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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:28:27 UTC

Update Date

2022-03-07 02:54:31 UTC

HMDB ID

HMDB0035479

Secondary Accession Numbers

HMDB35479

Metabolite Identification

Common Name

Isolicopyranocoumarin

Description

Isolicopyranocoumarin belongs to the class of organic compounds known as hydroxyisoflavonoids. These are organic compounds containing an isoflavonoid skeleton carrying one or more hydroxyl groups. Isolicopyranocoumarin has been detected, but not quantified in, herbs and spices. This could make isolicopyranocoumarin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isolicopyranocoumarin.

Structure

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


  Mrv0541 05061308292D          

 28 31  0  0  0  0            999 V2000
   -1.5269    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966    0.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    4.2868    3.3000    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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    2.1434    2.0625    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
    5.0013    2.0625    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
    0.7145    1.2375    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    2.4750    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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 10  4  1  0  0  0  0
 10  6  2  0  0  0  0
 11  5  1  0  0  0  0
 12  7  2  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  6  1  0  0  0  0
 15 11  2  0  0  0  0
 16  9  2  0  0  0  0
 16 13  1  0  0  0  0
 17  9  1  0  0  0  0
 17 14  2  0  0  0  0
 18  8  1  0  0  0  0
 19 13  2  0  0  0  0
 19 14  1  0  0  0  0
 20 12  1  0  0  0  0
 21  1  1  0  0  0  0
 21  2  1  0  0  0  0
 21 18  1  0  0  0  0
 22 10  1  0  0  0  0
 23 15  1  0  0  0  0
 24 18  1  0  0  0  0
 25 20  2  0  0  0  0
 26  3  1  0  0  0  0
 26 19  1  0  0  0  0
 27 16  1  0  0  0  0
 27 20  1  0  0  0  0
 28 17  1  0  0  0  0
 28 21  1  0  0  0  0
M  END

HMDB0035479
     RDKit          3D
Isolicopyranocoumarin
 48 51  0  0  0  0  0  0  0  0999 V2000
    0.1598    2.9383   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909    1.6921   -1.1142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927    0.6179   -0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8340    0.4397   -0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2695   -0.5936    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3426   -1.4704    1.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0011   -1.2892    1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8564   -2.1392    1.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279   -1.9816    1.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597   -2.7873    1.8455 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6497   -0.9791    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0582   -0.7697    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9717   -0.5759    1.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3181   -0.3280    1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7104   -0.2826   -0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0312   -0.0394   -0.5992 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7968   -0.4763   -1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568   -0.7231   -1.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6136   -0.9071   -2.1099 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -0.0854   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4078   -0.2418    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6211   -0.7194    0.9589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5697   -0.3224   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9688   -1.5842   -0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8393    0.1913    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624    0.6846   -0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0603    1.6642   -1.2352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098    1.3897   -0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8326    3.4601   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4868    2.7757    0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123    3.4849   -1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728   -2.2765    1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -0.6020    2.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0382   -0.1652    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3480    0.9178   -0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1611   -0.4352   -2.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391   -1.1119   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985    0.7471   -0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9708   -2.4468   -0.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9446   -1.4150   -1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1588   -1.7511   -1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3970    0.7397   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5813    0.7850    1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754   -0.6538    0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8491    0.1829   -1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9600    2.3913   -0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4125    1.8841   -1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0361    2.1669    0.1754 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  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 11 20  2  0
 20 21  1  0
  5 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 21  3  1  0
 28  4  1  0
 21  7  2  0
 18 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 24 39  1  0
 24 40  1  0
 24 41  1  0
 25 42  1  0
 25 43  1  0
 25 44  1  0
 26 45  1  0
 27 46  1  0
 28 47  1  0
 28 48  1  0
M  END


  Mrv0541 05061308292D          

 28 31  0  0  0  0            999 V2000
   -1.5269    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966    0.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    4.2868    3.3000    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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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
    2.1434    2.0625    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
    5.0013    2.0625    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
    0.7145    1.2375    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    2.4750    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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 10  4  1  0  0  0  0
 10  6  2  0  0  0  0
 11  5  1  0  0  0  0
 12  7  2  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  6  1  0  0  0  0
 15 11  2  0  0  0  0
 16  9  2  0  0  0  0
 16 13  1  0  0  0  0
 17  9  1  0  0  0  0
 17 14  2  0  0  0  0
 18  8  1  0  0  0  0
 19 13  2  0  0  0  0
 19 14  1  0  0  0  0
 20 12  1  0  0  0  0
 21  1  1  0  0  0  0
 21  2  1  0  0  0  0
 21 18  1  0  0  0  0
 22 10  1  0  0  0  0
 23 15  1  0  0  0  0
 24 18  1  0  0  0  0
 25 20  2  0  0  0  0
 26  3  1  0  0  0  0
 26 19  1  0  0  0  0
 27 16  1  0  0  0  0
 27 20  1  0  0  0  0
 28 17  1  0  0  0  0
 28 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035479

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C=C(C(=O)OC2=CC2=C1CC(O)C(C)(C)O2)C1=C(O)C=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O7/c1-21(2)18(24)8-14-17(28-21)9-16-13(19(14)26-3)7-12(20(25)27-16)11-5-4-10(22)6-15(11)23/h4-7,9,18,22-24H,8H2,1-3H3

> <INCHI_KEY>
JHGBGRLHQJNGPN-UHFFFAOYSA-N

> <FORMULA>
C21H20O7

> <MOLECULAR_WEIGHT>
384.3793

> <EXACT_MASS>
384.120902994

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
39.8743661651301

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8,8-dimethyl-2H,6H,7H,8H-pyrano[3,2-g]chromen-2-one

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
2.635679493333333

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.89875088417962

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.49276186936875

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3347026096056167

> <JCHEM_POLAR_SURFACE_AREA>
105.45

> <JCHEM_REFRACTIVITY>
101.21799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8,8-dimethyl-6H,7H-pyrano[3,2-g]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035479
     RDKit          3D
Isolicopyranocoumarin
 48 51  0  0  0  0  0  0  0  0999 V2000
    0.1598    2.9383   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909    1.6921   -1.1142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927    0.6179   -0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8340    0.4397   -0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2695   -0.5936    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3426   -1.4704    1.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0011   -1.2892    1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8564   -2.1392    1.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279   -1.9816    1.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597   -2.7873    1.8455 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6497   -0.9791    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0582   -0.7697    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9717   -0.5759    1.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3181   -0.3280    1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7104   -0.2826   -0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0312   -0.0394   -0.5992 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7968   -0.4763   -1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568   -0.7231   -1.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6136   -0.9071   -2.1099 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -0.0854   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4078   -0.2418    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6211   -0.7194    0.9589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5697   -0.3224   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9688   -1.5842   -0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8393    0.1913    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624    0.6846   -0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0603    1.6642   -1.2352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098    1.3897   -0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8326    3.4601   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4868    2.7757    0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123    3.4849   -1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728   -2.2765    1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -0.6020    2.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0382   -0.1652    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3480    0.9178   -0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1611   -0.4352   -2.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391   -1.1119   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985    0.7471   -0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9708   -2.4468   -0.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9446   -1.4150   -1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1588   -1.7511   -1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3970    0.7397   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5813    0.7850    1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754   -0.6538    0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8491    0.1829   -1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9600    2.3913   -0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4125    1.8841   -1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0361    2.1669    0.1754 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  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 11 20  2  0
 20 21  1  0
  5 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 21  3  1  0
 28  4  1  0
 21  7  2  0
 18 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 24 39  1  0
 24 40  1  0
 24 41  1  0
 25 42  1  0
 25 43  1  0
 25 44  1  0
 26 45  1  0
 27 46  1  0
 28 47  1  0
 28 48  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      -2.850   2.577   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.860   0.863   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   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       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   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      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.336   2.310   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       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   21                                                            
CONECT    3   26                                                            
CONECT    4    5   10                                                       
CONECT    5    4   11                                                       
CONECT    6   10   15                                                       
CONECT    7   12   13                                                       
CONECT    8   14   18                                                       
CONECT    9   16   17                                                       
CONECT   10    4    6   22                                                  
CONECT   11    5   12   15                                                  
CONECT   12    7   11   20                                                  
CONECT   13    7   16   19                                                  
CONECT   14    8   17   19                                                  
CONECT   15    6   11   23                                                  
CONECT   16    9   13   27                                                  
CONECT   17    9   14   28                                                  
CONECT   18    8   21   24                                                  
CONECT   19   13   14   26                                                  
CONECT   20   12   25   27                                                  
CONECT   21    1    2   18   28                                             
CONECT   22   10                                                            
CONECT   23   15                                                            
CONECT   24   18                                                            
CONECT   25   20                                                            
CONECT   26    3   19                                                       
CONECT   27   16   20                                                       
CONECT   28   17   21                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0035479
HETATM    1  C1  UNL     1       0.160   2.938  -0.457  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.091   1.692  -1.114  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.493   0.618  -0.297  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.834   0.440  -0.042  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.269  -0.594   0.746  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.343  -1.470   1.295  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.001  -1.289   1.039  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.856  -2.139   1.576  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.128  -1.982   1.339  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.960  -2.787   1.846  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.650  -0.979   0.556  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.058  -0.770   0.297  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.972  -0.576   1.303  1.00  0.00           C  
HETATM   14  C11 UNL     1       6.318  -0.328   1.035  1.00  0.00           C  
HETATM   15  C12 UNL     1       6.710  -0.283  -0.273  1.00  0.00           C  
HETATM   16  O4  UNL     1       8.031  -0.039  -0.599  1.00  0.00           O  
HETATM   17  C13 UNL     1       5.797  -0.476  -1.279  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.457  -0.723  -1.028  1.00  0.00           C  
HETATM   19  O5  UNL     1       3.614  -0.907  -2.110  1.00  0.00           O  
HETATM   20  C15 UNL     1       1.742  -0.085  -0.004  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.408  -0.242   0.241  1.00  0.00           C  
HETATM   22  O6  UNL     1      -3.621  -0.719   0.959  1.00  0.00           O  
HETATM   23  C17 UNL     1      -4.570  -0.322  -0.006  1.00  0.00           C  
HETATM   24  C18 UNL     1      -4.969  -1.584  -0.775  1.00  0.00           C  
HETATM   25  C19 UNL     1      -5.839   0.191   0.635  1.00  0.00           C  
HETATM   26  C20 UNL     1      -4.062   0.685  -0.998  1.00  0.00           C  
HETATM   27  O7  UNL     1      -5.060   1.664  -1.235  1.00  0.00           O  
HETATM   28  C21 UNL     1      -2.810   1.390  -0.599  1.00  0.00           C  
HETATM   29  H1  UNL     1      -0.833   3.460  -0.451  1.00  0.00           H  
HETATM   30  H2  UNL     1       0.487   2.776   0.581  1.00  0.00           H  
HETATM   31  H3  UNL     1       0.912   3.485  -1.036  1.00  0.00           H  
HETATM   32  H4  UNL     1      -1.673  -2.277   1.910  1.00  0.00           H  
HETATM   33  H5  UNL     1       4.707  -0.602   2.347  1.00  0.00           H  
HETATM   34  H6  UNL     1       7.038  -0.165   1.853  1.00  0.00           H  
HETATM   35  H7  UNL     1       8.348   0.918  -0.739  1.00  0.00           H  
HETATM   36  H8  UNL     1       6.161  -0.435  -2.317  1.00  0.00           H  
HETATM   37  H9  UNL     1       2.639  -1.112  -1.997  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.099   0.747  -0.634  1.00  0.00           H  
HETATM   39  H11 UNL     1      -4.971  -2.447  -0.090  1.00  0.00           H  
HETATM   40  H12 UNL     1      -5.945  -1.415  -1.280  1.00  0.00           H  
HETATM   41  H13 UNL     1      -4.159  -1.751  -1.525  1.00  0.00           H  
HETATM   42  H14 UNL     1      -6.397   0.740  -0.151  1.00  0.00           H  
HETATM   43  H15 UNL     1      -5.581   0.785   1.520  1.00  0.00           H  
HETATM   44  H16 UNL     1      -6.475  -0.654   0.946  1.00  0.00           H  
HETATM   45  H17 UNL     1      -3.849   0.183  -1.983  1.00  0.00           H  
HETATM   46  H18 UNL     1      -4.960   2.391  -0.561  1.00  0.00           H  
HETATM   47  H19 UNL     1      -2.412   1.884  -1.530  1.00  0.00           H  
HETATM   48  H20 UNL     1      -3.036   2.167   0.175  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   28
CONECT    5    6    6   22
CONECT    6    7   32
CONECT    7    8   21   21
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   20   20
CONECT   12   13   13   18
CONECT   13   14   33
CONECT   14   15   15   34
CONECT   15   16   17
CONECT   16   35
CONECT   17   18   18   36
CONECT   18   19
CONECT   19   37
CONECT   20   21   38
CONECT   22   23
CONECT   23   24   25   26
CONECT   24   39   40   41
CONECT   25   42   43   44
CONECT   26   27   28   45
CONECT   27   46
CONECT   28   47   48
END

HMDB0035479
     RDKit          3D
Isolicopyranocoumarin
 48 51  0  0  0  0  0  0  0  0999 V2000
    0.1598    2.9383   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0909    1.6921   -1.1142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927    0.6179   -0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8340    0.4397   -0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2695   -0.5936    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3426   -1.4704    1.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0011   -1.2892    1.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8564   -2.1392    1.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279   -1.9816    1.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597   -2.7873    1.8455 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6497   -0.9791    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0582   -0.7697    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9717   -0.5759    1.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3181   -0.3280    1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7104   -0.2826   -0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0312   -0.0394   -0.5992 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7968   -0.4763   -1.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568   -0.7231   -1.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6136   -0.9071   -2.1099 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -0.0854   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4078   -0.2418    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6211   -0.7194    0.9589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5697   -0.3224   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9688   -1.5842   -0.7749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8393    0.1913    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624    0.6846   -0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0603    1.6642   -1.2352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098    1.3897   -0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8326    3.4601   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4868    2.7757    0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123    3.4849   -1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728   -2.2765    1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -0.6020    2.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0382   -0.1652    1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3480    0.9178   -0.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1611   -0.4352   -2.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391   -1.1119   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985    0.7471   -0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9708   -2.4468   -0.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9446   -1.4150   -1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1588   -1.7511   -1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3970    0.7397   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5813    0.7850    1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754   -0.6538    0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8491    0.1829   -1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9600    2.3913   -0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4125    1.8841   -1.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0361    2.1669    0.1754 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  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 11 20  2  0
 20 21  1  0
  5 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 21  3  1  0
 28  4  1  0
 21  7  2  0
 18 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 24 39  1  0
 24 40  1  0
 24 41  1  0
 25 42  1  0
 25 43  1  0
 25 44  1  0
 26 45  1  0
 27 46  1  0
 28 47  1  0
 28 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀O₇

Average Molecular Weight

384.3793

Monoisotopic Molecular Weight

384.120902994

IUPAC Name

3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8,8-dimethyl-2H,6H,7H,8H-pyrano[3,2-g]chromen-2-one

Traditional Name

3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8,8-dimethyl-6H,7H-pyrano[3,2-g]chromen-2-one

CAS Registry Number

197303-94-9

SMILES

COC1=C2C=C(C(=O)OC2=CC2=C1CC(O)C(C)(C)O2)C1=C(O)C=C(O)C=C1

InChI Identifier

InChI=1S/C21H20O7/c1-21(2)18(24)8-14-17(28-21)9-16-13(19(14)26-3)7-12(20(25)27-16)11-5-4-10(22)6-15(11)23/h4-7,9,18,22-24H,8H2,1-3H3

InChI Key

JHGBGRLHQJNGPN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyisoflavonoids. These are organic compounds containing an isoflavonoid skeleton carrying one or more hydroxyl groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Hydroxyisoflavonoids

Direct Parent

Hydroxyisoflavonoids

Alternative Parents

Substituents

Isoflav-3-enone skeleton
Hydroxyisoflavonoid
Pyranocoumarin
Linear pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Coumarin
Chromane
Benzopyran
1-benzopyran
Resorcinol
Anisole
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Pyranone
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0035479)

Cellular substructure

Membrane (HMDB: HMDB0035479)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035479)

Source

Exogenous

Food

Food (HMDB: HMDB0035479)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0035479)

Not Available

Nutrient (HMDB: HMDB0035479)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	251 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	216.3 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	0.025 g/L	ALOGPS
logP	2.91	ALOGPS
logP	2.64	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.49	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	101.22 m³·mol⁻¹	ChemAxon
Polarizability	39.87 Å³	ChemAxon
Number of Rings	4	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]+	190.543	31661259
DarkChem	[M-H]-	189.724	31661259
DeepCCS	[M+H]+	189.748	30932474
DeepCCS	[M-H]-	187.39	30932474
DeepCCS	[M-2H]-	221.156	30932474
DeepCCS	[M+Na]+	196.209	30932474
AllCCS	[M+H]+	191.9	32859911
AllCCS	[M+H-H2O]+	189.0	32859911
AllCCS	[M+NH4]+	194.7	32859911
AllCCS	[M+Na]+	195.5	32859911
AllCCS	[M-H]-	194.3	32859911
AllCCS	[M+Na-2H]-	194.2	32859911
AllCCS	[M+HCOO]-	194.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isolicopyranocoumarin	COC1=C2C=C(C(=O)OC2=CC2=C1CC(O)C(C)(C)O2)C1=C(O)C=C(O)C=C1	4463.6	Standard polar	33892256
Isolicopyranocoumarin	COC1=C2C=C(C(=O)OC2=CC2=C1CC(O)C(C)(C)O2)C1=C(O)C=C(O)C=C1	3359.9	Standard non polar	33892256
Isolicopyranocoumarin	COC1=C2C=C(C(=O)OC2=CC2=C1CC(O)C(C)(C)O2)C1=C(O)C=C(O)C=C1	3791.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isolicopyranocoumarin,1TMS,isomer #1	COC1=C2CC(O[Si](C)(C)C)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O)C=C1O)C(=O)O2	3379.9	Semi standard non polar	33892256
Isolicopyranocoumarin,1TMS,isomer #2	COC1=C2CC(O)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O)C=C1O[Si](C)(C)C)C(=O)O2	3310.2	Semi standard non polar	33892256
Isolicopyranocoumarin,1TMS,isomer #3	COC1=C2CC(O)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O[Si](C)(C)C)C=C1O)C(=O)O2	3343.8	Semi standard non polar	33892256
Isolicopyranocoumarin,2TMS,isomer #1	COC1=C2CC(O[Si](C)(C)C)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O[Si](C)(C)C)C=C1O)C(=O)O2	3256.4	Semi standard non polar	33892256
Isolicopyranocoumarin,2TMS,isomer #2	COC1=C2CC(O[Si](C)(C)C)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O)C=C1O[Si](C)(C)C)C(=O)O2	3237.1	Semi standard non polar	33892256
Isolicopyranocoumarin,2TMS,isomer #3	COC1=C2CC(O)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C)C(=O)O2	3273.8	Semi standard non polar	33892256
Isolicopyranocoumarin,3TMS,isomer #1	COC1=C2CC(O[Si](C)(C)C)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C)C(=O)O2	3225.1	Semi standard non polar	33892256
Isolicopyranocoumarin,1TBDMS,isomer #1	COC1=C2CC(O[Si](C)(C)C(C)(C)C)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O)C=C1O)C(=O)O2	3623.6	Semi standard non polar	33892256
Isolicopyranocoumarin,1TBDMS,isomer #2	COC1=C2CC(O)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O)C=C1O[Si](C)(C)C(C)(C)C)C(=O)O2	3529.6	Semi standard non polar	33892256
Isolicopyranocoumarin,1TBDMS,isomer #3	COC1=C2CC(O)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O)C(=O)O2	3575.3	Semi standard non polar	33892256
Isolicopyranocoumarin,2TBDMS,isomer #1	COC1=C2CC(O[Si](C)(C)C(C)(C)C)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O)C(=O)O2	3697.4	Semi standard non polar	33892256
Isolicopyranocoumarin,2TBDMS,isomer #2	COC1=C2CC(O[Si](C)(C)C(C)(C)C)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O)C=C1O[Si](C)(C)C(C)(C)C)C(=O)O2	3645.6	Semi standard non polar	33892256
Isolicopyranocoumarin,2TBDMS,isomer #3	COC1=C2CC(O)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C)C(=O)O2	3681.1	Semi standard non polar	33892256
Isolicopyranocoumarin,3TBDMS,isomer #1	COC1=C2CC(O[Si](C)(C)C(C)(C)C)C(C)(C)OC2=CC2=C1C=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C)C(=O)O2	3804.9	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 - Isolicopyranocoumarin GC-MS (Non-derivatized) - 70eV, Positive	splash10-066r-0019000000-7ac2d294f9f8b1dad96e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isolicopyranocoumarin GC-MS (3 TMS) - 70eV, Positive	splash10-000i-3010090000-13d18754c6bf2ba6c212	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isolicopyranocoumarin 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 - Isolicopyranocoumarin 10V, Positive-QTOF	splash10-000i-0009000000-849011a5f4672c239b64	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isolicopyranocoumarin 20V, Positive-QTOF	splash10-03di-0009000000-5d63bd1f37603096dfa0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isolicopyranocoumarin 40V, Positive-QTOF	splash10-00n0-5197000000-ed2136f6dd35123ea287	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isolicopyranocoumarin 10V, Negative-QTOF	splash10-001i-0009000000-803d3ca6f0d7f20497d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isolicopyranocoumarin 20V, Negative-QTOF	splash10-0230-6229000000-6d6fa8fc5d6b2e84c4a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isolicopyranocoumarin 40V, Negative-QTOF	splash10-0a59-5491000000-2e1b224c6d954f3123c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isolicopyranocoumarin 10V, Positive-QTOF	splash10-000i-0009000000-97ce302200d2a34352d5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isolicopyranocoumarin 20V, Positive-QTOF	splash10-00kr-0009000000-037959858be9385d3f51	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isolicopyranocoumarin 40V, Positive-QTOF	splash10-03y0-0019000000-59fd4b65852bf675ae68	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isolicopyranocoumarin 10V, Negative-QTOF	splash10-001i-0009000000-d07d1bbe498d0feb188e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isolicopyranocoumarin 20V, Negative-QTOF	splash10-0f89-0019000000-65d6dea5242671038884	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isolicopyranocoumarin 40V, Negative-QTOF	splash10-0f80-0139000000-57623059db82e485686e	2021-09-24	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

FDB014165

KNApSAcK ID

Not Available

Chemspider ID

8985345

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10810040

PDB ID

Not Available

ChEBI ID

175894

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1850071

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.. .

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Isolicopyranocoumarin → [7-(2,4-dihydroxyphenyl)-5-methoxy-2,2-dimethyl-8-oxo-2H,3H,4H,8H-pyrano[3,2-g]chromen-3-yl]oxidanesulfonic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Isolicopyranocoumarin → 3,4,5-trihydroxy-6-(3-hydroxy-4-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid	details
Isolicopyranocoumarin → 3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid	details

Showing metabocard for Isolicopyranocoumarin (HMDB0035479)

MOL for HMDB0035479 (Isolicopyranocoumarin)

3D MOL for HMDB0035479 (Isolicopyranocoumarin)

3D SDF for HMDB0035479 (Isolicopyranocoumarin)

3D-SDF for HMDB0035479 (Isolicopyranocoumarin)

PDB for HMDB0035479 (Isolicopyranocoumarin)

3D PDB for HMDB0035479 (Isolicopyranocoumarin)

SMILES for HMDB0035479 (Isolicopyranocoumarin)

INCHI for HMDB0035479 (Isolicopyranocoumarin)

Structure for HMDB0035479 (Isolicopyranocoumarin)

3D Structure for HMDB0035479 (Isolicopyranocoumarin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions