0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6736   -1.8253    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976   -1.9930    0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4976   -0.7881   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6793   -0.7935   -1.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9781    0.4179   -1.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722    0.2551   -1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    0.0181   -0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4420   -0.1573   -0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1847    1.0512   -0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637    0.8167   -0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099    0.5529    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6029    0.3589    0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1495   -0.8882    0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5323   -1.0705    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3924   -0.0006    0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8482    1.2492    0.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6667    2.3600    0.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4646    1.4262    0.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3693   -0.5783    1.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3017    1.2272    2.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7967    1.5721    0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0555   -0.4375   -1.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1751   -1.5007    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5763    0.0762   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3042   -2.6321    0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8929   -2.1252    1.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8879   -2.9133   -0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630    0.1513    0.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5049   -1.7289   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2175    1.3132   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2955    0.6335   -2.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0647    1.2599   -2.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0994   -0.5323   -2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5786   -0.8571    0.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    0.9337    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8122   -1.0383   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7045   -0.3045    0.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9403    1.3325   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    1.8979   -0.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707    1.6962   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9463   -0.0407   -1.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9423    1.4088    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6610   -0.3636    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4678   -1.7190    0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9690   -2.0462    0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4707   -0.1331    0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6567    2.3422    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0435    2.4062    1.0845 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
  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
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  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       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.672  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.006  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.005  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.673  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.006  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.339  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.339  -1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.673  -3.850   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      22.673  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   16                                                       
CONECT   15   17   18                                                       
CONECT   16   14   20                                                       
CONECT   17   15   20                                                       
CONECT   18   15   21                                                       
CONECT   19   20   21                                                       
CONECT   20   16   17   19                                                  
CONECT   21   18   19   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0033862
HETATM    1  C1  UNL     1       8.980   0.399   1.607  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.144   0.586   0.574  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.723  -0.555  -0.251  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.239  -0.718  -0.209  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.674  -1.825   0.237  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.198  -1.993   0.281  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.498  -0.788  -0.226  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.679  -0.793  -1.268  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.978   0.418  -1.775  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.472   0.255  -1.732  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.063   0.018  -0.317  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.442  -0.157  -0.195  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.185   1.051  -0.673  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.664   0.817  -0.541  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.110   0.553   0.873  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.603   0.359   0.797  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.150  -0.888   0.595  1.00  0.00           C  
HETATM   18  C18 UNL     1      -7.532  -1.071   0.523  1.00  0.00           C  
HETATM   19  C19 UNL     1      -8.392  -0.001   0.654  1.00  0.00           C  
HETATM   20  C20 UNL     1      -7.848   1.249   0.856  1.00  0.00           C  
HETATM   21  O1  UNL     1      -8.667   2.360   0.993  1.00  0.00           O  
HETATM   22  C21 UNL     1      -6.465   1.426   0.926  1.00  0.00           C  
HETATM   23  H1  UNL     1       9.369  -0.578   1.868  1.00  0.00           H  
HETATM   24  H2  UNL     1       9.302   1.227   2.227  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.797   1.572   0.369  1.00  0.00           H  
HETATM   26  H4  UNL     1       8.056  -0.438  -1.313  1.00  0.00           H  
HETATM   27  H5  UNL     1       8.175  -1.501   0.114  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.576   0.076  -0.547  1.00  0.00           H  
HETATM   29  H7  UNL     1       6.304  -2.632   0.579  1.00  0.00           H  
HETATM   30  H8  UNL     1       3.893  -2.125   1.360  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.888  -2.913  -0.233  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.663   0.151   0.282  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.505  -1.729  -1.786  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.218   1.313  -1.175  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.296   0.634  -2.816  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.065   1.260  -2.049  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.099  -0.532  -2.395  1.00  0.00           H  
HETATM   38  H16 UNL     1       0.579  -0.857   0.124  1.00  0.00           H  
HETATM   39  H17 UNL     1       0.307   0.934   0.277  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.812  -1.038  -0.753  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.704  -0.305   0.894  1.00  0.00           H  
HETATM   42  H20 UNL     1      -1.940   1.333  -1.711  1.00  0.00           H  
HETATM   43  H21 UNL     1      -1.897   1.898  -0.013  1.00  0.00           H  
HETATM   44  H22 UNL     1      -4.171   1.696  -0.986  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.946  -0.041  -1.218  1.00  0.00           H  
HETATM   46  H24 UNL     1      -3.942   1.409   1.527  1.00  0.00           H  
HETATM   47  H25 UNL     1      -3.661  -0.364   1.279  1.00  0.00           H  
HETATM   48  H26 UNL     1      -5.468  -1.719   0.494  1.00  0.00           H  
HETATM   49  H27 UNL     1      -7.969  -2.046   0.365  1.00  0.00           H  
HETATM   50  H28 UNL     1      -9.471  -0.133   0.599  1.00  0.00           H  
HETATM   51  H29 UNL     1      -9.657   2.342   0.959  1.00  0.00           H  
HETATM   52  H30 UNL     1      -6.044   2.406   1.085  1.00  0.00           H  
CONECT    1    2    2   23   24
CONECT    2    3   25
CONECT    3    4   26   27
CONECT    4    5    5   28
CONECT    5    6   29
CONECT    6    7   30   31
CONECT    7    8    8   32
CONECT    8    9   33
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   38   39
CONECT   12   13   40   41
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   17   17   22
CONECT   17   18   48
CONECT   18   19   19   49
CONECT   19   20   50
CONECT   20   21   22   22
CONECT   21   51
CONECT   22   52
END

HMDB0033862
     RDKit          3D
3-(8,11,14-Pentadecatrienyl)phenol
 52 52  0  0  0  0  0  0  0  0999 V2000
    8.9803    0.3986    1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1443    0.5857    0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7234   -0.5554   -0.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2390   -0.7185   -0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6736   -1.8253    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976   -1.9930    0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4976   -0.7881   -0.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6793   -0.7935   -1.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9781    0.4179   -1.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4722    0.2551   -1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    0.0181   -0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4420   -0.1573   -0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1847    1.0512   -0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6637    0.8167   -0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099    0.5529    0.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6029    0.3589    0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1495   -0.8882    0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5323   -1.0705    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3924   -0.0006    0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8482    1.2492    0.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6667    2.3600    0.9933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4646    1.4262    0.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3693   -0.5783    1.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3017    1.2272    2.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7967    1.5721    0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0555   -0.4375   -1.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1751   -1.5007    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5763    0.0762   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3042   -2.6321    0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8929   -2.1252    1.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8879   -2.9133   -0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630    0.1513    0.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5049   -1.7289   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2175    1.3132   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2955    0.6335   -2.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0647    1.2599   -2.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0994   -0.5323   -2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5786   -0.8571    0.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    0.9337    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8122   -1.0383   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7045   -0.3045    0.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9403    1.3325   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    1.8979   -0.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707    1.6962   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9463   -0.0407   -1.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9423    1.4088    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6610   -0.3636    1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4678   -1.7190    0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9690   -2.0462    0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4707   -0.1331    0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6567    2.3422    0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0435    2.4062    1.0845 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
  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
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(8Z,11Z)-8,11,14-Pentadecatrienyl-phenol	HMDB
Cardanol	MeSH

Chemical Formula

C₂₁H₃₀O

Average Molecular Weight

298.4623

Monoisotopic Molecular Weight

298.229665582

IUPAC Name

3-[(8E,11E)-pentadeca-8,11,14-trien-1-yl]phenol

Traditional Name

3-[(8E,11E)-pentadeca-8,11,14-trien-1-yl]phenol

CAS Registry Number

79353-39-2

SMILES

OC1=CC=CC(CCCCCCC\C=C\C\C=C\CC=C)=C1

InChI Identifier

InChI=1S/C21H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h2,4-5,7-8,15,17-19,22H,1,3,6,9-14,16H2/b5-4+,8-7+

InChI Key

JOLVYUIAMRUBRK-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: HMDB0033862)

Cellular substructure

Membrane (HMDB: HMDB0033862)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033862)

Source

Exogenous

Food

Food (HMDB: HMDB0033862)

Nut

Nuts (FooDB: FOOD00869)

Endogenous

Plant

Plant (HMDB: HMDB0033862)

Not Available

Nutrient (HMDB: HMDB0033862)

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
Water Solubility	6.9e-05 g/L	ALOGPS
logP	7.66	ALOGPS
logP	7.38	ChemAxon
logS	-6.6	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	99.77 m³·mol⁻¹	ChemAxon
Polarizability	37.49 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]+	181.463	31661259
DarkChem	[M-H]-	181.698	31661259
DeepCCS	[M+H]+	181.096	30932474
DeepCCS	[M-H]-	178.738	30932474
DeepCCS	[M-2H]-	211.624	30932474
DeepCCS	[M+Na]+	187.189	30932474
AllCCS	[M+H]+	181.5	32859911
AllCCS	[M+H-H2O]+	178.3	32859911
AllCCS	[M+NH4]+	184.5	32859911
AllCCS	[M+Na]+	185.3	32859911
AllCCS	[M-H]-	182.4	32859911
AllCCS	[M+Na-2H]-	183.6	32859911
AllCCS	[M+HCOO]-	185.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(8,11,14-Pentadecatrienyl)phenol	OC1=CC=CC(CCCCCCC\C=C\C\C=C\CC=C)=C1	3422.7	Standard polar	33892256
3-(8,11,14-Pentadecatrienyl)phenol	OC1=CC=CC(CCCCCCC\C=C\C\C=C\CC=C)=C1	2295.8	Standard non polar	33892256
3-(8,11,14-Pentadecatrienyl)phenol	OC1=CC=CC(CCCCCCC\C=C\C\C=C\CC=C)=C1	2485.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(8,11,14-Pentadecatrienyl)phenol,1TMS,isomer #1	C=CC/C=C/C/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C)=C1	2441.1	Semi standard non polar	33892256
3-(8,11,14-Pentadecatrienyl)phenol,1TBDMS,isomer #1	C=CC/C=C/C/C=C/CCCCCCCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1	2685.0	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 - 3-(8,11,14-Pentadecatrienyl)phenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0adi-2910000000-1bb7ea30786e73a411d4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol GC-MS (1 TMS) - 70eV, Positive	splash10-0adi-3933000000-5e1a1573f48488031451	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 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 - 3-(8,11,14-Pentadecatrienyl)phenol 10V, Positive-QTOF	splash10-0002-0190000000-e5e3315bac2a023f8fb2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 20V, Positive-QTOF	splash10-0f6y-4590000000-f043c696d5ac81b560a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 40V, Positive-QTOF	splash10-0f6x-9850000000-317d7d5259ca598b63c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 10V, Negative-QTOF	splash10-0002-0090000000-ae3d299ea63d0f0c8d74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 20V, Negative-QTOF	splash10-0002-0090000000-da2aeaeb92ab047c0d0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 40V, Negative-QTOF	splash10-0pc3-3590000000-cb37d6f99857c656c877	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 10V, Negative-QTOF	splash10-0002-0090000000-b8dbb03fb6e8a64b01dd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 20V, Negative-QTOF	splash10-0002-0190000000-bef4198107ada2de228f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 40V, Negative-QTOF	splash10-00di-2940000000-7cd391a636f8298da59f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 10V, Positive-QTOF	splash10-01t9-3690000000-053cbc21784c0a64c5a6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 20V, Positive-QTOF	splash10-05te-8920000000-6888f616e23758d6dd74	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(8,11,14-Pentadecatrienyl)phenol 40V, Positive-QTOF	splash10-0a4l-8900000000-8625a7b875b9da6f3b60	2021-09-22	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

FDB012046

KNApSAcK ID

C00057561

Chemspider ID

4511905

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5356112

PDB ID

Not Available

ChEBI ID

171704

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

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

Showing metabocard for 3-(8,11,14-Pentadecatrienyl)phenol (HMDB0033862)

MOL for HMDB0033862 (3-(8,11,14-Pentadecatrienyl)phenol)

3D MOL for HMDB0033862 (3-(8,11,14-Pentadecatrienyl)phenol)

3D SDF for HMDB0033862 (3-(8,11,14-Pentadecatrienyl)phenol)

3D-SDF for HMDB0033862 (3-(8,11,14-Pentadecatrienyl)phenol)

PDB for HMDB0033862 (3-(8,11,14-Pentadecatrienyl)phenol)

3D PDB for HMDB0033862 (3-(8,11,14-Pentadecatrienyl)phenol)

SMILES for HMDB0033862 (3-(8,11,14-Pentadecatrienyl)phenol)

INCHI for HMDB0033862 (3-(8,11,14-Pentadecatrienyl)phenol)

Structure for HMDB0033862 (3-(8,11,14-Pentadecatrienyl)phenol)

3D Structure for HMDB0033862 (3-(8,11,14-Pentadecatrienyl)phenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra