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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:59:28 UTC

Update Date

2022-03-07 02:56:14 UTC

HMDB ID

HMDB0039510

Secondary Accession Numbers

HMDB39510

Metabolite Identification

Common Name

7-Hydroxy-2',3',4'-trimethoxyisoflavan

Description

7-Hydroxy-2',3',4'-trimethoxyisoflavan belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. 7-Hydroxy-2',3',4'-trimethoxyisoflavan has been detected, but not quantified in, alfalfas (Medicago sativa) and pulses. This could make 7-hydroxy-2',3',4'-trimethoxyisoflavan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 7-Hydroxy-2',3',4'-trimethoxyisoflavan.

Structure

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

HMDB0039510
     RDKit          3D
7-Hydroxy-2',3',4'-trimethoxyisoflavan
 43 45  0  0  0  0  0  0  0  0999 V2000
   -3.9057    3.3164    1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6319    1.9631    1.3515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6051    1.2641    0.8159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5765    1.9044    0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356    1.1301   -0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4998   -0.2188   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189   -1.0651   -0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1885   -0.4860   -1.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0391    0.6106   -1.8134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196    0.4276   -0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156    1.0839   -1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3771    0.8895   -0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5628    1.5668   -0.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2143    0.0335    0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0161   -0.6168    0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9275   -0.4357    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857   -1.2030    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517   -0.8340    0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4598   -2.2101    0.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0006   -3.0892   -0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5644   -0.0995    0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6050   -0.7432    1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7637   -1.1346    0.9035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5943    3.5567    0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0227    3.9820    1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3856    3.6898    2.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5561    2.9666   -0.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2434    1.6395   -0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2573   -2.0856   -0.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -1.3399   -2.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3284   -0.2693   -2.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792    1.7633   -2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6541    2.2031   -1.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0430   -0.1399    1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9179   -1.2956    1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2494   -0.7831    1.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9201   -2.2760    0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -2.6075   -1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3316   -3.9730   -0.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9833   -3.4516   -0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8411   -2.2302    0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7510   -0.6197   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6401   -0.7839    1.4673 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  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
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 22 23  1  0
 21  3  1  0
 17  7  1  0
 16 10  1  0
  1 24  1  0
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  4 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
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 17 37  1  0
 20 38  1  0
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 23 41  1  0
 23 42  1  0
 23 43  1  0
M  END


  Mrv0541 05061311112D          

 23 25  0  0  0  0            999 V2000
    6.4302    2.0625    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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    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
    1.4289   -1.6500    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
    2.1434   -0.4125    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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
 11  4  1  0  0  0  0
 11  8  1  0  0  0  0
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 12 10  1  0  0  0  0
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 21 17  1  0  0  0  0
 22  3  1  0  0  0  0
 22 18  1  0  0  0  0
 23 10  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039510

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C(OC)=C(C=C1)C1COC2=C(C1)C=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O5/c1-20-15-7-6-14(17(21-2)18(15)22-3)12-8-11-4-5-13(19)9-16(11)23-10-12/h4-7,9,12,19H,8,10H2,1-3H3

> <INCHI_KEY>
NAIULWLSYSLHJW-UHFFFAOYSA-N

> <FORMULA>
C18H20O5

> <MOLECULAR_WEIGHT>
316.3484

> <EXACT_MASS>
316.13107375

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
34.08779226052079

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,3,4-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
3.0222294020000002

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.781421490992235

> <JCHEM_PKA_STRONGEST_BASIC>
-4.30205315497475

> <JCHEM_POLAR_SURFACE_AREA>
57.150000000000006

> <JCHEM_REFRACTIVITY>
86.3689

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,3,4-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039510
     RDKit          3D
7-Hydroxy-2',3',4'-trimethoxyisoflavan
 43 45  0  0  0  0  0  0  0  0999 V2000
   -3.9057    3.3164    1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6319    1.9631    1.3515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6051    1.2641    0.8159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5765    1.9044    0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356    1.1301   -0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4998   -0.2188   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189   -1.0651   -0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1885   -0.4860   -1.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0391    0.6106   -1.8134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196    0.4276   -0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156    1.0839   -1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3771    0.8895   -0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5628    1.5668   -0.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2143    0.0335    0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0161   -0.6168    0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9275   -0.4357    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857   -1.2030    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517   -0.8340    0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4598   -2.2101    0.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0006   -3.0892   -0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5644   -0.0995    0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6050   -0.7432    1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7637   -1.1346    0.9035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5943    3.5567    0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0227    3.9820    1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3856    3.6898    2.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5561    2.9666   -0.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2434    1.6395   -0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2573   -2.0856   -0.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -1.3399   -2.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3284   -0.2693   -2.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792    1.7633   -2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6541    2.2031   -1.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0430   -0.1399    1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9179   -1.2956    1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2494   -0.7831    1.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9201   -2.2760    0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -2.6075   -1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3316   -3.9730   -0.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9833   -3.4516   -0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8411   -2.2302    0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7510   -0.6197   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6401   -0.7839    1.4673 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  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 17  7  1  0
 16 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   1.540   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       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4    5   11                                                       
CONECT    5    4   13                                                       
CONECT    6    7   14                                                       
CONECT    7    6   15                                                       
CONECT    8   11   12                                                       
CONECT    9   13   16                                                       
CONECT   10   12   23                                                       
CONECT   11    4    8   16                                                  
CONECT   12    8   10   14                                                  
CONECT   13    5    9   19                                                  
CONECT   14    6   12   17                                                  
CONECT   15    7   18   20                                                  
CONECT   16    9   11   23                                                  
CONECT   17   14   18   21                                                  
CONECT   18   15   17   22                                                  
CONECT   19   13                                                            
CONECT   20    1   15                                                       
CONECT   21    2   17                                                       
CONECT   22    3   18                                                       
CONECT   23   10   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0039510
HETATM    1  C1  UNL     1      -3.906   3.316   1.367  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.632   1.963   1.352  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.605   1.264   0.816  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.577   1.904   0.109  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.536   1.130  -0.426  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.500  -0.219  -0.271  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.619  -1.065  -0.729  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.189  -0.486  -1.989  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.039   0.611  -1.813  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.120   0.428  -0.955  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.316   1.084  -1.145  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.377   0.889  -0.269  1.00  0.00           C  
HETATM   13  O3  UNL     1       6.563   1.567  -0.485  1.00  0.00           O  
HETATM   14  C11 UNL     1       5.214   0.034   0.782  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.016  -0.617   0.960  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.928  -0.436   0.085  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.686  -1.203   0.352  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.552  -0.834   0.449  1.00  0.00           C  
HETATM   19  O4  UNL     1      -1.460  -2.210   0.576  1.00  0.00           O  
HETATM   20  C16 UNL     1      -2.001  -3.089  -0.367  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.564  -0.099   0.966  1.00  0.00           C  
HETATM   22  O5  UNL     1      -3.605  -0.743   1.666  1.00  0.00           O  
HETATM   23  C18 UNL     1      -4.764  -1.135   0.903  1.00  0.00           C  
HETATM   24  H1  UNL     1      -4.594   3.557   0.535  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.023   3.982   1.215  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.386   3.690   2.302  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.556   2.967  -0.043  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.243   1.640  -0.971  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.257  -2.086  -0.957  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.767  -1.340  -2.474  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.328  -0.269  -2.664  1.00  0.00           H  
HETATM   32  H9  UNL     1       4.379   1.763  -2.010  1.00  0.00           H  
HETATM   33  H10 UNL     1       6.654   2.203  -1.279  1.00  0.00           H  
HETATM   34  H11 UNL     1       6.043  -0.140   1.503  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.918  -1.296   1.809  1.00  0.00           H  
HETATM   36  H13 UNL     1       1.249  -0.783   1.304  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.920  -2.276   0.563  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.019  -2.607  -1.367  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.332  -3.973  -0.475  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.983  -3.452  -0.030  1.00  0.00           H  
HETATM   41  H18 UNL     1      -4.841  -2.230   0.821  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.751  -0.620  -0.093  1.00  0.00           H  
HETATM   43  H20 UNL     1      -5.640  -0.784   1.467  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   18
CONECT    7    8   17   29
CONECT    8    9   30   31
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   32
CONECT   12   13   14   14
CONECT   13   33
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17
CONECT   17   36   37
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   38   39   40
CONECT   21   22
CONECT   22   23
CONECT   23   41   42   43
END

HMDB0039510
     RDKit          3D
7-Hydroxy-2',3',4'-trimethoxyisoflavan
 43 45  0  0  0  0  0  0  0  0999 V2000
   -3.9057    3.3164    1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6319    1.9631    1.3515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6051    1.2641    0.8159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5765    1.9044    0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356    1.1301   -0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4998   -0.2188   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189   -1.0651   -0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1885   -0.4860   -1.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0391    0.6106   -1.8134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196    0.4276   -0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156    1.0839   -1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3771    0.8895   -0.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5628    1.5668   -0.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2143    0.0335    0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0161   -0.6168    0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9275   -0.4357    0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857   -1.2030    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517   -0.8340    0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4598   -2.2101    0.5756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0006   -3.0892   -0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5644   -0.0995    0.9655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6050   -0.7432    1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7637   -1.1346    0.9035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5943    3.5567    0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0227    3.9820    1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3856    3.6898    2.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5561    2.9666   -0.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2434    1.6395   -0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2573   -2.0856   -0.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -1.3399   -2.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3284   -0.2693   -2.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792    1.7633   -2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6541    2.2031   -1.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0430   -0.1399    1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9179   -1.2956    1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2494   -0.7831    1.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9201   -2.2760    0.5632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -2.6075   -1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3316   -3.9730   -0.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9833   -3.4516   -0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8411   -2.2302    0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7510   -0.6197   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6401   -0.7839    1.4673 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  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 21  3  1  0
 17  7  1  0
 16 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(R)-7-Hydroxy-2',3',4'-trimethoxyisoflavan	HMDB

Chemical Formula

C₁₈H₂₀O₅

Average Molecular Weight

316.3484

Monoisotopic Molecular Weight

316.13107375

IUPAC Name

3-(2,3,4-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

Traditional Name

3-(2,3,4-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

CAS Registry Number

136027-12-8

SMILES

COC1=C(OC)C(OC)=C(C=C1)C1COC2=C(C1)C=CC(O)=C2

InChI Identifier

InChI=1S/C18H20O5/c1-20-15-7-6-14(17(21-2)18(15)22-3)12-8-11-4-5-13(19)9-16(11)23-10-12/h4-7,9,12,19H,8,10H2,1-3H3

InChI Key

NAIULWLSYSLHJW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

4'-O-methylated isoflavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0039510)

Cellular substructure

Membrane (HMDB: HMDB0039510)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039510)

Source

Exogenous

Food

Food (HMDB: HMDB0039510)

Herb and spice

Herb

Alfalfa (FooDB: FOOD00286)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0039510)
Fabaceae (HMDB: HMDB0039510)

Not Available

Nutrient (HMDB: HMDB0039510)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	168 - 170 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	27.75 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	0.013 g/L	ALOGPS
logP	2.92	ALOGPS
logP	3.02	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.78	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.15 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	86.37 m³·mol⁻¹	ChemAxon
Polarizability	34.09 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	176.097	31661259
DarkChem	[M-H]-	174.445	31661259
DeepCCS	[M+H]+	176.379	30932474
DeepCCS	[M-H]-	174.021	30932474
DeepCCS	[M-2H]-	207.408	30932474
DeepCCS	[M+Na]+	182.634	30932474
AllCCS	[M+H]+	175.0	32859911
AllCCS	[M+H-H2O]+	171.6	32859911
AllCCS	[M+NH4]+	178.2	32859911
AllCCS	[M+Na]+	179.1	32859911
AllCCS	[M-H]-	180.0	32859911
AllCCS	[M+Na-2H]-	179.7	32859911
AllCCS	[M+HCOO]-	179.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxy-2',3',4'-trimethoxyisoflavan	COC1=C(OC)C(OC)=C(C=C1)C1COC2=C(C1)C=CC(O)=C2	3740.4	Standard polar	33892256
7-Hydroxy-2',3',4'-trimethoxyisoflavan	COC1=C(OC)C(OC)=C(C=C1)C1COC2=C(C1)C=CC(O)=C2	2645.0	Standard non polar	33892256
7-Hydroxy-2',3',4'-trimethoxyisoflavan	COC1=C(OC)C(OC)=C(C=C1)C1COC2=C(C1)C=CC(O)=C2	2814.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxy-2',3',4'-trimethoxyisoflavan,1TMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2)C(OC)=C1OC	2618.2	Semi standard non polar	33892256
7-Hydroxy-2',3',4'-trimethoxyisoflavan,1TBDMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)C(OC)=C1OC	2856.9	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 - 7-Hydroxy-2',3',4'-trimethoxyisoflavan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-0696000000-7446d1d70fb9fa3f249b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan GC-MS (1 TMS) - 70eV, Positive	splash10-00di-2319000000-1a264463aa5361efa49b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 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 - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 10V, Positive-QTOF	splash10-01b9-0928000000-72f5e72ea6b9f8cd3a59	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 20V, Positive-QTOF	splash10-00di-0933000000-e340a79c48312cd5a6c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 40V, Positive-QTOF	splash10-05fs-1910000000-91967f3e70dcfdfc96ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 10V, Negative-QTOF	splash10-014i-0319000000-0c2d4f1aa418c7dfd5e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 20V, Negative-QTOF	splash10-014i-0984000000-cfca44845f9cfafc1d93	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 40V, Negative-QTOF	splash10-00xr-3950000000-9dc2afd939fee34af167	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 10V, Negative-QTOF	splash10-014i-0009000000-bcded00edd04641049fa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 20V, Negative-QTOF	splash10-014i-0394000000-e9539ae1337d55553d7e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 40V, Negative-QTOF	splash10-01bi-2970000000-f199a2c91cd96249e6f7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 10V, Positive-QTOF	splash10-014i-0409000000-64e3e3ddfa4d8d0e04ad	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 20V, Positive-QTOF	splash10-014i-0927000000-76ec98c23089527e7d2e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxy-2',3',4'-trimethoxyisoflavan 40V, Positive-QTOF	splash10-00as-0920000000-a833fcc57852f53f12a6	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

FDB019120

KNApSAcK ID

C00019591

Chemspider ID

28682031

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54100766

PDB ID

Not Available

ChEBI ID

175069

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1877931

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 7-Hydroxy-2',3',4'-trimethoxyisoflavan (HMDB0039510)

MOL for HMDB0039510 (7-Hydroxy-2',3',4'-trimethoxyisoflavan)

3D MOL for HMDB0039510 (7-Hydroxy-2',3',4'-trimethoxyisoflavan)

3D SDF for HMDB0039510 (7-Hydroxy-2',3',4'-trimethoxyisoflavan)

3D-SDF for HMDB0039510 (7-Hydroxy-2',3',4'-trimethoxyisoflavan)

PDB for HMDB0039510 (7-Hydroxy-2',3',4'-trimethoxyisoflavan)

3D PDB for HMDB0039510 (7-Hydroxy-2',3',4'-trimethoxyisoflavan)

SMILES for HMDB0039510 (7-Hydroxy-2',3',4'-trimethoxyisoflavan)

INCHI for HMDB0039510 (7-Hydroxy-2',3',4'-trimethoxyisoflavan)

Structure for HMDB0039510 (7-Hydroxy-2',3',4'-trimethoxyisoflavan)

3D Structure for HMDB0039510 (7-Hydroxy-2',3',4'-trimethoxyisoflavan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra