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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:15:10 UTC

Update Date

2022-03-07 02:54:05 UTC

HMDB ID

HMDB0034411

Secondary Accession Numbers

HMDB34411

Metabolite Identification

Common Name

Phaseollinisoflavan

Description

Phaseollinisoflavan 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. Phaseollinisoflavan has been detected, but not quantified in, several different foods, such as pulses, teas (Camellia sinensis), red tea, herbal tea, and green beans (Phaseolus vulgaris). This could make phaseollinisoflavan a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Phaseollinisoflavan.

Structure

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

HMDB0034411
     RDKit          3D
Phaseollinisoflavan
 44 47  0  0  0  0  0  0  0  0999 V2000
   -5.4648   -0.6791   -1.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8075   -0.1915   -0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8873    0.0429    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2515    1.1527   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156    1.4284   -0.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0920    0.4733    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636   -0.8074    0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7238   -1.7407    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995   -1.4105    1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011   -0.1691    0.9204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4905    0.2933    1.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1976   -0.6231    2.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191   -1.4029    1.4659 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1050   -0.7723    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4694   -1.0533    0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3094   -0.3881   -0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6708   -0.6351   -0.3720 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7940    0.5767   -1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548    0.8601   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6013    0.1929   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709    0.4988   -0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    0.7785    0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2874    2.0464    0.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8839   -1.0775    0.0211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8071   -0.3664   -2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4148   -0.1124   -1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6320   -1.7664   -1.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5950   -0.7844    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3536    1.0372    0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2852    0.1350    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9523    1.8649   -1.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6811    2.4410   -0.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0816   -2.7345    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2322   -2.1838    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    1.3279    1.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7383   -0.0037    2.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5104   -1.2352    2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8738   -1.8095    1.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3327   -0.1185    0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186    1.1263   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9890    1.6099   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289    1.5409   -0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5990   -0.1225   -0.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357    2.7604   -0.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 10 22  2  0
 22 23  1  0
  7 24  1  0
 24  2  1  0
 22  6  1  0
 21 11  1  0
 20 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
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 15 38  1  0
 17 39  1  0
 18 40  1  0
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 21 42  1  0
 21 43  1  0
 23 44  1  0
M  END


  Mrv0541 05061307482D          

 24 27  0  0  0  0            999 V2000
    3.6704    5.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401    6.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    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
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
  8  7  2  0  0  0  0
 12  3  1  0  0  0  0
 12  9  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  4  1  0  0  0  0
 14 10  2  0  0  0  0
 15  5  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  1  0  0  0  0
 17  6  1  0  0  0  0
 17 16  2  0  0  0  0
 18 10  1  0  0  0  0
 18 12  2  0  0  0  0
 19 15  2  0  0  0  0
 19 16  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20  8  1  0  0  0  0
 21 14  1  0  0  0  0
 22 19  1  0  0  0  0
 23 11  1  0  0  0  0
 23 18  1  0  0  0  0
 24 17  1  0  0  0  0
 24 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034411

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C1COC2=C(C1)C=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O4/c1-20(2)8-7-16-17(24-20)6-5-15(19(16)22)13-9-12-3-4-14(21)10-18(12)23-11-13/h3-8,10,13,21-22H,9,11H2,1-2H3

> <INCHI_KEY>
UUJBHSNXZMGYBT-UHFFFAOYSA-N

> <FORMULA>
C20H20O4

> <MOLECULAR_WEIGHT>
324.3704

> <EXACT_MASS>
324.136159128

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
35.935373625616364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-2,2-dimethyl-2H-chromen-5-ol

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
4.092301279333332

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.049651047008203

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.438116660025095

> <JCHEM_PKA_STRONGEST_BASIC>
-4.579644219642406

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
93.35359999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-2,2-dimethylchromen-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034411
     RDKit          3D
Phaseollinisoflavan
 44 47  0  0  0  0  0  0  0  0999 V2000
   -5.4648   -0.6791   -1.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8075   -0.1915   -0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8873    0.0429    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2515    1.1527   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156    1.4284   -0.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0920    0.4733    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636   -0.8074    0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7238   -1.7407    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995   -1.4105    1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011   -0.1691    0.9204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4905    0.2933    1.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1976   -0.6231    2.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191   -1.4029    1.4659 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1050   -0.7723    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4694   -1.0533    0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3094   -0.3881   -0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6708   -0.6351   -0.3720 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7940    0.5767   -1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548    0.8601   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6013    0.1929   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709    0.4988   -0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    0.7785    0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2874    2.0464    0.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8839   -1.0775    0.0211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8071   -0.3664   -2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4148   -0.1124   -1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6320   -1.7664   -1.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5950   -0.7844    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3536    1.0372    0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2852    0.1350    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9523    1.8649   -1.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6811    2.4410   -0.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0816   -2.7345    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2322   -2.1838    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    1.3279    1.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7383   -0.0037    2.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5104   -1.2352    2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8738   -1.8095    1.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3327   -0.1185    0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186    1.1263   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9890    1.6099   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289    1.5409   -0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5990   -0.1225   -0.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357    2.7604   -0.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 10 22  2  0
 22 23  1  0
  7 24  1  0
 24  2  1  0
 22  6  1  0
 21 11  1  0
 20 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 21 43  1  0
 23 44  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       6.851  10.513   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.862  12.227   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -8.002   6.160   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.001  11.550   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   20                                                            
CONECT    3    4   12                                                       
CONECT    4    3   14                                                       
CONECT    5    6   15                                                       
CONECT    6    5   17                                                       
CONECT    7    8   16                                                       
CONECT    8    7   20                                                       
CONECT    9   12   13                                                       
CONECT   10   14   18                                                       
CONECT   11   13   23                                                       
CONECT   12    3    9   18                                                  
CONECT   13    9   11   15                                                  
CONECT   14    4   10   21                                                  
CONECT   15    5   13   19                                                  
CONECT   16    7   17   19                                                  
CONECT   17    6   16   24                                                  
CONECT   18   10   12   23                                                  
CONECT   19   15   16   22                                                  
CONECT   20    1    2    8   24                                             
CONECT   21   14                                                            
CONECT   22   19                                                            
CONECT   23   11   18                                                       
CONECT   24   17   20                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0034411
HETATM    1  C1  UNL     1      -5.465  -0.679  -1.800  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.808  -0.191  -0.522  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.887   0.043   0.555  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.252   1.153  -0.799  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.016   1.428  -0.527  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.092   0.473   0.054  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.564  -0.807   0.328  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.724  -1.741   0.882  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.400  -1.410   1.172  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.101  -0.169   0.920  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.490   0.293   1.155  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.198  -0.623   2.077  1.00  0.00           C  
HETATM   13  O1  UNL     1       3.219  -1.403   1.466  1.00  0.00           O  
HETATM   14  C13 UNL     1       4.105  -0.772   0.625  1.00  0.00           C  
HETATM   15  C14 UNL     1       5.469  -1.053   0.575  1.00  0.00           C  
HETATM   16  C15 UNL     1       6.309  -0.388  -0.289  1.00  0.00           C  
HETATM   17  O2  UNL     1       7.671  -0.635  -0.372  1.00  0.00           O  
HETATM   18  C16 UNL     1       5.794   0.577  -1.124  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.455   0.860  -1.082  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.601   0.193  -0.212  1.00  0.00           C  
HETATM   21  C19 UNL     1       2.171   0.499  -0.182  1.00  0.00           C  
HETATM   22  C20 UNL     1      -0.773   0.779   0.351  1.00  0.00           C  
HETATM   23  O3  UNL     1      -0.287   2.046   0.086  1.00  0.00           O  
HETATM   24  O4  UNL     1      -3.884  -1.078   0.021  1.00  0.00           O  
HETATM   25  H1  UNL     1      -4.807  -0.366  -2.639  1.00  0.00           H  
HETATM   26  H2  UNL     1      -6.415  -0.112  -1.915  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.632  -1.766  -1.831  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.595  -0.784   0.618  1.00  0.00           H  
HETATM   29  H5  UNL     1      -6.354   1.037   0.408  1.00  0.00           H  
HETATM   30  H6  UNL     1      -5.285   0.135   1.509  1.00  0.00           H  
HETATM   31  H7  UNL     1      -4.952   1.865  -1.239  1.00  0.00           H  
HETATM   32  H8  UNL     1      -2.681   2.441  -0.757  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.082  -2.734   1.096  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.232  -2.184   1.597  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.481   1.328   1.626  1.00  0.00           H  
HETATM   36  H12 UNL     1       2.738  -0.004   2.877  1.00  0.00           H  
HETATM   37  H13 UNL     1       1.510  -1.235   2.691  1.00  0.00           H  
HETATM   38  H14 UNL     1       5.874  -1.809   1.232  1.00  0.00           H  
HETATM   39  H15 UNL     1       8.333  -0.118   0.207  1.00  0.00           H  
HETATM   40  H16 UNL     1       6.419   1.126  -1.827  1.00  0.00           H  
HETATM   41  H17 UNL     1       3.989   1.610  -1.720  1.00  0.00           H  
HETATM   42  H18 UNL     1       2.029   1.541  -0.538  1.00  0.00           H  
HETATM   43  H19 UNL     1       1.599  -0.123  -0.932  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.836   2.760  -0.312  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4   24
CONECT    3   28   29   30
CONECT    4    5    5   31
CONECT    5    6   32
CONECT    6    7    7   22
CONECT    7    8   24
CONECT    8    9    9   33
CONECT    9   10   34
CONECT   10   11   22   22
CONECT   11   12   21   35
CONECT   12   13   36   37
CONECT   13   14
CONECT   14   15   15   20
CONECT   15   16   38
CONECT   16   17   18   18
CONECT   17   39
CONECT   18   19   40
CONECT   19   20   20   41
CONECT   20   21
CONECT   21   42   43
CONECT   22   23
CONECT   23   44
END

HMDB0034411
     RDKit          3D
Phaseollinisoflavan
 44 47  0  0  0  0  0  0  0  0999 V2000
   -5.4648   -0.6791   -1.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8075   -0.1915   -0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8873    0.0429    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2515    1.1527   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156    1.4284   -0.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0920    0.4733    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636   -0.8074    0.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7238   -1.7407    0.8818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3995   -1.4105    1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011   -0.1691    0.9204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4905    0.2933    1.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1976   -0.6231    2.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191   -1.4029    1.4659 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1050   -0.7723    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4694   -1.0533    0.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3094   -0.3881   -0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6708   -0.6351   -0.3720 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7940    0.5767   -1.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548    0.8601   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6013    0.1929   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709    0.4988   -0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7725    0.7785    0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2874    2.0464    0.0856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8839   -1.0775    0.0211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8071   -0.3664   -2.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4148   -0.1124   -1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6320   -1.7664   -1.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5950   -0.7844    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3536    1.0372    0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2852    0.1350    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9523    1.8649   -1.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6811    2.4410   -0.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0816   -2.7345    1.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2322   -2.1838    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812    1.3279    1.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7383   -0.0037    2.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5104   -1.2352    2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8738   -1.8095    1.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3327   -0.1185    0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186    1.1263   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9890    1.6099   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289    1.5409   -0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5990   -0.1225   -0.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357    2.7604   -0.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 10 22  2  0
 22 23  1  0
  7 24  1  0
 24  2  1  0
 22  6  1  0
 21 11  1  0
 20 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 21 43  1  0
 23 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Phaseollinisoflavan	HMDB
3,4-dihydro-2,2-Dimethyl[3,6'-bi-2H-1-benzopyran]-5',7-diol, 9ci	HMDB
Phaseolinisoflavan	HMDB
Phaseollin	MeSH, HMDB
Phaseollinisoflavan	MeSH

Chemical Formula

C₂₀H₂₀O₄

Average Molecular Weight

324.3704

Monoisotopic Molecular Weight

324.136159128

IUPAC Name

6-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-2,2-dimethyl-2H-chromen-5-ol

Traditional Name

6-(7-hydroxy-3,4-dihydro-2H-1-benzopyran-3-yl)-2,2-dimethylchromen-5-ol

CAS Registry Number

40323-57-7

SMILES

CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C1COC2=C(C1)C=CC(O)=C2

InChI Identifier

InChI=1S/C20H20O4/c1-20(2)8-7-16-17(24-20)6-5-15(19(16)22)13-9-12-3-4-14(21)10-18(12)23-11-13/h3-8,10,13,21-22H,9,11H2,1-2H3

InChI Key

UUJBHSNXZMGYBT-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
Hydroxyisoflavonoid
Isoflavanol
Isoflavan
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0034411)

Cellular substructure

Membrane (HMDB: HMDB0034411)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034411)

Source

Exogenous

Food

Food (HMDB: HMDB0034411)

Pulse

Bean

Pulses (FooDB: FOOD00867)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0034411)
Fabaceae (HMDB: HMDB0034411)

Not Available

Nutrient (HMDB: HMDB0034411)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	3.77	ALOGPS
logP	4.09	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.44	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	93.35 m³·mol⁻¹	ChemAxon
Polarizability	35.94 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]+	177.518	31661259
DarkChem	[M-H]-	176.356	31661259
DeepCCS	[M+H]+	181.919	30932474
DeepCCS	[M-H]-	179.561	30932474
DeepCCS	[M-2H]-	213.728	30932474
DeepCCS	[M+Na]+	188.955	30932474
AllCCS	[M+H]+	179.9	32859911
AllCCS	[M+H-H2O]+	176.5	32859911
AllCCS	[M+NH4]+	183.1	32859911
AllCCS	[M+Na]+	184.0	32859911
AllCCS	[M-H]-	183.3	32859911
AllCCS	[M+Na-2H]-	182.8	32859911
AllCCS	[M+HCOO]-	182.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phaseollinisoflavan	CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C1COC2=C(C1)C=CC(O)=C2	3833.6	Standard polar	33892256
Phaseollinisoflavan	CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C1COC2=C(C1)C=CC(O)=C2	2832.5	Standard non polar	33892256
Phaseollinisoflavan	CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C1COC2=C(C1)C=CC(O)=C2	3110.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phaseollinisoflavan,1TMS,isomer #1	CC1(C)C=CC2=C(C=CC(C3COC4=CC(O)=CC=C4C3)=C2O[Si](C)(C)C)O1	2930.4	Semi standard non polar	33892256
Phaseollinisoflavan,1TMS,isomer #2	CC1(C)C=CC2=C(C=CC(C3COC4=CC(O[Si](C)(C)C)=CC=C4C3)=C2O)O1	2846.4	Semi standard non polar	33892256
Phaseollinisoflavan,2TMS,isomer #1	CC1(C)C=CC2=C(C=CC(C3COC4=CC(O[Si](C)(C)C)=CC=C4C3)=C2O[Si](C)(C)C)O1	2771.3	Semi standard non polar	33892256
Phaseollinisoflavan,1TBDMS,isomer #1	CC1(C)C=CC2=C(C=CC(C3COC4=CC(O)=CC=C4C3)=C2O[Si](C)(C)C(C)(C)C)O1	3179.9	Semi standard non polar	33892256
Phaseollinisoflavan,1TBDMS,isomer #2	CC1(C)C=CC2=C(C=CC(C3COC4=CC(O[Si](C)(C)C(C)(C)C)=CC=C4C3)=C2O)O1	3126.0	Semi standard non polar	33892256
Phaseollinisoflavan,2TBDMS,isomer #1	CC1(C)C=CC2=C(C=CC(C3COC4=CC(O[Si](C)(C)C(C)(C)C)=CC=C4C3)=C2O[Si](C)(C)C(C)(C)C)O1	3230.9	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 - Phaseollinisoflavan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4r-1987000000-8371fc805be7cb9e958c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phaseollinisoflavan GC-MS (2 TMS) - 70eV, Positive	splash10-0zfs-4195600000-664b19f41205127907c4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phaseollinisoflavan 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 - Phaseollinisoflavan 10V, Positive-QTOF	splash10-00b9-1928000000-ee1050210e0496a816e5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phaseollinisoflavan 20V, Positive-QTOF	splash10-00di-0963000000-424c3aadc1084880ac94	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phaseollinisoflavan 40V, Positive-QTOF	splash10-05fs-3920000000-a53a1bcd304489c7e7b0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phaseollinisoflavan 10V, Negative-QTOF	splash10-00di-0219000000-90765added0f691569a6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phaseollinisoflavan 20V, Negative-QTOF	splash10-00fr-0946000000-0dc59da88ccd590aa271	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phaseollinisoflavan 40V, Negative-QTOF	splash10-05fr-1920000000-9d3bdb7ff48329efe9ec	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phaseollinisoflavan 10V, Positive-QTOF	splash10-004i-0609000000-e1d84e643a7f3ef9fcd0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phaseollinisoflavan 20V, Positive-QTOF	splash10-004i-0869000000-6c445948a577371f6fa1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phaseollinisoflavan 40V, Positive-QTOF	splash10-000b-1931000000-86ca55e080ce88266647	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phaseollinisoflavan 10V, Negative-QTOF	splash10-00di-0009000000-b64caba2598a2db6662e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phaseollinisoflavan 20V, Negative-QTOF	splash10-00di-0139000000-d7b358e9b93d1ccbc2db	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phaseollinisoflavan 40V, Negative-QTOF	splash10-08gi-0792000000-b48aed48d6345a8de3bc	2021-09-22	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4484952

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Phaseollinisoflavan (HMDB0034411)

MOL for HMDB0034411 (Phaseollinisoflavan)

3D MOL for HMDB0034411 (Phaseollinisoflavan)

3D SDF for HMDB0034411 (Phaseollinisoflavan)

3D-SDF for HMDB0034411 (Phaseollinisoflavan)

PDB for HMDB0034411 (Phaseollinisoflavan)

3D PDB for HMDB0034411 (Phaseollinisoflavan)

SMILES for HMDB0034411 (Phaseollinisoflavan)

INCHI for HMDB0034411 (Phaseollinisoflavan)

Structure for HMDB0034411 (Phaseollinisoflavan)

3D Structure for HMDB0034411 (Phaseollinisoflavan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra