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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:58:17 UTC

Update Date

2022-03-07 02:56:58 UTC

HMDB ID

HMDB0041301

Secondary Accession Numbers

HMDB41301

Metabolite Identification

Common Name

(3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one

Description

(3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one has been detected, but not quantified in, fats and oils and herbs and spices. This could make (3R, 6'z)-3,4-dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one.

Structure

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


  Mrv0541 05061312332D          

 27 28  0  0  0  0            999 V2000
   -6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  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 15  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 20 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21 17  1  0  0  0  0
 21 19  1  0  0  0  0
 22 18  2  0  0  0  0
 23 20  2  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 22  1  0  0  0  0
 26 24  2  0  0  0  0
 27 21  1  0  0  0  0
 27 24  1  0  0  0  0
M  END

HMDB0041301
     RDKit          3D
(3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one
 63 64  0  0  0  0  0  0  0  0999 V2000
   -8.9581    1.9903    0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3102    0.8214    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1322    0.2721    0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5925   -0.8950    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4238   -1.5667    0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2487   -0.6530    0.8970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7032   -0.0592   -0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5218    0.8151   -0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2975    0.1678    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481   -1.1119    0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3093   -1.5615    0.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9131   -2.4777   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631   -2.9802    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2718   -1.8782    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4156   -1.1002   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955    0.0210   -0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7923   -0.4500   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6826    0.7146   -0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0303    0.5200   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9151    1.5563   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4722    2.7957    0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0935    3.0213    0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6600    4.2579    0.7571 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2161    1.9669    0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7816    2.1212    0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2616    3.2432    0.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639    1.0199    0.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0672    1.8322    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7128    2.0256    1.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6776    2.9683    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9441    1.1524   -0.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0218   -0.0032   -0.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4700   -0.0487    1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3652    1.0806    0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4596   -1.6049   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2738   -0.4947   -0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0977   -2.3851   -0.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7006   -2.0160    1.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6481    0.1948    1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4921   -1.2166    1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4126   -0.8727   -1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5258    0.4830   -0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7708    1.6765    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217    1.3395   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4439    0.8482    0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8090   -1.8344    0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508   -0.6715    0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679   -2.0413    1.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8829   -1.9875   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354   -3.3575   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6011   -3.6852   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1470   -3.5718    1.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8857   -1.2409    1.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974   -2.3373    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153   -0.6446   -1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6288   -1.7708   -1.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4680    0.4902   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8171   -1.1490    0.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2146   -1.0076   -1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4592   -0.4411   -0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0008    1.4365   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1376    3.6336    0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8031    4.6498    0.9285 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  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
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 16  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 19 60  1  0
 20 61  1  0
 21 62  1  0
 23 63  1  0
M  END


  Mrv0541 05061312332D          

 27 28  0  0  0  0            999 V2000
   -6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  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 15  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 20 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21 17  1  0  0  0  0
 21 19  1  0  0  0  0
 22 18  2  0  0  0  0
 23 20  2  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 22  1  0  0  0  0
 26 24  2  0  0  0  0
 27 21  1  0  0  0  0
 27 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041301

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC\C=C\CCCCCC1CC2=C(C(=O)O1)C(O)=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C24H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17-21-19-20-16-15-18-22(25)23(20)24(26)27-21/h9-10,15-16,18,21,25H,2-8,11-14,17,19H2,1H3/b10-9+

> <INCHI_KEY>
GCSUJEGOLAPNMD-MDZDMXLPSA-N

> <FORMULA>
C24H36O3

> <MOLECULAR_WEIGHT>
372.5408

> <EXACT_MASS>
372.266445018

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
46.81881702315452

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-hydroxy-3-[(6E)-pentadec-6-en-1-yl]-3,4-dihydro-1H-2-benzopyran-1-one

> <ALOGPS_LOGP>
7.99

> <JCHEM_LOGP>
8.519614372666668

> <ALOGPS_LOGS>
-6.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.652305827606401

> <JCHEM_PKA_STRONGEST_BASIC>
-4.295232434026368

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
113.24619999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.01e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-3-[(6E)-pentadec-6-en-1-yl]-3,4-dihydro-2-benzopyran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041301
     RDKit          3D
(3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one
 63 64  0  0  0  0  0  0  0  0999 V2000
   -8.9581    1.9903    0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3102    0.8214    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1322    0.2721    0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5925   -0.8950    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4238   -1.5667    0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2487   -0.6530    0.8970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7032   -0.0592   -0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5218    0.8151   -0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2975    0.1678    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481   -1.1119    0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3093   -1.5615    0.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9131   -2.4777   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631   -2.9802    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2718   -1.8782    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4156   -1.1002   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955    0.0210   -0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7923   -0.4500   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6826    0.7146   -0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0303    0.5200   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9151    1.5563   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4722    2.7957    0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0935    3.0213    0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6600    4.2579    0.7571 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2161    1.9669    0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7816    2.1212    0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2616    3.2432    0.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639    1.0199    0.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0672    1.8322    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7128    2.0256    1.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6776    2.9683    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9441    1.1524   -0.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0218   -0.0032   -0.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4700   -0.0487    1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3652    1.0806    0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4596   -1.6049   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2738   -0.4947   -0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0977   -2.3851   -0.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7006   -2.0160    1.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6481    0.1948    1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4921   -1.2166    1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4126   -0.8727   -1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5258    0.4830   -0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7708    1.6765    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217    1.3395   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4439    0.8482    0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8090   -1.8344    0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508   -0.6715    0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679   -2.0413    1.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8829   -1.9875   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354   -3.3575   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6011   -3.6852   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1470   -3.5718    1.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8857   -1.2409    1.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974   -2.3373    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153   -0.6446   -1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6288   -1.7708   -1.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4680    0.4902   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8171   -1.1490    0.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2146   -1.0076   -1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4592   -0.4411   -0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0008    1.4365   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1376    3.6336    0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8031    4.6498    0.9285 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  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
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 16  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 19 60  1  0
 20 61  1  0
 21 62  1  0
 23 63  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     -12.003  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.669  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336  11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.002  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.334   2.310   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   17                                                       
CONECT   15   16   18                                                       
CONECT   16   15   20                                                       
CONECT   17   14   21                                                       
CONECT   18   15   22                                                       
CONECT   19   20   21                                                       
CONECT   20   16   19   23                                                  
CONECT   21   17   19   27                                                  
CONECT   22   18   23   25                                                  
CONECT   23   20   22   24                                                  
CONECT   24   23   26   27                                                  
CONECT   25   22                                                            
CONECT   26   24                                                            
CONECT   27   21   24                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0041301
HETATM    1  C1  UNL     1      -8.958   1.990   0.700  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.310   0.821   0.019  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.132   0.272   0.831  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.593  -0.895   0.013  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.424  -1.567   0.666  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.249  -0.653   0.897  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.703  -0.059  -0.379  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.522   0.815  -0.177  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.297   0.168   0.272  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.048  -1.112   0.452  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.309  -1.561   0.936  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.913  -2.478  -0.105  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.263  -2.980   0.279  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.272  -1.878   0.485  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.416  -1.100  -0.800  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.395   0.021  -0.706  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.792  -0.450  -0.354  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.683   0.715  -0.132  1.00  0.00           C  
HETATM   19  C19 UNL     1       8.030   0.520  -0.296  1.00  0.00           C  
HETATM   20  C20 UNL     1       8.915   1.556  -0.112  1.00  0.00           C  
HETATM   21  C21 UNL     1       8.472   2.796   0.236  1.00  0.00           C  
HETATM   22  C22 UNL     1       7.093   3.021   0.410  1.00  0.00           C  
HETATM   23  O1  UNL     1       6.660   4.258   0.757  1.00  0.00           O  
HETATM   24  C23 UNL     1       6.216   1.967   0.222  1.00  0.00           C  
HETATM   25  C24 UNL     1       4.782   2.121   0.390  1.00  0.00           C  
HETATM   26  O2  UNL     1       4.262   3.243   0.716  1.00  0.00           O  
HETATM   27  O3  UNL     1       3.964   1.020   0.191  1.00  0.00           O  
HETATM   28  H1  UNL     1     -10.067   1.832   0.633  1.00  0.00           H  
HETATM   29  H2  UNL     1      -8.713   2.026   1.783  1.00  0.00           H  
HETATM   30  H3  UNL     1      -8.678   2.968   0.250  1.00  0.00           H  
HETATM   31  H4  UNL     1      -7.944   1.152  -0.976  1.00  0.00           H  
HETATM   32  H5  UNL     1      -9.022  -0.003  -0.157  1.00  0.00           H  
HETATM   33  H6  UNL     1      -7.470  -0.049   1.816  1.00  0.00           H  
HETATM   34  H7  UNL     1      -6.365   1.081   0.950  1.00  0.00           H  
HETATM   35  H8  UNL     1      -7.460  -1.605  -0.103  1.00  0.00           H  
HETATM   36  H9  UNL     1      -6.274  -0.495  -0.962  1.00  0.00           H  
HETATM   37  H10 UNL     1      -5.098  -2.385  -0.019  1.00  0.00           H  
HETATM   38  H11 UNL     1      -5.701  -2.016   1.644  1.00  0.00           H  
HETATM   39  H12 UNL     1      -4.648   0.195   1.537  1.00  0.00           H  
HETATM   40  H13 UNL     1      -3.492  -1.217   1.435  1.00  0.00           H  
HETATM   41  H14 UNL     1      -3.413  -0.873  -1.101  1.00  0.00           H  
HETATM   42  H15 UNL     1      -4.526   0.483  -0.900  1.00  0.00           H  
HETATM   43  H16 UNL     1      -2.771   1.676   0.527  1.00  0.00           H  
HETATM   44  H17 UNL     1      -2.322   1.339  -1.149  1.00  0.00           H  
HETATM   45  H18 UNL     1      -0.444   0.848   0.500  1.00  0.00           H  
HETATM   46  H19 UNL     1      -1.809  -1.834   0.217  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.951  -0.671   0.979  1.00  0.00           H  
HETATM   48  H21 UNL     1       0.168  -2.041   1.902  1.00  0.00           H  
HETATM   49  H22 UNL     1       0.883  -1.987  -1.095  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.235  -3.358  -0.178  1.00  0.00           H  
HETATM   51  H24 UNL     1       2.601  -3.685  -0.506  1.00  0.00           H  
HETATM   52  H25 UNL     1       2.147  -3.572   1.219  1.00  0.00           H  
HETATM   53  H26 UNL     1       2.886  -1.241   1.307  1.00  0.00           H  
HETATM   54  H27 UNL     1       4.197  -2.337   0.838  1.00  0.00           H  
HETATM   55  H28 UNL     1       2.415  -0.645  -1.003  1.00  0.00           H  
HETATM   56  H29 UNL     1       3.629  -1.771  -1.632  1.00  0.00           H  
HETATM   57  H30 UNL     1       4.468   0.490  -1.708  1.00  0.00           H  
HETATM   58  H31 UNL     1       5.817  -1.149   0.491  1.00  0.00           H  
HETATM   59  H32 UNL     1       6.215  -1.008  -1.230  1.00  0.00           H  
HETATM   60  H33 UNL     1       8.459  -0.441  -0.573  1.00  0.00           H  
HETATM   61  H34 UNL     1      10.001   1.437  -0.235  1.00  0.00           H  
HETATM   62  H35 UNL     1       9.138   3.634   0.388  1.00  0.00           H  
HETATM   63  H36 UNL     1       5.803   4.650   0.928  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9   43   44
CONECT    9   10   10   45
CONECT   10   11   46
CONECT   11   12   47   48
CONECT   12   13   49   50
CONECT   13   14   51   52
CONECT   14   15   53   54
CONECT   15   16   55   56
CONECT   16   17   27   57
CONECT   17   18   58   59
CONECT   18   19   19   24
CONECT   19   20   60
CONECT   20   21   21   61
CONECT   21   22   62
CONECT   22   23   24   24
CONECT   23   63
CONECT   24   25
CONECT   25   26   26   27
END

HMDB0041301
     RDKit          3D
(3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one
 63 64  0  0  0  0  0  0  0  0999 V2000
   -8.9581    1.9903    0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3102    0.8214    0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1322    0.2721    0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5925   -0.8950    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4238   -1.5667    0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2487   -0.6530    0.8970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7032   -0.0592   -0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5218    0.8151   -0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2975    0.1678    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481   -1.1119    0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3093   -1.5615    0.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9131   -2.4777   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631   -2.9802    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2718   -1.8782    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4156   -1.1002   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955    0.0210   -0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7923   -0.4500   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6826    0.7146   -0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0303    0.5200   -0.2960 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9151    1.5563   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4722    2.7957    0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0935    3.0213    0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6600    4.2579    0.7571 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2161    1.9669    0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7816    2.1212    0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2616    3.2432    0.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639    1.0199    0.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0672    1.8322    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7128    2.0256    1.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6776    2.9683    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9441    1.1524   -0.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0218   -0.0032   -0.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4700   -0.0487    1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3652    1.0806    0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4596   -1.6049   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2738   -0.4947   -0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0977   -2.3851   -0.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7006   -2.0160    1.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6481    0.1948    1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4921   -1.2166    1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4126   -0.8727   -1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5258    0.4830   -0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7708    1.6765    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3217    1.3395   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4439    0.8482    0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8090   -1.8344    0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508   -0.6715    0.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679   -2.0413    1.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8829   -1.9875   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354   -3.3575   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6011   -3.6852   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1470   -3.5718    1.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8857   -1.2409    1.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974   -2.3373    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4153   -0.6446   -1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6288   -1.7708   -1.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4680    0.4902   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8171   -1.1490    0.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2146   -1.0076   -1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4592   -0.4411   -0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0008    1.4365   -0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1376    3.6336    0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8031    4.6498    0.9285 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  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
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 16  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 17 58  1  0
 17 59  1  0
 19 60  1  0
 20 61  1  0
 21 62  1  0
 23 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₃₆O₃

Average Molecular Weight

372.5408

Monoisotopic Molecular Weight

372.266445018

IUPAC Name

8-hydroxy-3-[(6E)-pentadec-6-en-1-yl]-3,4-dihydro-1H-2-benzopyran-1-one

Traditional Name

8-hydroxy-3-[(6E)-pentadec-6-en-1-yl]-3,4-dihydro-2-benzopyran-1-one

CAS Registry Number

158627-94-2

SMILES

CCCCCCCC\C=C\CCCCCC1CC2=C(C(=O)O1)C(O)=CC=C2

InChI Identifier

InChI=1S/C24H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17-21-19-20-16-15-18-22(25)23(20)24(26)27-21/h9-10,15-16,18,21,25H,2-8,11-14,17,19H2,1H3/b10-9+

InChI Key

GCSUJEGOLAPNMD-MDZDMXLPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

2-benzopyrans

Direct Parent

2-benzopyrans

Alternative Parents

Substituents

2-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041301)
Cell membrane (HMDB: HMDB0041301)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041301)

Source

Exogenous

Exogenous (HMDB: HMDB0041301)

Food

Food (HMDB: HMDB0041301)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0041301)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041301)

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	0.0001 g/L	ALOGPS
logP	7.99	ALOGPS
logP	8.52	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	9.65	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	113.25 m³·mol⁻¹	ChemAxon
Polarizability	46.82 Å³	ChemAxon
Number of Rings	2	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]+	195.88	31661259
DarkChem	[M-H]-	198.263	31661259
DeepCCS	[M+H]+	202.481	30932474
DeepCCS	[M-H]-	199.029	30932474
DeepCCS	[M-2H]-	234.26	30932474
DeepCCS	[M+Na]+	210.55	30932474
AllCCS	[M+H]+	202.2	32859911
AllCCS	[M+H-H2O]+	199.6	32859911
AllCCS	[M+NH4]+	204.6	32859911
AllCCS	[M+Na]+	205.3	32859911
AllCCS	[M-H]-	202.6	32859911
AllCCS	[M+Na-2H]-	204.6	32859911
AllCCS	[M+HCOO]-	206.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	11.41 minutes	32390414
Predicted by Siyang on May 30, 2022	29.486 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.03 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4079.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	844.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	335.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	490.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	766.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1422.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1214.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	107.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2690.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	859.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2468.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	992.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	743.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	756.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	748.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one	CCCCCCCC\C=C\CCCCCC1CC2=C(C(=O)O1)C(O)=CC=C2	3907.4	Standard polar	33892256
(3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one	CCCCCCCC\C=C\CCCCCC1CC2=C(C(=O)O1)C(O)=CC=C2	3074.1	Standard non polar	33892256
(3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one	CCCCCCCC\C=C\CCCCCC1CC2=C(C(=O)O1)C(O)=CC=C2	3112.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one,1TMS,isomer #1	CCCCCCCC/C=C/CCCCCC1CC2=CC=CC(O[Si](C)(C)C)=C2C(=O)O1	2965.1	Semi standard non polar	33892256
(3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one,1TBDMS,isomer #1	CCCCCCCC/C=C/CCCCCC1CC2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3206.7	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 - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ukd-6933000000-916f84797507edfeea3d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one GC-MS (1 TMS) - 70eV, Positive	splash10-0f6w-9723200000-9685b0896065ca7e7e0a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 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 - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 10V, Positive-QTOF	splash10-00di-0019000000-c71114ea53d6436aab24	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 20V, Positive-QTOF	splash10-05fs-1935000000-82b9d9f7662bdefa0dbe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 40V, Positive-QTOF	splash10-05nf-5692000000-3247f7efc5502851754d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 10V, Negative-QTOF	splash10-00fr-0009000000-cf4226895c2a297d01e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 20V, Negative-QTOF	splash10-00fr-0109000000-883ee8e3dabab5e0d471	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 40V, Negative-QTOF	splash10-0a4i-2923000000-ef3b9ae28c2645700588	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 10V, Negative-QTOF	splash10-00di-0009000000-e7cb0fa6cccff516dcec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 20V, Negative-QTOF	splash10-00di-0109000000-866890a13b6a62a26253	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 40V, Negative-QTOF	splash10-0bw9-1911000000-7638aeab208a81b91f0b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 10V, Positive-QTOF	splash10-00di-0009000000-1b1672a7cf360005c164	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 20V, Positive-QTOF	splash10-00di-3339000000-d729832ed86aea7ebd7d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one 40V, Positive-QTOF	splash10-00l6-9221000000-17de99b053c5f7f20e8a	2021-09-23	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

FDB021218

KNApSAcK ID

Not Available

Chemspider ID

35015148

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753099

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for (3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one (HMDB0041301)

MOL for HMDB0041301 ((3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one)

3D MOL for HMDB0041301 ((3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one)

3D SDF for HMDB0041301 ((3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one)

3D-SDF for HMDB0041301 ((3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one)

PDB for HMDB0041301 ((3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one)

3D PDB for HMDB0041301 ((3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one)

SMILES for HMDB0041301 ((3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one)

INCHI for HMDB0041301 ((3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one)

Structure for HMDB0041301 ((3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one)

3D Structure for HMDB0041301 ((3R, 6'Z)-3,4-Dihydro-8-hydroxy-3-(6-pentadecenyl)-1H-2-benzopyran-1-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra