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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:23:05 UTC

Update Date

2022-03-07 02:56:03 UTC

HMDB ID

HMDB0039032

Secondary Accession Numbers

HMDB39032

Metabolite Identification

Common Name

trans-Grandmarin isovalerate

Description

trans-Grandmarin isovalerate belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. trans-Grandmarin isovalerate has been detected, but not quantified in, citrus. This could make trans-grandmarin isovalerate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on trans-Grandmarin isovalerate.

Structure

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


  Mrv0541 05061310482D          

 27 29  0  0  0  0            999 V2000
    1.4289    2.4750    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
    4.1888    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7191    0.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 11  2  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 20  4  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  2  0  0  0  0
 22 15  2  0  0  0  0
 23 17  1  0  0  0  0
 24  5  1  0  0  0  0
 24 12  1  0  0  0  0
 25 14  1  0  0  0  0
 25 18  1  0  0  0  0
 26 15  1  0  0  0  0
 26 19  1  0  0  0  0
 27 13  1  0  0  0  0
 27 20  1  0  0  0  0
M  END

HMDB0039032
     RDKit          3D
trans-Grandmarin isovalerate
 51 53  0  0  0  0  0  0  0  0999 V2000
    6.2690   -0.6271    1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5810    0.5713    0.7723 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087    0.5389    0.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105   -0.6427    0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1288   -0.6049    0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609    0.5694    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1708    1.7384    0.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641    2.8553   -0.0439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561    3.9693   -0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5678    5.0170   -0.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6225    4.0530    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079    2.8874    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5649    1.7324    0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0050    0.5640    0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153    0.7550    1.3935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5006   -0.6864   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8879   -0.8457   -0.3261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8279   -0.7934   -1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3905   -0.5808   -2.5043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2802   -0.9689   -1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9292    0.3104   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2982    0.7694    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4067    0.0551   -0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1950   -1.9285   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5548   -2.8080   -1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386   -2.7883    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -1.7455    0.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2954   -0.4441    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7438   -1.1865    1.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186   -1.2360    0.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9886   -1.5928    0.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506    4.9684   -0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3845    2.8504    0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    1.4453   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1554    1.5420    1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -0.5305   -1.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7453   -1.2223   -2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4879   -1.8353   -0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8006    1.0525   -1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7877   -0.1247    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061    1.5003    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0475    1.1141    1.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8904    0.8324    0.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8857    0.2115   -1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6486   -0.9462   -0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936   -3.5134   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6909   -2.1075   -2.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054   -3.3313   -1.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5241   -3.2733    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1821   -2.0611    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1184   -3.4782    1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 16 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 13  3  1  0
 27  5  1  0
 13  7  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
 23 44  1  0
 23 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
M  END


  Mrv0541 05061310482D          

 27 29  0  0  0  0            999 V2000
    1.4289    2.4750    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
    4.1888    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7191    0.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 11  2  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 20  4  1  0  0  0  0
 20 19  1  0  0  0  0
 21 14  2  0  0  0  0
 22 15  2  0  0  0  0
 23 17  1  0  0  0  0
 24  5  1  0  0  0  0
 24 12  1  0  0  0  0
 25 14  1  0  0  0  0
 25 18  1  0  0  0  0
 26 15  1  0  0  0  0
 26 19  1  0  0  0  0
 27 13  1  0  0  0  0
 27 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039032

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C(O)C(OC(=O)CC(C)C)C(C)(C)O2)C2=C1C=CC(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O7/c1-10(2)8-15(22)26-19-17(23)16-13(27-20(19,3)4)9-12(24-5)11-6-7-14(21)25-18(11)16/h6-7,9-10,17,19,23H,8H2,1-5H3

> <INCHI_KEY>
KULKFALUVSLOHX-UHFFFAOYSA-N

> <FORMULA>
C20H24O7

> <MOLECULAR_WEIGHT>
376.4004

> <EXACT_MASS>
376.152203122

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.37554792542305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-hydroxy-8-methoxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-13-yl 3-methylbutanoate

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
2.5289752130000007

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.845632776392623

> <JCHEM_PKA_STRONGEST_BASIC>
-3.741120223605866

> <JCHEM_POLAR_SURFACE_AREA>
91.29000000000002

> <JCHEM_REFRACTIVITY>
96.93959999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-hydroxy-8-methoxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-13-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039032
     RDKit          3D
trans-Grandmarin isovalerate
 51 53  0  0  0  0  0  0  0  0999 V2000
    6.2690   -0.6271    1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5810    0.5713    0.7723 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087    0.5389    0.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105   -0.6427    0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1288   -0.6049    0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609    0.5694    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1708    1.7384    0.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641    2.8553   -0.0439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561    3.9693   -0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5678    5.0170   -0.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6225    4.0530    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079    2.8874    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5649    1.7324    0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0050    0.5640    0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153    0.7550    1.3935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5006   -0.6864   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8879   -0.8457   -0.3261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8279   -0.7934   -1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3905   -0.5808   -2.5043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2802   -0.9689   -1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9292    0.3104   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2982    0.7694    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4067    0.0551   -0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1950   -1.9285   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5548   -2.8080   -1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386   -2.7883    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -1.7455    0.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2954   -0.4441    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7438   -1.1865    1.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186   -1.2360    0.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9886   -1.5928    0.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506    4.9684   -0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3845    2.8504    0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    1.4453   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1554    1.5420    1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -0.5305   -1.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7453   -1.2223   -2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4879   -1.8353   -0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8006    1.0525   -1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7877   -0.1247    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061    1.5003    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0475    1.1141    1.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8904    0.8324    0.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8857    0.2115   -1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6486   -0.9462   -0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936   -3.5134   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6909   -2.1075   -2.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054   -3.3313   -1.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5241   -3.2733    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1821   -2.0611    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1184   -3.4782    1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 16 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 13  3  1  0
 27  5  1  0
 13  7  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
 23 44  1  0
 23 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  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       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.819   2.577   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.809   0.863   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.671   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.671   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      14.671   8.470   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      16.004   1.540   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      13.337   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   20                                                            
CONECT    4   20                                                            
CONECT    5   24                                                            
CONECT    6    7   11                                                       
CONECT    7    6   14                                                       
CONECT    8   10   15                                                       
CONECT    9   12   13                                                       
CONECT   10    1    2    8                                                  
CONECT   11    6   12   18                                                  
CONECT   12    9   11   24                                                  
CONECT   13    9   16   27                                                  
CONECT   14    7   21   25                                                  
CONECT   15    8   22   26                                                  
CONECT   16   13   17   18                                                  
CONECT   17   16   19   23                                                  
CONECT   18   11   16   25                                                  
CONECT   19   17   20   26                                                  
CONECT   20    3    4   19   27                                             
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23   17                                                            
CONECT   24    5   12                                                       
CONECT   25   14   18                                                       
CONECT   26   15   19                                                       
CONECT   27   13   20                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0039032
HETATM    1  C1  UNL     1       6.269  -0.627   1.036  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.581   0.571   0.772  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.209   0.539   0.620  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.510  -0.643   0.726  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.129  -0.605   0.563  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.461   0.569   0.303  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.171   1.738   0.201  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.564   2.855  -0.044  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.256   3.969  -0.141  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.568   5.017  -0.385  1.00  0.00           O  
HETATM   11  C8  UNL     1       3.622   4.053   0.000  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.308   2.887   0.261  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.565   1.732   0.360  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.005   0.564   0.142  1.00  0.00           C  
HETATM   15  O4  UNL     1      -0.615   0.755   1.394  1.00  0.00           O  
HETATM   16  C12 UNL     1      -0.501  -0.686  -0.537  1.00  0.00           C  
HETATM   17  O5  UNL     1      -1.888  -0.846  -0.326  1.00  0.00           O  
HETATM   18  C13 UNL     1      -2.828  -0.793  -1.323  1.00  0.00           C  
HETATM   19  O6  UNL     1      -2.390  -0.581  -2.504  1.00  0.00           O  
HETATM   20  C14 UNL     1      -4.280  -0.969  -1.078  1.00  0.00           C  
HETATM   21  C15 UNL     1      -4.929   0.310  -0.611  1.00  0.00           C  
HETATM   22  C16 UNL     1      -4.298   0.769   0.682  1.00  0.00           C  
HETATM   23  C17 UNL     1      -6.407   0.055  -0.455  1.00  0.00           C  
HETATM   24  C18 UNL     1       0.195  -1.929  -0.098  1.00  0.00           C  
HETATM   25  C19 UNL     1       0.555  -2.808  -1.298  1.00  0.00           C  
HETATM   26  C20 UNL     1      -0.739  -2.788   0.771  1.00  0.00           C  
HETATM   27  O7  UNL     1       1.355  -1.745   0.654  1.00  0.00           O  
HETATM   28  H1  UNL     1       7.295  -0.444   1.426  1.00  0.00           H  
HETATM   29  H2  UNL     1       5.744  -1.187   1.841  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.419  -1.236   0.107  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.989  -1.593   0.927  1.00  0.00           H  
HETATM   32  H5  UNL     1       4.151   4.968  -0.087  1.00  0.00           H  
HETATM   33  H6  UNL     1       5.385   2.850   0.389  1.00  0.00           H  
HETATM   34  H7  UNL     1      -0.272   1.445  -0.475  1.00  0.00           H  
HETATM   35  H8  UNL     1      -0.155   1.542   1.805  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.281  -0.530  -1.631  1.00  0.00           H  
HETATM   37  H10 UNL     1      -4.745  -1.222  -2.068  1.00  0.00           H  
HETATM   38  H11 UNL     1      -4.488  -1.835  -0.428  1.00  0.00           H  
HETATM   39  H12 UNL     1      -4.801   1.053  -1.426  1.00  0.00           H  
HETATM   40  H13 UNL     1      -3.788  -0.125   1.122  1.00  0.00           H  
HETATM   41  H14 UNL     1      -3.506   1.500   0.454  1.00  0.00           H  
HETATM   42  H15 UNL     1      -5.047   1.114   1.416  1.00  0.00           H  
HETATM   43  H16 UNL     1      -6.890   0.832   0.203  1.00  0.00           H  
HETATM   44  H17 UNL     1      -6.886   0.211  -1.456  1.00  0.00           H  
HETATM   45  H18 UNL     1      -6.649  -0.946  -0.065  1.00  0.00           H  
HETATM   46  H19 UNL     1      -0.294  -3.513  -1.498  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.691  -2.108  -2.174  1.00  0.00           H  
HETATM   48  H21 UNL     1       1.505  -3.331  -1.160  1.00  0.00           H  
HETATM   49  H22 UNL     1      -1.524  -3.273   0.163  1.00  0.00           H  
HETATM   50  H23 UNL     1      -1.182  -2.061   1.511  1.00  0.00           H  
HETATM   51  H24 UNL     1      -0.118  -3.478   1.353  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   31
CONECT    5    6    6   27
CONECT    6    7   14
CONECT    7    8   13   13
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   32
CONECT   12   13   33
CONECT   14   15   16   34
CONECT   15   35
CONECT   16   17   24   36
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21   37   38
CONECT   21   22   23   39
CONECT   22   40   41   42
CONECT   23   43   44   45
CONECT   24   25   26   27
CONECT   25   46   47   48
CONECT   26   49   50   51
END

HMDB0039032
     RDKit          3D
trans-Grandmarin isovalerate
 51 53  0  0  0  0  0  0  0  0999 V2000
    6.2690   -0.6271    1.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5810    0.5713    0.7723 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087    0.5389    0.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105   -0.6427    0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1288   -0.6049    0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609    0.5694    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1708    1.7384    0.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641    2.8553   -0.0439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561    3.9693   -0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5678    5.0170   -0.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6225    4.0530    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079    2.8874    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5649    1.7324    0.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0050    0.5640    0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153    0.7550    1.3935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5006   -0.6864   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8879   -0.8457   -0.3261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8279   -0.7934   -1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3905   -0.5808   -2.5043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2802   -0.9689   -1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9292    0.3104   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2982    0.7694    0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4067    0.0551   -0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1950   -1.9285   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5548   -2.8080   -1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386   -2.7883    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -1.7455    0.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2954   -0.4441    1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7438   -1.1865    1.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186   -1.2360    0.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9886   -1.5928    0.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506    4.9684   -0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3845    2.8504    0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    1.4453   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1554    1.5420    1.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -0.5305   -1.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7453   -1.2223   -2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4879   -1.8353   -0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8006    1.0525   -1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7877   -0.1247    1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061    1.5003    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0475    1.1141    1.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8904    0.8324    0.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8857    0.2115   -1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6486   -0.9462   -0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936   -3.5134   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6909   -2.1075   -2.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054   -3.3313   -1.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5241   -3.2733    0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1821   -2.0611    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1184   -3.4782    1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 16 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 13  3  1  0
 27  5  1  0
 13  7  2  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
 23 44  1  0
 23 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
trans-Grandmarin isovaleric acid	Generator
10-Hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,8H,9H,10H-pyrano[2,3-H]chromen-9-yl 3-methylbutanoic acid	HMDB

Chemical Formula

C₂₀H₂₄O₇

Average Molecular Weight

376.4004

Monoisotopic Molecular Weight

376.152203122

IUPAC Name

14-hydroxy-8-methoxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-13-yl 3-methylbutanoate

Traditional Name

14-hydroxy-8-methoxy-12,12-dimethyl-4-oxo-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),5,8-tetraen-13-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(O)C(OC(=O)CC(C)C)C(C)(C)O2)C2=C1C=CC(=O)O2

InChI Identifier

InChI=1S/C20H24O7/c1-10(2)8-15(22)26-19-17(23)16-13(27-20(19,3)4)9-12(24-5)11-6-7-14(21)25-18(11)16/h6-7,9-10,17,19,23H,8H2,1-5H3

InChI Key

KULKFALUVSLOHX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Anisole
Alkyl aryl ether
Fatty acid ester
Pyranone
Fatty acyl
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Carboxylic acid ester
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxygen compound
Alcohol
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039032)
Cell membrane (HMDB: HMDB0039032)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039032)

Source

Exogenous

Exogenous (HMDB: HMDB0039032)

Food

Food (HMDB: HMDB0039032)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0039032)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039032)

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	0.19 g/L	ALOGPS
logP	2.89	ALOGPS
logP	2.53	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	12.85	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	96.94 m³·mol⁻¹	ChemAxon
Polarizability	39.38 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	185.345	31661259
DarkChem	[M-H]-	185.742	31661259
DeepCCS	[M+H]+	189.111	30932474
DeepCCS	[M-H]-	186.753	30932474
DeepCCS	[M-2H]-	220.609	30932474
DeepCCS	[M+Na]+	195.837	30932474
AllCCS	[M+H]+	188.2	32859911
AllCCS	[M+H-H2O]+	185.4	32859911
AllCCS	[M+NH4]+	190.7	32859911
AllCCS	[M+Na]+	191.4	32859911
AllCCS	[M-H]-	194.1	32859911
AllCCS	[M+Na-2H]-	194.4	32859911
AllCCS	[M+HCOO]-	194.9	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. Predicted by Afia on May 17, 2022.	7.8 minutes	32390414
Predicted by Siyang on May 30, 2022	15.4024 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.65 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2575.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	337.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	201.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	186.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	106.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	686.7 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	737.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1150.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	500.0 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	1756.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	451.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	377.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	248.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	390.5 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	9.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
trans-Grandmarin isovalerate	COC1=CC2=C(C(O)C(OC(=O)CC(C)C)C(C)(C)O2)C2=C1C=CC(=O)O2	3635.9	Standard polar	33892256
trans-Grandmarin isovalerate	COC1=CC2=C(C(O)C(OC(=O)CC(C)C)C(C)(C)O2)C2=C1C=CC(=O)O2	2758.3	Standard non polar	33892256
trans-Grandmarin isovalerate	COC1=CC2=C(C(O)C(OC(=O)CC(C)C)C(C)(C)O2)C2=C1C=CC(=O)O2	2955.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
trans-Grandmarin isovalerate,1TMS,isomer #1	COC1=CC2=C(C3=C1C=CC(=O)O3)C(O[Si](C)(C)C)C(OC(=O)CC(C)C)C(C)(C)O2	2777.1	Semi standard non polar	33892256
trans-Grandmarin isovalerate,1TBDMS,isomer #1	COC1=CC2=C(C3=C1C=CC(=O)O3)C(O[Si](C)(C)C(C)(C)C)C(OC(=O)CC(C)C)C(C)(C)O2	3007.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Grandmarin isovalerate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bt9-9085000000-785f964002d1c591efff	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Grandmarin isovalerate GC-MS (1 TMS) - 70eV, Positive	splash10-0a4r-9002200000-28d1dab55ef740dfa6e9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Grandmarin isovalerate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Grandmarin isovalerate 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 - trans-Grandmarin isovalerate 10V, Positive-QTOF	splash10-004i-5169000000-8118d8fe224c67dea1a5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Grandmarin isovalerate 20V, Positive-QTOF	splash10-0006-9051000000-6585b6445556a39da66a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Grandmarin isovalerate 40V, Positive-QTOF	splash10-0a4u-9250000000-922340e41bf96c0cab86	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Grandmarin isovalerate 10V, Negative-QTOF	splash10-004i-2149000000-7836388a2043e94606d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Grandmarin isovalerate 20V, Negative-QTOF	splash10-0kl3-4493000000-37f1278be5079aaa4c1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Grandmarin isovalerate 40V, Negative-QTOF	splash10-0kai-9550000000-d46a76ba9daa029c9f0d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Grandmarin isovalerate 10V, Positive-QTOF	splash10-004i-1092000000-5233d1bf22703ff0a810	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Grandmarin isovalerate 20V, Positive-QTOF	splash10-0006-9040000000-35a57fb9d70094ad3354	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Grandmarin isovalerate 40V, Positive-QTOF	splash10-0006-9040000000-89d9daa191a545d519e9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Grandmarin isovalerate 10V, Negative-QTOF	splash10-004l-4379000000-886cd70280c55ea39416	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Grandmarin isovalerate 20V, Negative-QTOF	splash10-001m-9140000000-223e12b43ed014e8a6c9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Grandmarin isovalerate 40V, Negative-QTOF	splash10-00kf-9214000000-031d9c8bcbdd5c305c4d	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

FDB018528

KNApSAcK ID

C00019882

Chemspider ID

35014725

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14213973

PDB ID

Not Available

ChEBI ID

175836

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 trans-Grandmarin isovalerate (HMDB0039032)

MOL for HMDB0039032 (trans-Grandmarin isovalerate)

3D MOL for HMDB0039032 (trans-Grandmarin isovalerate)

3D SDF for HMDB0039032 (trans-Grandmarin isovalerate)

3D-SDF for HMDB0039032 (trans-Grandmarin isovalerate)

PDB for HMDB0039032 (trans-Grandmarin isovalerate)

3D PDB for HMDB0039032 (trans-Grandmarin isovalerate)

SMILES for HMDB0039032 (trans-Grandmarin isovalerate)

INCHI for HMDB0039032 (trans-Grandmarin isovalerate)

Structure for HMDB0039032 (trans-Grandmarin isovalerate)

3D Structure for HMDB0039032 (trans-Grandmarin isovalerate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra