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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:15:21 UTC

Update Date

2022-03-07 02:54:05 UTC

HMDB ID

HMDB0034414

Secondary Accession Numbers

HMDB34414

Metabolite Identification

Common Name

3'-Hydroxy-4'-methoxyglabridin

Description

3'-Hydroxy-4'-methoxyglabridin belongs to the class of organic compounds known as pyranoisoflavonoids. These are isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton. 3'-Hydroxy-4'-methoxyglabridin has been detected, but not quantified in, several different foods, such as herbal tea, green tea, red tea, black tea, and herbs and spices. This could make 3'-hydroxy-4'-methoxyglabridin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3'-Hydroxy-4'-methoxyglabridin.

Structure

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


  Mrv0541 05061307482D          

 26 29  0  0  0  0            999 V2000
    4.6465    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 12  4  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  1  0  0  0  0
 15  8  1  0  0  0  0
 16  6  1  0  0  0  0
 16 15  2  0  0  0  0
 17  7  1  0  0  0  0
 18 14  2  0  0  0  0
 19 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 12  2  0  0  0  0
 20 15  1  0  0  0  0
 21  1  1  0  0  0  0
 21  2  1  0  0  0  0
 21  9  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24  3  1  0  0  0  0
 24 17  1  0  0  0  0
 25 11  1  0  0  0  0
 25 20  1  0  0  0  0
 26 16  1  0  0  0  0
 26 21  1  0  0  0  0
M  END

HMDB0034414
     RDKit          3D
3'-Hydroxy-4'-methoxyglabridin
 48 51  0  0  0  0  0  0  0  0999 V2000
   -7.5607    1.3443   -0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9435    0.1198   -0.0086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5470    0.0433   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067    1.1617   -0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4286    1.0382   -0.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7640   -0.1322   -0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3081   -0.1831   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8015    1.1574   -0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5818    1.1398   -0.8836 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725    0.0415   -0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7927   -1.1965   -0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5306   -2.3323   -0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835   -2.2105   -0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947   -0.9759   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7229    0.1374   -0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2940    1.4783   -0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5756    1.6137   -0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4609    0.4701    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0453    0.7457    1.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6604    0.4881   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8243   -0.7817    0.1803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6830   -1.2428   -0.9427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5484   -1.2469    0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093   -2.4281    0.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9117   -1.1434    0.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670   -2.2787    0.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6522    1.3440   -0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1642    2.1827    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3904    1.6361   -1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3133    2.1048   -0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9152    1.9792   -0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604   -0.2823    0.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2843    1.3286   -1.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9989    1.9899    0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0281   -3.3108   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4739   -3.0896    0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6482    2.3293   -0.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0004    2.5941   -0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3860   -0.1831    2.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8784    1.4668    1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2738    1.2803    2.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3668    1.0532   -1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5101    1.0547   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0068   -0.5237   -0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9894   -2.2661   -0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656   -1.0367   -2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -3.3050    0.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3061   -3.1738    0.8013 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  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 11 22  1  0
  6 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 25  3  1  0
 22  7  1  0
 15 10  1  0
 21 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 22 45  1  0
 22 46  1  0
 24 47  1  0
 26 48  1  0
M  END


  Mrv0541 05061307482D          

 26 29  0  0  0  0            999 V2000
    4.6465    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8230   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 12  4  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  1  0  0  0  0
 15  8  1  0  0  0  0
 16  6  1  0  0  0  0
 16 15  2  0  0  0  0
 17  7  1  0  0  0  0
 18 14  2  0  0  0  0
 19 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20 12  2  0  0  0  0
 20 15  1  0  0  0  0
 21  1  1  0  0  0  0
 21  2  1  0  0  0  0
 21  9  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24  3  1  0  0  0  0
 24 17  1  0  0  0  0
 25 11  1  0  0  0  0
 25 20  1  0  0  0  0
 26 16  1  0  0  0  0
 26 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034414

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C(O)=C(C=C1)C1COC2=C(C1)C=CC1=C2C=CC(C)(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O5/c1-21(2)9-8-15-16(26-21)6-4-12-10-13(11-25-20(12)15)14-5-7-17(24-3)19(23)18(14)22/h4-9,13,22-23H,10-11H2,1-3H3

> <INCHI_KEY>
PPBISUGOQDBBEL-UHFFFAOYSA-N

> <FORMULA>
C21H22O5

> <MOLECULAR_WEIGHT>
354.3964

> <EXACT_MASS>
354.146723814

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
37.59958509566643

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-5-yl}-6-methoxybenzene-1,2-diol

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
3.934630013666666

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.201846245211787

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.805846599125129

> <JCHEM_PKA_STRONGEST_BASIC>
-4.412938722423144

> <JCHEM_POLAR_SURFACE_AREA>
68.15

> <JCHEM_REFRACTIVITY>
99.81679999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-5-yl}-6-methoxybenzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034414
     RDKit          3D
3'-Hydroxy-4'-methoxyglabridin
 48 51  0  0  0  0  0  0  0  0999 V2000
   -7.5607    1.3443   -0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9435    0.1198   -0.0086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5470    0.0433   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067    1.1617   -0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4286    1.0382   -0.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7640   -0.1322   -0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3081   -0.1831   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8015    1.1574   -0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5818    1.1398   -0.8836 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725    0.0415   -0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7927   -1.1965   -0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5306   -2.3323   -0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835   -2.2105   -0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947   -0.9759   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7229    0.1374   -0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2940    1.4783   -0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5756    1.6137   -0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4609    0.4701    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0453    0.7457    1.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6604    0.4881   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8243   -0.7817    0.1803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6830   -1.2428   -0.9427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5484   -1.2469    0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093   -2.4281    0.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9117   -1.1434    0.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670   -2.2787    0.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6522    1.3440   -0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1642    2.1827    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3904    1.6361   -1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3133    2.1048   -0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9152    1.9792   -0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604   -0.2823    0.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2843    1.3286   -1.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9989    1.9899    0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0281   -3.3108   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4739   -3.0896    0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6482    2.3293   -0.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0004    2.5941   -0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3860   -0.1831    2.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8784    1.4668    1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2738    1.2803    2.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3668    1.0532   -1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5101    1.0547   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0068   -0.5237   -0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9894   -2.2661   -0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656   -1.0367   -2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -3.3050    0.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3061   -3.1738    0.8013 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  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 11 22  1  0
  6 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 25  3  1  0
 22  7  1  0
 15 10  1  0
 21 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 22 45  1  0
 22 46  1  0
 24 47  1  0
 26 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       8.673   1.760   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.673  -0.220   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.136  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.516   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.056   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.746   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.826   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.516  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.056  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.746  -1.897   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.826  -1.897   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -6.366   0.770   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.104   2.104   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.724  -0.564   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   21                                                            
CONECT    3   24                                                            
CONECT    4    6   12                                                       
CONECT    5    7   14                                                       
CONECT    6    4   16                                                       
CONECT    7    5   17                                                       
CONECT    8    9   15                                                       
CONECT    9    8   21                                                       
CONECT   10   12   13                                                       
CONECT   11   13   25                                                       
CONECT   12    4   10   20                                                  
CONECT   13   10   11   14                                                  
CONECT   14    5   13   18                                                  
CONECT   15    8   16   20                                                  
CONECT   16    6   15   26                                                  
CONECT   17    7   19   24                                                  
CONECT   18   14   19   22                                                  
CONECT   19   17   18   23                                                  
CONECT   20   12   15   25                                                  
CONECT   21    1    2    9   26                                             
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24    3   17                                                       
CONECT   25   11   20                                                       
CONECT   26   16   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0034414
HETATM    1  C1  UNL     1      -7.561   1.344  -0.307  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.944   0.120  -0.009  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.547   0.043  -0.033  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.807   1.162  -0.350  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.429   1.038  -0.361  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.764  -0.132  -0.076  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.308  -0.183  -0.103  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.801   1.157  -0.609  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.582   1.140  -0.884  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.373   0.042  -0.621  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.793  -1.197  -0.635  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.531  -2.332  -0.380  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.883  -2.210  -0.105  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.495  -0.976  -0.084  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.723   0.137  -0.344  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.294   1.478  -0.336  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.576   1.614  -0.073  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.461   0.470   0.215  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.045   0.746   1.609  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.660   0.488  -0.742  1.00  0.00           C  
HETATM   21  O3  UNL     1       4.824  -0.782   0.180  1.00  0.00           O  
HETATM   22  C19 UNL     1      -0.683  -1.243  -0.943  1.00  0.00           C  
HETATM   23  C20 UNL     1      -3.548  -1.247   0.241  1.00  0.00           C  
HETATM   24  O4  UNL     1      -2.909  -2.428   0.530  1.00  0.00           O  
HETATM   25  C21 UNL     1      -4.912  -1.143   0.257  1.00  0.00           C  
HETATM   26  O5  UNL     1      -5.667  -2.279   0.578  1.00  0.00           O  
HETATM   27  H1  UNL     1      -8.652   1.344  -0.132  1.00  0.00           H  
HETATM   28  H2  UNL     1      -7.164   2.183   0.333  1.00  0.00           H  
HETATM   29  H3  UNL     1      -7.390   1.636  -1.363  1.00  0.00           H  
HETATM   30  H4  UNL     1      -5.313   2.105  -0.580  1.00  0.00           H  
HETATM   31  H5  UNL     1      -2.915   1.979  -0.622  1.00  0.00           H  
HETATM   32  H6  UNL     1      -0.860  -0.282   0.933  1.00  0.00           H  
HETATM   33  H7  UNL     1      -1.284   1.329  -1.614  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.999   1.990   0.067  1.00  0.00           H  
HETATM   35  H9  UNL     1       1.028  -3.311  -0.401  1.00  0.00           H  
HETATM   36  H10 UNL     1       3.474  -3.090   0.096  1.00  0.00           H  
HETATM   37  H11 UNL     1       2.648   2.329  -0.548  1.00  0.00           H  
HETATM   38  H12 UNL     1       5.000   2.594  -0.066  1.00  0.00           H  
HETATM   39  H13 UNL     1       6.386  -0.183   2.100  1.00  0.00           H  
HETATM   40  H14 UNL     1       6.878   1.467   1.459  1.00  0.00           H  
HETATM   41  H15 UNL     1       5.274   1.280   2.210  1.00  0.00           H  
HETATM   42  H16 UNL     1       6.367   1.053  -1.645  1.00  0.00           H  
HETATM   43  H17 UNL     1       7.510   1.055  -0.289  1.00  0.00           H  
HETATM   44  H18 UNL     1       7.007  -0.524  -0.956  1.00  0.00           H  
HETATM   45  H19 UNL     1      -0.989  -2.266  -0.770  1.00  0.00           H  
HETATM   46  H20 UNL     1      -0.766  -1.037  -2.026  1.00  0.00           H  
HETATM   47  H21 UNL     1      -3.292  -3.305   0.768  1.00  0.00           H  
HETATM   48  H22 UNL     1      -5.306  -3.174   0.801  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   30
CONECT    5    6    6   31
CONECT    6    7   23
CONECT    7    8   22   32
CONECT    8    9   33   34
CONECT    9   10
CONECT   10   11   11   15
CONECT   11   12   22
CONECT   12   13   13   35
CONECT   13   14   36
CONECT   14   15   15   21
CONECT   15   16
CONECT   16   17   17   37
CONECT   17   18   38
CONECT   18   19   20   21
CONECT   19   39   40   41
CONECT   20   42   43   44
CONECT   22   45   46
CONECT   23   24   25   25
CONECT   24   47
CONECT   25   26
CONECT   26   48
END

HMDB0034414
     RDKit          3D
3'-Hydroxy-4'-methoxyglabridin
 48 51  0  0  0  0  0  0  0  0999 V2000
   -7.5607    1.3443   -0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9435    0.1198   -0.0086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5470    0.0433   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8067    1.1617   -0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4286    1.0382   -0.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7640   -0.1322   -0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3081   -0.1831   -0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8015    1.1574   -0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5818    1.1398   -0.8836 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3725    0.0415   -0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7927   -1.1965   -0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5306   -2.3323   -0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835   -2.2105   -0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947   -0.9759   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7229    0.1374   -0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2940    1.4783   -0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5756    1.6137   -0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4609    0.4701    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0453    0.7457    1.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6604    0.4881   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8243   -0.7817    0.1803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6830   -1.2428   -0.9427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5484   -1.2469    0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9093   -2.4281    0.5304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9117   -1.1434    0.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670   -2.2787    0.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6522    1.3440   -0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1642    2.1827    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3904    1.6361   -1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3133    2.1048   -0.5803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9152    1.9792   -0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604   -0.2823    0.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2843    1.3286   -1.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9989    1.9899    0.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0281   -3.3108   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4739   -3.0896    0.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6482    2.3293   -0.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0004    2.5941   -0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3860   -0.1831    2.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8784    1.4668    1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2738    1.2803    2.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3668    1.0532   -1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5101    1.0547   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0068   -0.5237   -0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9894   -2.2661   -0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656   -1.0367   -2.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -3.3050    0.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3061   -3.1738    0.8013 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  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 11 22  1  0
  6 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 25  3  1  0
 22  7  1  0
 15 10  1  0
 21 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 22 45  1  0
 22 46  1  0
 24 47  1  0
 26 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3'-Methoxyglabridin	HMDB

Chemical Formula

C₂₁H₂₂O₅

Average Molecular Weight

354.3964

Monoisotopic Molecular Weight

354.146723814

IUPAC Name

3-{12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-5-yl}-6-methoxybenzene-1,2-diol

Traditional Name

3-{12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-5-yl}-6-methoxybenzene-1,2-diol

CAS Registry Number

74046-05-2

SMILES

COC1=C(O)C(O)=C(C=C1)C1COC2=C(C1)C=CC1=C2C=CC(C)(C)O1

InChI Identifier

InChI=1S/C21H22O5/c1-21(2)9-8-15-16(26-21)6-4-12-10-13(11-25-20(12)15)14-5-7-17(24-3)19(23)18(14)22/h4-9,13,22-23H,10-11H2,1-3H3

InChI Key

PPBISUGOQDBBEL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoisoflavonoids. These are isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Pyranoisoflavonoids

Direct Parent

Pyranoisoflavonoids

Alternative Parents

Substituents

Pyranoisoflavonoid
3'-hydroxy,4'-methoxyisoflavonoid
4p-methoxyisoflavonoid
Hydroxyisoflavonoid
Isoflavanol
Isoflavan
Pyranochromene
2,2-dimethyl-1-benzopyran
Benzopyran
Chromane
Methoxyphenol
1-benzopyran
Methoxybenzene
Anisole
Phenoxy compound
Phenol ether
Catechol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034414)
Cell membrane (HMDB: HMDB0034414)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034414)

Source

Exogenous

Exogenous (HMDB: HMDB0034414)

Food

Food (HMDB: HMDB0034414)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0034414)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034414)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	104 - 105 °C	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	0.011 g/L	ALOGPS
logP	3.76	ALOGPS
logP	3.93	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	9.81	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.15 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	99.82 m³·mol⁻¹	ChemAxon
Polarizability	37.6 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]+	185.609	31661259
DarkChem	[M-H]-	183.302	31661259
DeepCCS	[M+H]+	183.789	30932474
DeepCCS	[M-H]-	181.431	30932474
DeepCCS	[M-2H]-	215.778	30932474
DeepCCS	[M+Na]+	190.892	30932474
AllCCS	[M+H]+	187.3	32859911
AllCCS	[M+H-H2O]+	184.2	32859911
AllCCS	[M+NH4]+	190.3	32859911
AllCCS	[M+Na]+	191.1	32859911
AllCCS	[M-H]-	190.3	32859911
AllCCS	[M+Na-2H]-	190.1	32859911
AllCCS	[M+HCOO]-	190.0	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.	7.36 minutes	32390414
Predicted by Siyang on May 30, 2022	13.1053 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.5 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2357.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	247.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	193.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	133.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	749.6 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	606.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	140.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1337.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	487.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1168.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	438.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	429.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	291.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	268.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-Hydroxy-4'-methoxyglabridin	COC1=C(O)C(O)=C(C=C1)C1COC2=C(C1)C=CC1=C2C=CC(C)(C)O1	4149.1	Standard polar	33892256
3'-Hydroxy-4'-methoxyglabridin	COC1=C(O)C(O)=C(C=C1)C1COC2=C(C1)C=CC1=C2C=CC(C)(C)O1	2972.2	Standard non polar	33892256
3'-Hydroxy-4'-methoxyglabridin	COC1=C(O)C(O)=C(C=C1)C1COC2=C(C1)C=CC1=C2C=CC(C)(C)O1	3142.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-Hydroxy-4'-methoxyglabridin,1TMS,isomer #1	COC1=CC=C(C2COC3=C(C=CC4=C3C=CC(C)(C)O4)C2)C(O)=C1O[Si](C)(C)C	2934.1	Semi standard non polar	33892256
3'-Hydroxy-4'-methoxyglabridin,1TMS,isomer #2	COC1=CC=C(C2COC3=C(C=CC4=C3C=CC(C)(C)O4)C2)C(O[Si](C)(C)C)=C1O	2949.7	Semi standard non polar	33892256
3'-Hydroxy-4'-methoxyglabridin,2TMS,isomer #1	COC1=CC=C(C2COC3=C(C=CC4=C3C=CC(C)(C)O4)C2)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2903.9	Semi standard non polar	33892256
3'-Hydroxy-4'-methoxyglabridin,1TBDMS,isomer #1	COC1=CC=C(C2COC3=C(C=CC4=C3C=CC(C)(C)O4)C2)C(O)=C1O[Si](C)(C)C(C)(C)C	3196.8	Semi standard non polar	33892256
3'-Hydroxy-4'-methoxyglabridin,1TBDMS,isomer #2	COC1=CC=C(C2COC3=C(C=CC4=C3C=CC(C)(C)O4)C2)C(O[Si](C)(C)C(C)(C)C)=C1O	3216.4	Semi standard non polar	33892256
3'-Hydroxy-4'-methoxyglabridin,2TBDMS,isomer #1	COC1=CC=C(C2COC3=C(C=CC4=C3C=CC(C)(C)O4)C2)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3340.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f79-0869000000-6299a62cf75b9b237029	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin GC-MS (2 TMS) - 70eV, Positive	splash10-001i-1121900000-72a8015fc51c73ea80b3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 10V, Positive-QTOF	splash10-0a4r-1918000000-c556008430fe32443d00	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 20V, Positive-QTOF	splash10-000i-0944000000-1e08a8845b09767b6eac	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 40V, Positive-QTOF	splash10-0cdr-2930000000-48984bb4674ad632e32d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 10V, Negative-QTOF	splash10-0udi-0319000000-45e2d49701cc2ebcc042	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 20V, Negative-QTOF	splash10-0fri-0978000000-6f8d39a31498fe33f531	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 40V, Negative-QTOF	splash10-000i-0931000000-09364c2c1a2b14c52517	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 10V, Positive-QTOF	splash10-0a4i-0019000000-f9d5d88ddfd612ed82e1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 20V, Positive-QTOF	splash10-0a4i-0149000000-fbd3ea1bd7c6c5d6cbba	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 40V, Positive-QTOF	splash10-0udi-2984000000-b4b53b0504a7bdfd9fa1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 10V, Negative-QTOF	splash10-0udi-0019000000-f1155be3bbfe2ceea906	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 20V, Negative-QTOF	splash10-0udi-1019000000-bca89fca27b1e156988f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Hydroxy-4'-methoxyglabridin 40V, Negative-QTOF	splash10-0uk9-1569000000-f921611f971a2b24b493	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012809

KNApSAcK ID

C00009730

Chemspider ID

8513670

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10338211

PDB ID

Not Available

ChEBI ID

175557

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.. .

Enzymes

Enzyme Details

1. Catechol O-methyltransferase

General function:: Involved in magnesium ion binding
Specific function:: Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:: COMT
Uniprot ID:: P21964
Molecular weight:: 30036.77

Reactions

3'-Hydroxy-4'-methoxyglabridin → 6-{8,8-dimethyl-2H,3H,4H,8H-pyrano[2,3-f]chromen-3-yl}-2,3-dimethoxyphenol	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

3'-Hydroxy-4'-methoxyglabridin → 6-(3-{8,8-dimethyl-2H,3H,4H,8H-pyrano[2,3-f]chromen-3-yl}-2-hydroxy-6-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details
3'-Hydroxy-4'-methoxyglabridin → 6-(6-{8,8-dimethyl-2H,3H,4H,8H-pyrano[2,3-f]chromen-3-yl}-2-hydroxy-3-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Enzyme Details

3. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

3'-Hydroxy-4'-methoxyglabridin → (3-{8,8-dimethyl-2H,3H,4H,8H-pyrano[2,3-f]chromen-3-yl}-2-hydroxy-6-methoxyphenyl)oxidanesulfonic acid	details

Showing metabocard for 3'-Hydroxy-4'-methoxyglabridin (HMDB0034414)

MOL for HMDB0034414 (3'-Hydroxy-4'-methoxyglabridin)

3D MOL for HMDB0034414 (3'-Hydroxy-4'-methoxyglabridin)

3D SDF for HMDB0034414 (3'-Hydroxy-4'-methoxyglabridin)

3D-SDF for HMDB0034414 (3'-Hydroxy-4'-methoxyglabridin)

PDB for HMDB0034414 (3'-Hydroxy-4'-methoxyglabridin)

3D PDB for HMDB0034414 (3'-Hydroxy-4'-methoxyglabridin)

SMILES for HMDB0034414 (3'-Hydroxy-4'-methoxyglabridin)

INCHI for HMDB0034414 (3'-Hydroxy-4'-methoxyglabridin)

Structure for HMDB0034414 (3'-Hydroxy-4'-methoxyglabridin)

3D Structure for HMDB0034414 (3'-Hydroxy-4'-methoxyglabridin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions