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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:57:49 UTC

Update Date

2022-03-07 02:53:38 UTC

HMDB ID

HMDB0033250

Secondary Accession Numbers

HMDB33250

Metabolite Identification

Common Name

Grevilline C

Description

Grevilline C belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. Grevilline C has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make grevilline C a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Grevilline C.

Structure

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


  Mrv0541 05061307002D          

 26 28  0  0  0  0            999 V2000
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    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
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    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
    5.0013   -3.7125    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
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  8  1  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  2  1  0  0  0  0
  9  7  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  1  0  0  0  0
 13 11  2  0  0  0  0
 14  6  2  0  0  0  0
 15  9  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 15  2  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23 16  2  0  0  0  0
 24 17  1  0  0  0  0
 25 18  2  0  0  0  0
 26 14  1  0  0  0  0
 26 18  1  0  0  0  0
M  END

HMDB0033250
     RDKit          3D
Grevilline C
 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.1389   -4.4941    1.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6638   -3.3868    1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947   -3.1644    1.4536 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1826   -1.9175    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4919   -1.7278    0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317   -0.4796    0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441    0.6847    1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3733    1.8718    0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0930    1.9037   -0.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6147    3.1074   -0.9820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764    0.7308   -1.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9918    0.7476   -2.3856 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7456   -0.4427   -0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1893   -0.9334    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5385    0.1745    0.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645   -1.1841    0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531   -0.1903    0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0735    1.1524    0.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690    2.1371    0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1140    1.8049   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0072    2.8259   -0.7316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3271    0.4956   -0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5078    0.2130   -1.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138   -0.4786   -0.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6320   -2.3719    1.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0059   -2.6568    1.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1276   -2.5710    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039    0.7437    2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2394    2.8057    1.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1352    3.1410   -1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1544   -0.0854   -2.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8943   -1.3612   -1.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    1.4406    1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076    3.1743    0.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8325    3.7749   -0.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7240   -0.7549   -1.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310   -1.4863   -0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3719   -3.2427    1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  4 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 16 25  2  0
 25 26  1  0
 25  2  1  0
 13  6  1  0
 24 17  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 18 33  1  0
 19 34  1  0
 21 35  1  0
 23 36  1  0
 24 37  1  0
 26 38  1  0
M  END


  Mrv0541 05061307002D          

 26 28  0  0  0  0            999 V2000
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    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
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    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
    5.0013   -3.7125    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
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  8  1  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  2  1  0  0  0  0
  9  7  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  1  0  0  0  0
 13 11  2  0  0  0  0
 14  6  2  0  0  0  0
 15  9  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 15  2  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 22 13  1  0  0  0  0
 23 16  2  0  0  0  0
 24 17  1  0  0  0  0
 25 18  2  0  0  0  0
 26 14  1  0  0  0  0
 26 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033250

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(O)C=C(\C=C2\OC(=O)C(O)=C(C2=O)C2=CC(O)=C(O)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H12O8/c19-10-3-1-8(5-12(10)21)6-14-16(23)15(17(24)18(25)26-14)9-2-4-11(20)13(22)7-9/h1-7,19-22,24H/b14-6+

> <INCHI_KEY>
TXXYFFLNPXAMTR-MKMNVTDBSA-N

> <FORMULA>
C18H12O8

> <MOLECULAR_WEIGHT>
356.2831

> <EXACT_MASS>
356.05321736

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
33.49566640867108

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E)-4-(3,4-dihydroxyphenyl)-6-[(3,4-dihydroxyphenyl)methylidene]-3-hydroxy-5,6-dihydro-2H-pyran-2,5-dione

> <ALOGPS_LOGP>
2.18

> <JCHEM_LOGP>
2.432159655333333

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.637051083291542

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.665938449156294

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7162767532064906

> <JCHEM_POLAR_SURFACE_AREA>
144.52

> <JCHEM_REFRACTIVITY>
91.39259999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E)-4-(3,4-dihydroxyphenyl)-6-[(3,4-dihydroxyphenyl)methylidene]-3-hydroxypyran-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033250
     RDKit          3D
Grevilline C
 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.1389   -4.4941    1.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6638   -3.3868    1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947   -3.1644    1.4536 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1826   -1.9175    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4919   -1.7278    0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317   -0.4796    0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441    0.6847    1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3733    1.8718    0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0930    1.9037   -0.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6147    3.1074   -0.9820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764    0.7308   -1.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9918    0.7476   -2.3856 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7456   -0.4427   -0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1893   -0.9334    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5385    0.1745    0.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645   -1.1841    0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531   -0.1903    0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0735    1.1524    0.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690    2.1371    0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1140    1.8049   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0072    2.8259   -0.7316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3271    0.4956   -0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5078    0.2130   -1.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138   -0.4786   -0.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6320   -2.3719    1.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0059   -2.6568    1.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1276   -2.5710    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039    0.7437    2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2394    2.8057    1.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1352    3.1410   -1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1544   -0.0854   -2.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8943   -1.3612   -1.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    1.4406    1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076    3.1743    0.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8325    3.7749   -0.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7240   -0.7549   -1.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310   -1.4863   -0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3719   -3.2427    1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  4 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 16 25  2  0
 25 26  1  0
 25  2  1  0
 13  6  1  0
 24 17  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 18 33  1  0
 19 34  1  0
 21 35  1  0
 23 36  1  0
 24 37  1  0
 26 38  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      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -6.930   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       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.337  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
CONECT    1    3    8                                                       
CONECT    2    4    9                                                       
CONECT    3    1   10                                                       
CONECT    4    2   11                                                       
CONECT    5    8   12                                                       
CONECT    6    8   14                                                       
CONECT    7    9   13                                                       
CONECT    8    1    5    6                                                  
CONECT    9    2    7   15                                                  
CONECT   10    3   12   19                                                  
CONECT   11    4   13   20                                                  
CONECT   12    5   10   21                                                  
CONECT   13    7   11   22                                                  
CONECT   14    6   16   26                                                  
CONECT   15    9   16   17                                                  
CONECT   16   14   15   23                                                  
CONECT   17   15   18   24                                                  
CONECT   18   17   25   26                                                  
CONECT   19   10                                                            
CONECT   20   11                                                            
CONECT   21   12                                                            
CONECT   22   13                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   18                                                            
CONECT   26   14   18                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0033250
HETATM    1  O1  UNL     1      -1.139  -4.494   1.931  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.664  -3.387   1.522  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.695  -3.164   1.454  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.183  -1.918   0.993  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.492  -1.728   0.932  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.032  -0.480   0.481  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.844   0.685   1.178  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.373   1.872   0.685  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.093   1.904  -0.507  1.00  0.00           C  
HETATM   10  O3  UNL     1       4.615   3.107  -0.982  1.00  0.00           O  
HETATM   11  C8  UNL     1       4.276   0.731  -1.198  1.00  0.00           C  
HETATM   12  O4  UNL     1       4.992   0.748  -2.386  1.00  0.00           O  
HETATM   13  C9  UNL     1       3.746  -0.443  -0.699  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.189  -0.933   0.611  1.00  0.00           C  
HETATM   15  O5  UNL     1       0.539   0.174   0.193  1.00  0.00           O  
HETATM   16  C11 UNL     1      -1.264  -1.184   0.690  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.253  -0.190   0.303  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.074   1.152   0.615  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.969   2.137   0.279  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.114   1.805  -0.403  1.00  0.00           C  
HETATM   21  O6  UNL     1      -5.007   2.826  -0.732  1.00  0.00           O  
HETATM   22  C16 UNL     1      -4.327   0.496  -0.729  1.00  0.00           C  
HETATM   23  O7  UNL     1      -5.508   0.213  -1.424  1.00  0.00           O  
HETATM   24  C17 UNL     1      -3.414  -0.479  -0.382  1.00  0.00           C  
HETATM   25  C18 UNL     1      -1.632  -2.372   1.131  1.00  0.00           C  
HETATM   26  O8  UNL     1      -3.006  -2.657   1.224  1.00  0.00           O  
HETATM   27  H1  UNL     1       3.128  -2.571   1.241  1.00  0.00           H  
HETATM   28  H2  UNL     1       2.304   0.744   2.126  1.00  0.00           H  
HETATM   29  H3  UNL     1       3.239   2.806   1.214  1.00  0.00           H  
HETATM   30  H4  UNL     1       5.135   3.141  -1.841  1.00  0.00           H  
HETATM   31  H5  UNL     1       5.154  -0.085  -2.930  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.894  -1.361  -1.247  1.00  0.00           H  
HETATM   33  H7  UNL     1      -1.185   1.441   1.150  1.00  0.00           H  
HETATM   34  H8  UNL     1      -2.808   3.174   0.534  1.00  0.00           H  
HETATM   35  H9  UNL     1      -4.832   3.775  -0.483  1.00  0.00           H  
HETATM   36  H10 UNL     1      -5.724  -0.755  -1.695  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.631  -1.486  -0.667  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.372  -3.243   1.964  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   25
CONECT    3    4
CONECT    4    5    5   14
CONECT    5    6   27
CONECT    6    7    7   13
CONECT    7    8   28
CONECT    8    9    9   29
CONECT    9   10   11
CONECT   10   30
CONECT   11   12   13   13
CONECT   12   31
CONECT   13   32
CONECT   14   15   15   16
CONECT   16   17   25   25
CONECT   17   18   18   24
CONECT   18   19   33
CONECT   19   20   20   34
CONECT   20   21   22
CONECT   21   35
CONECT   22   23   24   24
CONECT   23   36
CONECT   24   37
CONECT   25   26
CONECT   26   38
END

HMDB0033250
     RDKit          3D
Grevilline C
 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.1389   -4.4941    1.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6638   -3.3868    1.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947   -3.1644    1.4536 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1826   -1.9175    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4919   -1.7278    0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317   -0.4796    0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441    0.6847    1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3733    1.8718    0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0930    1.9037   -0.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6147    3.1074   -0.9820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764    0.7308   -1.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9918    0.7476   -2.3856 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7456   -0.4427   -0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1893   -0.9334    0.6115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5385    0.1745    0.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645   -1.1841    0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531   -0.1903    0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0735    1.1524    0.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690    2.1371    0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1140    1.8049   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0072    2.8259   -0.7316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3271    0.4956   -0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5078    0.2130   -1.4237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138   -0.4786   -0.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6320   -2.3719    1.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0059   -2.6568    1.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1276   -2.5710    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039    0.7437    2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2394    2.8057    1.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1352    3.1410   -1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1544   -0.0854   -2.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8943   -1.3612   -1.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    1.4406    1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076    3.1743    0.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8325    3.7749   -0.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7240   -0.7549   -1.6947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310   -1.4863   -0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3719   -3.2427    1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  4 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 16 25  2  0
 25 26  1  0
 25  2  1  0
 13  6  1  0
 24 17  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 18 33  1  0
 19 34  1  0
 21 35  1  0
 23 36  1  0
 24 37  1  0
 26 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₂O₈

Average Molecular Weight

356.2831

Monoisotopic Molecular Weight

356.05321736

IUPAC Name

(6E)-4-(3,4-dihydroxyphenyl)-6-[(3,4-dihydroxyphenyl)methylidene]-3-hydroxy-5,6-dihydro-2H-pyran-2,5-dione

Traditional Name

(6E)-4-(3,4-dihydroxyphenyl)-6-[(3,4-dihydroxyphenyl)methylidene]-3-hydroxypyran-2,5-dione

CAS Registry Number

41744-34-7

SMILES

OC1=C(O)C=C(\C=C2\OC(=O)C(O)=C(C2=O)C2=CC(O)=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C18H12O8/c19-10-3-1-8(5-12(10)21)6-14-16(23)15(17(24)18(25)26-14)9-2-4-11(20)13(22)7-9/h1-7,19-22,24H/b14-6+

InChI Key

TXXYFFLNPXAMTR-MKMNVTDBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Dihydropyranone
Monocyclic benzene moiety
Pyran
Enol ester
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Cyclic ketone
Ketone
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Enol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033250)
Cytoplasm (HMDB: HMDB0033250)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033250)

Source

Exogenous

Exogenous (HMDB: HMDB0033250)

Food

Food (HMDB: HMDB0033250)

Plant (HMDB: HMDB0033250)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033250)

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.056 g/L	ALOGPS
logP	2.18	ALOGPS
logP	2.43	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.67	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.52 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.39 m³·mol⁻¹	ChemAxon
Polarizability	33.5 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
DeepCCS	[M+H]+	181.81	30932474
DeepCCS	[M-H]-	179.452	30932474
DeepCCS	[M-2H]-	213.166	30932474
DeepCCS	[M+Na]+	188.218	30932474
AllCCS	[M+H]+	183.1	32859911
AllCCS	[M+H-H2O]+	179.8	32859911
AllCCS	[M+NH4]+	186.1	32859911
AllCCS	[M+Na]+	187.0	32859911
AllCCS	[M-H]-	179.8	32859911
AllCCS	[M+Na-2H]-	179.4	32859911
AllCCS	[M+HCOO]-	179.1	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.	5.74 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1776 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.61 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1474.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	208.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	97.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	131.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	79.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	591.8 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	374.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	218.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	774.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	353.6 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	1289.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	264.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	341.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	484.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	167.5 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	296.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Grevilline C	OC1=C(O)C=C(\C=C2\OC(=O)C(O)=C(C2=O)C2=CC(O)=C(O)C=C2)C=C1	6013.6	Standard polar	33892256
Grevilline C	OC1=C(O)C=C(\C=C2\OC(=O)C(O)=C(C2=O)C2=CC(O)=C(O)C=C2)C=C1	3445.3	Standard non polar	33892256
Grevilline C	OC1=C(O)C=C(\C=C2\OC(=O)C(O)=C(C2=O)C2=CC(O)=C(O)C=C2)C=C1	3594.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Grevilline C,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O)C(O)=C3)C2=O)C=C1O	3640.9	Semi standard non polar	33892256
Grevilline C,1TMS,isomer #2	C[Si](C)(C)OC1=CC(/C=C2/OC(=O)C(O)=C(C3=CC=C(O)C(O)=C3)C2=O)=CC=C1O	3623.4	Semi standard non polar	33892256
Grevilline C,1TMS,isomer #3	C[Si](C)(C)OC1=C(C2=CC=C(O)C(O)=C2)C(=O)/C(=C\C2=CC=C(O)C(O)=C2)OC1=O	3560.5	Semi standard non polar	33892256
Grevilline C,1TMS,isomer #4	C[Si](C)(C)OC1=CC(C2=C(O)C(=O)O/C(=C/C3=CC=C(O)C(O)=C3)C2=O)=CC=C1O	3632.0	Semi standard non polar	33892256
Grevilline C,1TMS,isomer #5	C[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)O/C(=C/C3=CC=C(O)C(O)=C3)C2=O)C=C1O	3634.3	Semi standard non polar	33892256
Grevilline C,2TMS,isomer #1	C[Si](C)(C)OC1=C(C2=CC=C(O)C(O)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C)C(O)=C2)OC1=O	3487.7	Semi standard non polar	33892256
Grevilline C,2TMS,isomer #10	C[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)O/C(=C/C3=CC=C(O)C(O)=C3)C2=O)C=C1O[Si](C)(C)C	3563.8	Semi standard non polar	33892256
Grevilline C,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O[Si](C)(C)C)C(O)=C3)C2=O)C=C1O	3685.2	Semi standard non polar	33892256
Grevilline C,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O)C(O[Si](C)(C)C)=C3)C2=O)C=C1O	3679.4	Semi standard non polar	33892256
Grevilline C,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O)C(O)=C3)C2=O)C=C1O[Si](C)(C)C	3562.6	Semi standard non polar	33892256
Grevilline C,2TMS,isomer #5	C[Si](C)(C)OC1=C(C2=CC=C(O)C(O)=C2)C(=O)/C(=C\C2=CC=C(O)C(O[Si](C)(C)C)=C2)OC1=O	3481.5	Semi standard non polar	33892256
Grevilline C,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)O/C(=C/C3=CC=C(O)C(O[Si](C)(C)C)=C3)C2=O)C=C1O	3685.0	Semi standard non polar	33892256
Grevilline C,2TMS,isomer #7	C[Si](C)(C)OC1=CC(/C=C2/OC(=O)C(O)=C(C3=CC=C(O)C(O[Si](C)(C)C)=C3)C2=O)=CC=C1O	3675.4	Semi standard non polar	33892256
Grevilline C,2TMS,isomer #8	C[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C)C(O)=C2)C(=O)/C(=C\C2=CC=C(O)C(O)=C2)OC1=O	3474.1	Semi standard non polar	33892256
Grevilline C,2TMS,isomer #9	C[Si](C)(C)OC1=C(C2=CC=C(O)C(O[Si](C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O)C(O)=C2)OC1=O	3469.8	Semi standard non polar	33892256
Grevilline C,3TMS,isomer #1	C[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C)C(O)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C)C(O)=C2)OC1=O	3524.3	Semi standard non polar	33892256
Grevilline C,3TMS,isomer #10	C[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O)C(O)=C2)OC1=O	3413.5	Semi standard non polar	33892256
Grevilline C,3TMS,isomer #2	C[Si](C)(C)OC1=C(C2=CC=C(O)C(O[Si](C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C)C(O)=C2)OC1=O	3517.1	Semi standard non polar	33892256
Grevilline C,3TMS,isomer #3	C[Si](C)(C)OC1=C(C2=CC=C(O)C(O)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC1=O	3432.9	Semi standard non polar	33892256
Grevilline C,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)C2=O)C=C1O	3602.0	Semi standard non polar	33892256
Grevilline C,3TMS,isomer #5	C[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)O/C(=C/C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)C2=O)C=C1O	3621.0	Semi standard non polar	33892256
Grevilline C,3TMS,isomer #6	C[Si](C)(C)OC1=CC(C2=C(O)C(=O)O/C(=C/C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)C2=O)=CC=C1O	3596.6	Semi standard non polar	33892256
Grevilline C,3TMS,isomer #7	C[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C)C(O)=C2)C(=O)/C(=C\C2=CC=C(O)C(O[Si](C)(C)C)=C2)OC1=O	3510.0	Semi standard non polar	33892256
Grevilline C,3TMS,isomer #8	C[Si](C)(C)OC1=C(C2=CC=C(O)C(O[Si](C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O)C(O[Si](C)(C)C)=C2)OC1=O	3501.2	Semi standard non polar	33892256
Grevilline C,3TMS,isomer #9	C[Si](C)(C)OC1=CC(/C=C2/OC(=O)C(O)=C(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)C2=O)=CC=C1O	3593.3	Semi standard non polar	33892256
Grevilline C,4TMS,isomer #1	C[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C)C(O)=C2)OC1=O	3500.1	Semi standard non polar	33892256
Grevilline C,4TMS,isomer #2	C[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C)C(O)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC1=O	3489.4	Semi standard non polar	33892256
Grevilline C,4TMS,isomer #3	C[Si](C)(C)OC1=C(C2=CC=C(O)C(O[Si](C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC1=O	3476.5	Semi standard non polar	33892256
Grevilline C,4TMS,isomer #4	C[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)C2=O)C=C1O[Si](C)(C)C	3510.8	Semi standard non polar	33892256
Grevilline C,4TMS,isomer #5	C[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O)C(O[Si](C)(C)C)=C2)OC1=O	3486.5	Semi standard non polar	33892256
Grevilline C,5TMS,isomer #1	C[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC1=O	3494.6	Semi standard non polar	33892256
Grevilline C,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O)C(O)=C3)C2=O)C=C1O	3947.2	Semi standard non polar	33892256
Grevilline C,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(/C=C2/OC(=O)C(O)=C(C3=CC=C(O)C(O)=C3)C2=O)=CC=C1O	3948.6	Semi standard non polar	33892256
Grevilline C,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O)C(O)=C2)C(=O)/C(=C\C2=CC=C(O)C(O)=C2)OC1=O	3907.8	Semi standard non polar	33892256
Grevilline C,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O)C(=O)O/C(=C/C3=CC=C(O)C(O)=C3)C2=O)=CC=C1O	3936.5	Semi standard non polar	33892256
Grevilline C,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)O/C(=C/C3=CC=C(O)C(O)=C3)C2=O)C=C1O	3940.9	Semi standard non polar	33892256
Grevilline C,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O)C(O)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)OC1=O	4114.4	Semi standard non polar	33892256
Grevilline C,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)O/C(=C/C3=CC=C(O)C(O)=C3)C2=O)C=C1O[Si](C)(C)C(C)(C)C	4118.2	Semi standard non polar	33892256
Grevilline C,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)C2=O)C=C1O	4220.4	Semi standard non polar	33892256
Grevilline C,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)C2=O)C=C1O	4221.6	Semi standard non polar	33892256
Grevilline C,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O)C(O)=C3)C2=O)C=C1O[Si](C)(C)C(C)(C)C	4118.2	Semi standard non polar	33892256
Grevilline C,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O)C(O)=C2)C(=O)/C(=C\C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)OC1=O	4109.1	Semi standard non polar	33892256
Grevilline C,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)O/C(=C/C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)C2=O)C=C1O	4222.7	Semi standard non polar	33892256
Grevilline C,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(/C=C2/OC(=O)C(O)=C(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)C2=O)=CC=C1O	4229.9	Semi standard non polar	33892256
Grevilline C,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(=O)/C(=C\C2=CC=C(O)C(O)=C2)OC1=O	4101.2	Semi standard non polar	33892256
Grevilline C,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O)C(O)=C2)OC1=O	4085.7	Semi standard non polar	33892256
Grevilline C,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)OC1=O	4391.3	Semi standard non polar	33892256
Grevilline C,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O)C(O)=C2)OC1=O	4207.8	Semi standard non polar	33892256
Grevilline C,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)OC1=O	4379.2	Semi standard non polar	33892256
Grevilline C,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O)C(O)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)OC1=O	4252.5	Semi standard non polar	33892256
Grevilline C,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)C2=O)C=C1O	4406.7	Semi standard non polar	33892256
Grevilline C,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=C(O)C(=O)O/C(=C/C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)C2=O)C=C1O	4437.0	Semi standard non polar	33892256
Grevilline C,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC(C2=C(O)C(=O)O/C(=C/C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)C2=O)=CC=C1O	4423.9	Semi standard non polar	33892256
Grevilline C,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(=O)/C(=C\C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)OC1=O	4411.8	Semi standard non polar	33892256
Grevilline C,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)OC1=O	4380.8	Semi standard non polar	33892256
Grevilline C,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(/C=C2/OC(=O)C(O)=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)C2=O)=CC=C1O	4406.0	Semi standard non polar	33892256
Grevilline C,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)OC1=O	4474.3	Semi standard non polar	33892256
Grevilline C,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)OC1=O	4527.7	Semi standard non polar	33892256
Grevilline C,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)OC1=O	4493.5	Semi standard non polar	33892256
Grevilline C,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2/OC(=O)C(O)=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)C2=O)C=C1O[Si](C)(C)C(C)(C)C	4560.6	Semi standard non polar	33892256
Grevilline C,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)/C(=C\C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)OC1=O	4486.0	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 - Grevilline C GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0925000000-95a13bd8967527894b1e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Grevilline C GC-MS (4 TMS) - 70eV, Positive	splash10-0ukc-4089078000-e2cb18230262a6fb5f92	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Grevilline C 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 - Grevilline C 10V, Positive-QTOF	splash10-0a4i-0229000000-1e0f145aa8ff95fc6ffa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grevilline C 20V, Positive-QTOF	splash10-0aei-0849000000-974e1125184d5e0fac65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grevilline C 40V, Positive-QTOF	splash10-0040-3900000000-67e8c8dabb8357be5c8c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grevilline C 10V, Negative-QTOF	splash10-0bt9-0229000000-5691d500fb1b71283c5d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grevilline C 20V, Negative-QTOF	splash10-0bwa-0968000000-34a6b725d5d5befd82c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grevilline C 40V, Negative-QTOF	splash10-01yk-0910000000-88ff7d4d0af5532674d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grevilline C 10V, Positive-QTOF	splash10-0a4i-0009000000-131bd73012911c56ccac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grevilline C 20V, Positive-QTOF	splash10-0a4i-0129000000-bf7c6822b01c2ff881ff	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grevilline C 40V, Positive-QTOF	splash10-0f92-1892000000-a3c3239fe0d22d13c708	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grevilline C 10V, Negative-QTOF	splash10-0a4i-0009000000-8ad19c4fdfe860f47082	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grevilline C 20V, Negative-QTOF	splash10-0a4i-0259000000-e98ae57babee3a0cb35b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grevilline C 40V, Negative-QTOF	splash10-007k-0982000000-e0a64c51a8e44df65452	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB011270

KNApSAcK ID

Not Available

Chemspider ID

29741556

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1834201

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 Grevilline C (HMDB0033250)

MOL for HMDB0033250 (Grevilline C)

3D MOL for HMDB0033250 (Grevilline C)

3D SDF for HMDB0033250 (Grevilline C)

3D-SDF for HMDB0033250 (Grevilline C)

PDB for HMDB0033250 (Grevilline C)

3D PDB for HMDB0033250 (Grevilline C)

SMILES for HMDB0033250 (Grevilline C)

INCHI for HMDB0033250 (Grevilline C)

Structure for HMDB0033250 (Grevilline C)

3D Structure for HMDB0033250 (Grevilline C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra