Hmdb loader

Showing metabocard for (3R)-Sophorol (HMDB0301810)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-22 21:17:36 UTC
Update Date2021-09-22 21:17:37 UTC
HMDB IDHMDB0301810
Secondary Accession NumbersNone
Metabolite Identification
Common Name(3R)-Sophorol
Description(3r)-sophorol is a member of the class of compounds known as isoflavanones. Isoflavanones are polycyclic compounds containing an isoflavan skeleton which bears a ketone at position C4. Thus, (3r)-sophorol is considered to be a flavonoid lipid molecule (3r)-sophorol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (3r)-sophorol can be found in a number of food items such as japanese chestnut, radish, star fruit, and acerola, which makes (3r)-sophorol a potential biomarker for the consumption of these food products.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0301810 ((3R)-Sophorol)


  Mrv0541 02241212132D          

 23 26  0  0  0  0            999 V2000
   -4.3607   -0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3607   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318   -0.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2173   -1.2964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2173   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5640   -0.7927    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318   -2.5339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -2.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739   -2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6169   -3.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2036   -3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5392   -3.0860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -0.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7897   -0.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  1  0  0  0
  9 12  1  6  0  0  0
  8 13  2  0  0  0  0
 14 11  2  0  0  0  0
 11 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  2  0  0  0  0
 17 21  1  0  0  0  0
 17 16  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 14 22  1  0  0  0  0
  2 23  1  0  0  0  0
M  END
Download

3D MOL for HMDB0301810 ((3R)-Sophorol)

HMDB0301810
     RDKit          3D
(3R)-Sophorol
 34 37  0  0  0  0  0  0  0  0999 V2000
   -0.6735   -1.7812    1.8808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9107   -1.3294    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0827   -0.4719    0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0487   -0.3685    1.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1394    0.4604    1.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2823    1.1554    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    1.9840   -0.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3073    1.0309   -0.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2485    0.2354   -0.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981    0.0597   -1.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461   -1.2086   -1.6830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0213   -1.6825   -0.3935 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2869   -0.9158   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380    0.3996    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5397    1.0765    0.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7263    0.4477    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -0.8475   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4904   -1.4981   -0.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5770   -2.7945   -1.0118 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7477    1.3630    0.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2317    2.4001    1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8537    2.3742    0.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9290   -0.9079    2.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8914    0.5699    2.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3186    2.9501    0.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3763    1.5567   -1.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -1.9480   -2.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1498   -1.1931   -2.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754   -2.7313   -0.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037    0.8861    0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6324   -1.3638   -0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7769   -3.3555   -1.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7202    3.3789    0.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4311    2.0689    2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 12  2  1  0
 18 13  1  0
  9  3  1  0
 22 15  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  6
 14 30  1  0
 17 31  1  0
 19 32  1  0
 21 33  1  0
 21 34  1  0
M  END
Download

3D SDF for HMDB0301810 ((3R)-Sophorol)


  Mrv0541 02241212132D          

 23 26  0  0  0  0            999 V2000
   -4.3607   -0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3607   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6462   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318   -0.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2173   -1.2964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2173   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5640   -0.7927    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9318   -2.5339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -2.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739   -2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6169   -3.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2036   -3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5392   -3.0860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -0.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7897   -0.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  1  0  0  0
  9 12  1  6  0  0  0
  8 13  2  0  0  0  0
 14 11  2  0  0  0  0
 11 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  2  0  0  0  0
 17 21  1  0  0  0  0
 17 16  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 14 22  1  0  0  0  0
  2 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301810

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1(COC2=C(C=CC(O)=C2)C1=O)C1=C(O)C=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O6/c17-8-1-2-9-13(3-8)20-6-11(16(9)19)10-4-14-15(5-12(10)18)22-7-21-14/h1-5,11,17-18H,6-7H2/t11-/m0/s1

> <INCHI_KEY>
FAPWSAQOVOBPCP-NSHDSACASA-N

> <FORMULA>
C16H12O6

> <MOLECULAR_WEIGHT>
300.2629

> <EXACT_MASS>
300.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
29.481371390684956

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-7-hydroxy-3-(6-hydroxy-2H-1,3-benzodioxol-5-yl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
2.0044569033333333

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.516336749212178

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.775250840908228

> <JCHEM_PKA_STRONGEST_BASIC>
-4.514499537337289

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
75.46250000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-sophorol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0301810 ((3R)-Sophorol)

HMDB0301810
     RDKit          3D
(3R)-Sophorol
 34 37  0  0  0  0  0  0  0  0999 V2000
   -0.6735   -1.7812    1.8808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9107   -1.3294    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0827   -0.4719    0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0487   -0.3685    1.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1394    0.4604    1.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2823    1.1554    0.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    1.9840   -0.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3073    1.0309   -0.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2485    0.2354   -0.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981    0.0597   -1.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6461   -1.2086   -1.6830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0213   -1.6825   -0.3935 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2869   -0.9158   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380    0.3996    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5397    1.0765    0.3700 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7263    0.4477    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -0.8475   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4904   -1.4981   -0.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5770   -2.7945   -1.0118 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7477    1.3630    0.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2317    2.4001    1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8537    2.3742    0.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9290   -0.9079    2.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8914    0.5699    2.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3186    2.9501    0.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3763    1.5567   -1.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -1.9480   -2.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1498   -1.1931   -2.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754   -2.7313   -0.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037    0.8861    0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6324   -1.3638   -0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7769   -3.3555   -1.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7202    3.3789    0.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4311    2.0689    2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 12  2  1  0
 18 13  1  0
  9  3  1  0
 22 15  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  6
 14 30  1  0
 17 31  1  0
 19 32  1  0
 21 33  1  0
 21 34  1  0
M  END
Download

PDB for HMDB0301810 ((3R)-Sophorol)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -8.140  -0.110   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.474  -0.880   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.474  -2.420   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.140  -3.190   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.806  -2.420   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.806  -0.880   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.473  -0.110   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.473  -3.190   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.139  -2.420   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.139  -0.880   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.805  -3.190   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      -2.919  -1.480   0.000  0.00  0.00           H+0
HETATM   13  O   UNK     0      -5.473  -4.730   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.472  -2.420   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.805  -4.730   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.472  -5.500   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.138  -4.730   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.138  -3.190   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.152  -7.006   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.380  -7.167   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.007  -5.761   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.472  -0.880   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -10.807  -0.110   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   13                                                  
CONECT    9    8   10   11   12                                             
CONECT   10    7    9                                                       
CONECT   11    9   14   15                                                  
CONECT   12    9                                                            
CONECT   13    8                                                            
CONECT   14   11   18   22                                                  
CONECT   15   11   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   18   21   16                                                  
CONECT   18   14   17                                                       
CONECT   19   16   20                                                       
CONECT   20   19   21                                                       
CONECT   21   17   20                                                       
CONECT   22   14                                                            
CONECT   23    2                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END
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3D PDB for HMDB0301810 ((3R)-Sophorol)

COMPND    HMDB0301810
HETATM    1  O1  UNL     1      -0.674  -1.781   1.881  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.911  -1.329   0.745  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.083  -0.472   0.570  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.049  -0.368   1.588  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.139   0.460   1.334  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.282   1.155   0.147  1.00  0.00           C  
HETATM    7  O2  UNL     1      -5.358   1.984  -0.143  1.00  0.00           O  
HETATM    8  C6  UNL     1      -3.307   1.031  -0.831  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.249   0.235  -0.597  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.198   0.060  -1.559  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.646  -1.209  -1.683  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.021  -1.682  -0.394  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.287  -0.916  -0.274  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.338   0.400   0.194  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.540   1.076   0.370  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.726   0.448   0.084  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.712  -0.848  -0.373  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.490  -1.498  -0.541  1.00  0.00           C  
HETATM   19  O4  UNL     1       2.577  -2.794  -1.012  1.00  0.00           O  
HETATM   20  O5  UNL     1       4.748   1.363   0.350  1.00  0.00           O  
HETATM   21  C16 UNL     1       4.232   2.400   1.162  1.00  0.00           C  
HETATM   22  O6  UNL     1       2.854   2.374   0.831  1.00  0.00           O  
HETATM   23  H1  UNL     1      -2.929  -0.908   2.532  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.891   0.570   2.084  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.319   2.950   0.093  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.376   1.557  -1.800  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.403  -1.948  -2.025  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.150  -1.193  -2.447  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.175  -2.731  -0.401  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.404   0.886   0.445  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.632  -1.364  -0.588  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.777  -3.356  -1.206  1.00  0.00           H  
HETATM   33  H11 UNL     1       4.720   3.379   0.950  1.00  0.00           H  
HETATM   34  H12 UNL     1       4.431   2.069   2.223  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4    9
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7    8
CONECT    7   25
CONECT    8    9    9   26
CONECT    9   10
CONECT   10   11
CONECT   11   12   27   28
CONECT   12   13   29
CONECT   13   14   14   18
CONECT   14   15   30
CONECT   15   16   16   22
CONECT   16   17   20
CONECT   17   18   18   31
CONECT   18   19
CONECT   19   32
CONECT   20   21
CONECT   21   22   33   34
END
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SMILES for HMDB0301810 ((3R)-Sophorol)

[H][C@]1(COC2=C(C=CC(O)=C2)C1=O)C1=C(O)C=C2OCOC2=C1
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INCHI for HMDB0301810 ((3R)-Sophorol)

InChI=1S/C16H12O6/c17-8-1-2-9-13(3-8)20-6-11(16(9)19)10-4-14-15(5-12(10)18)22-7-21-14/h1-5,11,17-18H,6-7H2/t11-/m0/s1
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC16H12O6
Average Molecular Weight300.2629
Monoisotopic Molecular Weight300.063388116
IUPAC Name(3R)-7-hydroxy-3-(6-hydroxy-2H-1,3-benzodioxol-5-yl)-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Name(-)-sophorol
CAS Registry Number133067-72-8
SMILES
[H][C@]1(COC2=C(C=CC(O)=C2)C1=O)C1=C(O)C=C2OCOC2=C1
InChI Identifier
InChI=1S/C16H12O6/c17-8-1-2-9-13(3-8)20-6-11(16(9)19)10-4-14-15(5-12(10)18)22-7-21-14/h1-5,11,17-18H,6-7H2/t11-/m0/s1
InChI KeyFAPWSAQOVOBPCP-NSHDSACASA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoflavanones. These are polycyclic compounds containing an isoflavan skeleton which bears a ketone at position C4.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflavans
Direct ParentIsoflavanones
Alternative Parents
Substituents
  • Hydroxyisoflavonoid
  • Isoflavanol
  • Isoflavanone
  • Chromone
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Benzodioxole
  • Aryl alkyl ketone
  • Aryl ketone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Ketone
  • Acetal
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.32ALOGPS
logP2ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)7.78ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area85.22 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity75.46 m³·mol⁻¹ChemAxon
Polarizability29.48 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+168.38332859911
AllCCS[M+H-H2O]+164.75832859911
AllCCS[M+Na]+172.71532859911
AllCCS[M+NH4]+171.74832859911
AllCCS[M-H]-170.55932859911
AllCCS[M+Na-2H]-169.66932859911
AllCCS[M+HCOO]-168.82832859911
DeepCCS[M+H]+172.03530932474
DeepCCS[M-H]-169.67730932474
DeepCCS[M-2H]-203.38230932474
DeepCCS[M+Na]+178.60930932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 10V, Positive-QTOFsplash10-0udi-0439000000-c0e0205d7094f52362162016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 20V, Positive-QTOFsplash10-0udr-0943000000-70a5f1868140b958e9532016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 40V, Positive-QTOFsplash10-000i-2910000000-f6906b2c66912f328bc32016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 10V, Negative-QTOFsplash10-0002-0090000000-f8204de32a59c6106d832016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 20V, Negative-QTOFsplash10-000b-0590000000-1bb9a6cd3574e22de1082016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 40V, Negative-QTOFsplash10-000i-3910000000-259f0ef90bf1d88abae22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 10V, Positive-QTOFsplash10-0udi-0109000000-0841bb3177ee9112c2a82021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 20V, Positive-QTOFsplash10-0udi-0819000000-89e077ef2cc4e19913342021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 40V, Positive-QTOFsplash10-00ei-1920000000-0b66ceff96df366d00532021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 10V, Negative-QTOFsplash10-0002-0090000000-fb4a565723d52a1e46242021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 20V, Negative-QTOFsplash10-0002-0090000000-cccfa08e2b04e73882ea2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (3R)-Sophorol 40V, Negative-QTOFsplash10-00ks-0490000000-023bf7af764c5808578e2021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001446
KNApSAcK IDNot Available
Chemspider ID24995662
KEGG Compound IDC16228
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available