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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:42 UTC

Update Date

2021-09-14 15:46:48 UTC

HMDB ID

HMDB0002219

Secondary Accession Numbers

HMDB02219

Metabolite Identification

Common Name

Glycitin

Description

Glycitin is an isoflavone glycoside present in human diets containing soy. The transformation of glycitin by intestinal microflora produces glycitein, a compound found to scavenge intracellular reactive oxygen species. Diverse bacteria strains from human origin have specific activity (beta-glucosidase activity) in the metabolism of dietary flavonoids. Soy isoflavones are popular supplements based on their potential protection against cancer and their use as alternative hormone replacement therapy. Is one of the isoflavones present in ready-to-feed soy-based infant formula. (PMID: 17516245 , 17157426 , 17439230 , 12607743 ).

Structure

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


  Mrv0541 02231219262D          

 32 35  0  0  0  0            999 V2000
   10.5206   -7.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2351   -8.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2351   -8.8550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206   -9.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8061   -8.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8061   -8.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206  -10.0924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2351  -10.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9496  -10.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6640  -10.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6640  -11.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9496  -11.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2351  -11.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3784  -10.0924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0930  -10.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0930  -11.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3784  -11.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8074  -11.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5219  -11.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8074  -12.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5219  -12.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2363  -12.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2363  -11.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9509  -12.9800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3784  -12.5674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0917   -9.2674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0917   -7.6174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206   -6.7924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9496   -7.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6640   -8.0300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206  -11.7424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206  -12.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  6  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  2  0  0  0  0
 13 12  1  0  0  0  0
 13  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 16  1  0  0  0  0
 17 11  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21 20  2  0  0  0  0
 22 21  1  0  0  0  0
 23 22  2  0  0  0  0
 23 19  1  0  0  0  0
 24 22  1  0  0  0  0
 25 17  2  0  0  0  0
 26  5  1  0  0  0  0
 27  6  1  0  0  0  0
 28  1  1  0  0  0  0
 29  2  1  0  0  0  0
 30 29  1  0  0  0  0
 31 13  1  0  0  0  0
 32 31  1  0  0  0  0
M  END

HMDB0002219
     RDKit          3D
Glycitin
 54 57  0  0  0  0  0  0  0  0999 V2000
   -0.3106   -3.4850   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -2.2325   -0.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -1.0879   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -1.1903   -0.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0110   -0.0757   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3783   -0.1649   -0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149   -1.2922   -0.3969 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    0.9738   -0.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6003    0.9114   -0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2502   -0.0623    0.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6181   -0.1521    0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3460    0.7328   -0.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7278    0.5771   -0.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6979    1.7012   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3274    1.7998   -1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5015    2.1856    0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1996    2.2259    0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4183    1.1566    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    1.2588    0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7771    0.1297    0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1090    0.3680    0.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116   -0.4449    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9049   -0.3940    1.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1454    0.1374    1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1266    1.6597    1.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3984    2.1816    1.4819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0740   -0.3191    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8726   -1.3521    0.7109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3523   -0.8786   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1395   -0.8308   -2.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575   -0.1202   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3941   -0.7061   -2.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2844   -3.7245    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -4.2755   -0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3778   -3.5029   -1.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6656   -2.1582   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6647   -0.7602    1.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1150   -0.9287    0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1074   -0.0353   -1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2926    2.3807   -1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7910    2.5527   -1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0978    3.0811    0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3819    2.2377    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9209   -1.5067   -0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6063   -0.2147    2.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6873    1.9215    2.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4341    2.0951    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5528    2.8992    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7467    0.5208   -0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2442   -1.9597    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0885   -1.9466   -0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1052   -0.7915   -1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770    0.9419   -1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7998   -0.0372   -2.6176 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  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  8 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 20  3  1  0
 31 22  1  0
 18  5  2  0
 15  9  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 22 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
 26 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  1  0
 32 54  1  0
M  END


  Mrv0541 02231219262D          

 32 35  0  0  0  0            999 V2000
   10.5206   -7.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2351   -8.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2351   -8.8550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206   -9.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8061   -8.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8061   -8.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206  -10.0924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2351  -10.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9496  -10.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6640  -10.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6640  -11.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9496  -11.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2351  -11.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3784  -10.0924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0930  -10.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0930  -11.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3784  -11.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8074  -11.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5219  -11.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8074  -12.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5219  -12.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2363  -12.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2363  -11.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9509  -12.9800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3784  -12.5674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0917   -9.2674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0917   -7.6174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206   -6.7924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9496   -7.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6640   -8.0300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206  -11.7424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206  -12.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  6  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  2  0  0  0  0
 13 12  1  0  0  0  0
 13  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17 16  1  0  0  0  0
 17 11  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21 20  2  0  0  0  0
 22 21  1  0  0  0  0
 23 22  2  0  0  0  0
 23 19  1  0  0  0  0
 24 22  1  0  0  0  0
 25 17  2  0  0  0  0
 26  5  1  0  0  0  0
 27  6  1  0  0  0  0
 28  1  1  0  0  0  0
 29  2  1  0  0  0  0
 30 29  1  0  0  0  0
 31 13  1  0  0  0  0
 32 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002219

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC2OC(CO)C(O)C(O)C2O)C=C2OC=C(C(=O)C2=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O10/c1-29-15-6-12-14(30-9-13(18(12)25)10-2-4-11(24)5-3-10)7-16(15)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3

> <INCHI_KEY>
OZBAVEKZGSOMOJ-UHFFFAOYSA-N

> <FORMULA>
C22H22O10

> <MOLECULAR_WEIGHT>
446.4041

> <EXACT_MASS>
446.121296924

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
44.286417720315434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-hydroxyphenyl)-6-methoxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

> <ALOGPS_LOGP>
0.83

> <JCHEM_LOGP>
0.30469835233333387

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.200239190631287

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.96255671455879

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923549436046

> <JCHEM_POLAR_SURFACE_AREA>
155.14000000000001

> <JCHEM_REFRACTIVITY>
108.30959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glycitin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002219
     RDKit          3D
Glycitin
 54 57  0  0  0  0  0  0  0  0999 V2000
   -0.3106   -3.4850   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -2.2325   -0.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -1.0879   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -1.1903   -0.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0110   -0.0757   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3783   -0.1649   -0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149   -1.2922   -0.3969 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    0.9738   -0.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6003    0.9114   -0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2502   -0.0623    0.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6181   -0.1521    0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3460    0.7328   -0.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7278    0.5771   -0.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6979    1.7012   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3274    1.7998   -1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5015    2.1856    0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1996    2.2259    0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4183    1.1566    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    1.2588    0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7771    0.1297    0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1090    0.3680    0.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116   -0.4449    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9049   -0.3940    1.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1454    0.1374    1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1266    1.6597    1.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3984    2.1816    1.4819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0740   -0.3191    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8726   -1.3521    0.7109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3523   -0.8786   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1395   -0.8308   -2.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575   -0.1202   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3941   -0.7061   -2.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2844   -3.7245    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -4.2755   -0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3778   -3.5029   -1.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6656   -2.1582   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6647   -0.7602    1.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1150   -0.9287    0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1074   -0.0353   -1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2926    2.3807   -1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7910    2.5527   -1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0978    3.0811    0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3819    2.2377    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9209   -1.5067   -0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6063   -0.2147    2.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6873    1.9215    2.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4341    2.0951    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5528    2.8992    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7467    0.5208   -0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2442   -1.9597    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0885   -1.9466   -0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1052   -0.7915   -1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770    0.9419   -1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7998   -0.0372   -2.6176 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  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  8 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 20  3  1  0
 31 22  1  0
 18  5  2  0
 15  9  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 22 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
 26 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  1  0
 32 54  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      19.639 -14.219   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.972 -14.989   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      20.972 -16.529   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      19.639 -17.299   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.305 -16.529   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.305 -14.989   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      19.639 -18.839   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      20.972 -19.609   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.306 -18.839   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.639 -19.609   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.639 -21.149   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.306 -21.919   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.972 -21.149   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      24.973 -18.839   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      26.307 -19.609   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.307 -21.149   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.973 -21.919   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.640 -21.919   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.974 -21.149   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      27.640 -23.459   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.974 -24.229   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      30.308 -23.459   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      30.308 -21.919   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      31.642 -24.229   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      24.973 -23.459   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      16.971 -17.299   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      16.971 -14.219   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      19.639 -12.679   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      22.306 -14.219   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      23.639 -14.989   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      19.639 -21.919   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      19.639 -23.459   0.000  0.00  0.00           C+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   26                                                  
CONECT    6    5    1   27                                                  
CONECT    7    4    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8   31                                                  
CONECT   14   10   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   11   25                                                  
CONECT   18   16   19   20                                                  
CONECT   19   18   23                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   19                                                       
CONECT   24   22                                                            
CONECT   25   17                                                            
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28    1                                                            
CONECT   29    2   30                                                       
CONECT   30   29                                                            
CONECT   31   13   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0002219
HETATM    1  C1  UNL     1      -0.311  -3.485  -0.414  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.913  -2.233  -0.239  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.178  -1.088  -0.150  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.188  -1.190  -0.236  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.011  -0.076  -0.155  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.378  -0.165  -0.240  1.00  0.00           C  
HETATM    7  O2  UNL     1       3.915  -1.292  -0.397  1.00  0.00           O  
HETATM    8  C6  UNL     1       4.150   0.974  -0.153  1.00  0.00           C  
HETATM    9  C7  UNL     1       5.600   0.911  -0.240  1.00  0.00           C  
HETATM   10  C8  UNL     1       6.250  -0.062   0.477  1.00  0.00           C  
HETATM   11  C9  UNL     1       7.618  -0.152   0.421  1.00  0.00           C  
HETATM   12  C10 UNL     1       8.346   0.733  -0.355  1.00  0.00           C  
HETATM   13  O3  UNL     1       9.728   0.577  -0.360  1.00  0.00           O  
HETATM   14  C11 UNL     1       7.698   1.701  -1.068  1.00  0.00           C  
HETATM   15  C12 UNL     1       6.327   1.800  -1.018  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.502   2.186   0.019  1.00  0.00           C  
HETATM   17  O4  UNL     1       2.200   2.226   0.095  1.00  0.00           O  
HETATM   18  C14 UNL     1       1.418   1.157   0.016  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.063   1.259   0.102  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.777   0.130   0.020  1.00  0.00           C  
HETATM   21  O5  UNL     1      -2.109   0.368   0.120  1.00  0.00           O  
HETATM   22  C17 UNL     1      -3.212  -0.445   0.088  1.00  0.00           C  
HETATM   23  O6  UNL     1      -3.905  -0.394   1.283  1.00  0.00           O  
HETATM   24  C18 UNL     1      -5.145   0.137   1.302  1.00  0.00           C  
HETATM   25  C19 UNL     1      -5.127   1.660   1.472  1.00  0.00           C  
HETATM   26  O7  UNL     1      -6.398   2.182   1.482  1.00  0.00           O  
HETATM   27  C20 UNL     1      -6.074  -0.319   0.226  1.00  0.00           C  
HETATM   28  O8  UNL     1      -6.873  -1.352   0.711  1.00  0.00           O  
HETATM   29  C21 UNL     1      -5.352  -0.879  -0.977  1.00  0.00           C  
HETATM   30  O9  UNL     1      -6.139  -0.831  -2.127  1.00  0.00           O  
HETATM   31  C22 UNL     1      -4.057  -0.120  -1.135  1.00  0.00           C  
HETATM   32  O10 UNL     1      -3.394  -0.706  -2.222  1.00  0.00           O  
HETATM   33  H1  UNL     1       0.284  -3.724   0.500  1.00  0.00           H  
HETATM   34  H2  UNL     1      -1.079  -4.275  -0.624  1.00  0.00           H  
HETATM   35  H3  UNL     1       0.378  -3.503  -1.299  1.00  0.00           H  
HETATM   36  H4  UNL     1       1.666  -2.158  -0.372  1.00  0.00           H  
HETATM   37  H5  UNL     1       5.665  -0.760   1.090  1.00  0.00           H  
HETATM   38  H6  UNL     1       8.115  -0.929   0.994  1.00  0.00           H  
HETATM   39  H7  UNL     1      10.107  -0.035  -1.065  1.00  0.00           H  
HETATM   40  H8  UNL     1       8.293   2.381  -1.666  1.00  0.00           H  
HETATM   41  H9  UNL     1       5.791   2.553  -1.569  1.00  0.00           H  
HETATM   42  H10 UNL     1       4.098   3.081   0.088  1.00  0.00           H  
HETATM   43  H11 UNL     1      -0.382   2.238   0.237  1.00  0.00           H  
HETATM   44  H12 UNL     1      -2.921  -1.507  -0.048  1.00  0.00           H  
HETATM   45  H13 UNL     1      -5.606  -0.215   2.282  1.00  0.00           H  
HETATM   46  H14 UNL     1      -4.687   1.921   2.479  1.00  0.00           H  
HETATM   47  H15 UNL     1      -4.434   2.095   0.742  1.00  0.00           H  
HETATM   48  H16 UNL     1      -6.553   2.899   0.818  1.00  0.00           H  
HETATM   49  H17 UNL     1      -6.747   0.521  -0.039  1.00  0.00           H  
HETATM   50  H18 UNL     1      -6.244  -1.960   1.216  1.00  0.00           H  
HETATM   51  H19 UNL     1      -5.089  -1.947  -0.822  1.00  0.00           H  
HETATM   52  H20 UNL     1      -7.105  -0.792  -1.869  1.00  0.00           H  
HETATM   53  H21 UNL     1      -4.177   0.942  -1.319  1.00  0.00           H  
HETATM   54  H22 UNL     1      -2.800  -0.037  -2.618  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   36
CONECT    5    6   18   18
CONECT    6    7    7    8
CONECT    8    9   16   16
CONECT    9   10   10   15
CONECT   10   11   37
CONECT   11   12   12   38
CONECT   12   13   14
CONECT   13   39
CONECT   14   15   15   40
CONECT   15   41
CONECT   16   17   42
CONECT   17   18
CONECT   18   19
CONECT   19   20   20   43
CONECT   20   21
CONECT   21   22
CONECT   22   23   31   44
CONECT   23   24
CONECT   24   25   27   45
CONECT   25   26   46   47
CONECT   26   48
CONECT   27   28   29   49
CONECT   28   50
CONECT   29   30   31   51
CONECT   30   52
CONECT   31   32   53
CONECT   32   54
END

HMDB0002219
     RDKit          3D
Glycitin
 54 57  0  0  0  0  0  0  0  0999 V2000
   -0.3106   -3.4850   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -2.2325   -0.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1779   -1.0879   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -1.1903   -0.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0110   -0.0757   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3783   -0.1649   -0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149   -1.2922   -0.3969 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    0.9738   -0.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6003    0.9114   -0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2502   -0.0623    0.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6181   -0.1521    0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3460    0.7328   -0.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7278    0.5771   -0.3601 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6979    1.7012   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3274    1.7998   -1.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5015    2.1856    0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1996    2.2259    0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4183    1.1566    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    1.2588    0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7771    0.1297    0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1090    0.3680    0.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2116   -0.4449    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9049   -0.3940    1.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1454    0.1374    1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1266    1.6597    1.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3984    2.1816    1.4819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0740   -0.3191    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8726   -1.3521    0.7109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3523   -0.8786   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1395   -0.8308   -2.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575   -0.1202   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3941   -0.7061   -2.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2844   -3.7245    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -4.2755   -0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3778   -3.5029   -1.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6656   -2.1582   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6647   -0.7602    1.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1150   -0.9287    0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1074   -0.0353   -1.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2926    2.3807   -1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7910    2.5527   -1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0978    3.0811    0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3819    2.2377    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9209   -1.5067   -0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6063   -0.2147    2.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6873    1.9215    2.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4341    2.0951    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5528    2.8992    0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7467    0.5208   -0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2442   -1.9597    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0885   -1.9466   -0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1052   -0.7915   -1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770    0.9419   -1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7998   -0.0372   -2.6176 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  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
  8 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 20  3  1  0
 31 22  1  0
 18  5  2  0
 15  9  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 22 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
 26 48  1  0
 27 49  1  0
 28 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  1  0
 32 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₂₂O₁₀

Average Molecular Weight

446.4041

Monoisotopic Molecular Weight

446.121296924

IUPAC Name

3-(4-hydroxyphenyl)-6-methoxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

Traditional Name

glycitin

CAS Registry Number

Not Available

SMILES

COC1=C(OC2OC(CO)C(O)C(O)C2O)C=C2OC=C(C(=O)C2=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C22H22O10/c1-29-15-6-12-14(30-9-13(18(12)25)10-2-4-11(24)5-3-10)7-16(15)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3

InChI Key

OZBAVEKZGSOMOJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavonoid O-glycosides

Direct Parent

Isoflavonoid O-glycosides

Alternative Parents

Substituents

Isoflavonoid o-glycoside
Isoflavonoid-7-o-glycoside
Isoflavone
Phenolic glycoside
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Monosaccharide
Oxane
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Polyol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050096 )

Ontology

Not Available

Physical Properties

State

Solid

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	0.54 g/L	ALOGPS
logP	0.83	ALOGPS
logP	0.3	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	8.96	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	108.31 m³·mol⁻¹	ChemAxon
Polarizability	44.29 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]+	205.498	31661259
DarkChem	[M-H]-	201.126	31661259
DeepCCS	[M+H]+	205.088	30932474
DeepCCS	[M-H]-	202.73	30932474
DeepCCS	[M-2H]-	235.616	30932474
DeepCCS	[M+Na]+	212.025	30932474
AllCCS	[M+H]+	204.2	32859911
AllCCS	[M+H-H2O]+	201.8	32859911
AllCCS	[M+NH4]+	206.4	32859911
AllCCS	[M+Na]+	207.0	32859911
AllCCS	[M-H]-	200.6	32859911
AllCCS	[M+Na-2H]-	201.2	32859911
AllCCS	[M+HCOO]-	201.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glycitin	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=C2OC=C(C(=O)C2=C1)C1=CC=C(O)C=C1	4773.3	Standard polar	33892256
Glycitin	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=C2OC=C(C(=O)C2=C1)C1=CC=C(O)C=C1	3959.4	Standard non polar	33892256
Glycitin	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=C2OC=C(C(=O)C2=C1)C1=CC=C(O)C=C1	4437.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glycitin,1TMS,isomer #1	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4241.2	Semi standard non polar	33892256
Glycitin,1TMS,isomer #2	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4202.3	Semi standard non polar	33892256
Glycitin,1TMS,isomer #3	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4200.5	Semi standard non polar	33892256
Glycitin,1TMS,isomer #4	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4215.6	Semi standard non polar	33892256
Glycitin,1TMS,isomer #5	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O)C1O)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	4231.8	Semi standard non polar	33892256
Glycitin,2TMS,isomer #1	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	4080.1	Semi standard non polar	33892256
Glycitin,2TMS,isomer #10	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	4045.0	Semi standard non polar	33892256
Glycitin,2TMS,isomer #2	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4070.7	Semi standard non polar	33892256
Glycitin,2TMS,isomer #3	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4061.7	Semi standard non polar	33892256
Glycitin,2TMS,isomer #4	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4077.9	Semi standard non polar	33892256
Glycitin,2TMS,isomer #5	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	4041.4	Semi standard non polar	33892256
Glycitin,2TMS,isomer #6	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4026.9	Semi standard non polar	33892256
Glycitin,2TMS,isomer #7	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4035.2	Semi standard non polar	33892256
Glycitin,2TMS,isomer #8	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	4026.8	Semi standard non polar	33892256
Glycitin,2TMS,isomer #9	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4039.9	Semi standard non polar	33892256
Glycitin,3TMS,isomer #1	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	3951.8	Semi standard non polar	33892256
Glycitin,3TMS,isomer #10	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	3924.3	Semi standard non polar	33892256
Glycitin,3TMS,isomer #2	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	3917.0	Semi standard non polar	33892256
Glycitin,3TMS,isomer #3	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O)C(O)C1O[Si](C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	3950.2	Semi standard non polar	33892256
Glycitin,3TMS,isomer #4	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	3967.5	Semi standard non polar	33892256
Glycitin,3TMS,isomer #5	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4005.2	Semi standard non polar	33892256
Glycitin,3TMS,isomer #6	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	3968.2	Semi standard non polar	33892256
Glycitin,3TMS,isomer #7	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	3903.2	Semi standard non polar	33892256
Glycitin,3TMS,isomer #8	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	3926.2	Semi standard non polar	33892256
Glycitin,3TMS,isomer #9	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	3959.2	Semi standard non polar	33892256
Glycitin,4TMS,isomer #1	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	3842.3	Semi standard non polar	33892256
Glycitin,4TMS,isomer #2	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	3886.0	Semi standard non polar	33892256
Glycitin,4TMS,isomer #3	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	3855.6	Semi standard non polar	33892256
Glycitin,4TMS,isomer #4	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	3948.4	Semi standard non polar	33892256
Glycitin,4TMS,isomer #5	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	3850.4	Semi standard non polar	33892256
Glycitin,5TMS,isomer #1	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C)C=C1)C2=O	3840.8	Semi standard non polar	33892256
Glycitin,1TBDMS,isomer #1	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4504.6	Semi standard non polar	33892256
Glycitin,1TBDMS,isomer #2	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4490.8	Semi standard non polar	33892256
Glycitin,1TBDMS,isomer #3	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4485.7	Semi standard non polar	33892256
Glycitin,1TBDMS,isomer #4	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4492.1	Semi standard non polar	33892256
Glycitin,1TBDMS,isomer #5	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O)C1O)OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	4472.5	Semi standard non polar	33892256
Glycitin,2TBDMS,isomer #1	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O)OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	4602.9	Semi standard non polar	33892256
Glycitin,2TBDMS,isomer #10	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O)C1O[Si](C)(C)C(C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	4603.5	Semi standard non polar	33892256
Glycitin,2TBDMS,isomer #2	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4604.0	Semi standard non polar	33892256
Glycitin,2TBDMS,isomer #3	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4592.0	Semi standard non polar	33892256
Glycitin,2TBDMS,isomer #4	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4603.0	Semi standard non polar	33892256
Glycitin,2TBDMS,isomer #5	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O)OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	4604.9	Semi standard non polar	33892256
Glycitin,2TBDMS,isomer #6	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4582.4	Semi standard non polar	33892256
Glycitin,2TBDMS,isomer #7	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4591.8	Semi standard non polar	33892256
Glycitin,2TBDMS,isomer #8	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O)OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	4594.7	Semi standard non polar	33892256
Glycitin,2TBDMS,isomer #9	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4600.5	Semi standard non polar	33892256
Glycitin,3TBDMS,isomer #1	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O)OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	4696.1	Semi standard non polar	33892256
Glycitin,3TBDMS,isomer #10	COC1=CC2=C(C=C1OC1OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	4700.3	Semi standard non polar	33892256
Glycitin,3TBDMS,isomer #2	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O)OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	4697.2	Semi standard non polar	33892256
Glycitin,3TBDMS,isomer #3	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C1O[Si](C)(C)C(C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	4692.2	Semi standard non polar	33892256
Glycitin,3TBDMS,isomer #4	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O)OC=C(C1=CC=C(O)C=C1)C2=O	4677.5	Semi standard non polar	33892256
Glycitin,3TBDMS,isomer #5	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4705.3	Semi standard non polar	33892256
Glycitin,3TBDMS,isomer #6	COC1=CC2=C(C=C1OC1OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4667.0	Semi standard non polar	33892256
Glycitin,3TBDMS,isomer #7	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O)OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	4680.3	Semi standard non polar	33892256
Glycitin,3TBDMS,isomer #8	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C)OC=C(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C2=O	4694.8	Semi standard non polar	33892256
Glycitin,3TBDMS,isomer #9	COC1=CC2=C(C=C1OC1OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C)OC=C(C1=CC=C(O)C=C1)C2=O	4658.1	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 - Glycitin GC-MS (Non-derivatized) - 70eV, Positive	splash10-05y0-9314500000-abf346b6fc620d59a6ad	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glycitin GC-MS (3 TMS) - 70eV, Positive	splash10-0002-7331019000-b70749f1941f866f40fd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glycitin 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 - Glycitin 10V, Positive-QTOF	splash10-000j-0190800000-54ec89c3148f1910c2c8	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycitin 20V, Positive-QTOF	splash10-000i-0090100000-3b918f38f9d2cf867224	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycitin 40V, Positive-QTOF	splash10-014r-2190000000-9007c57bfd74574a808c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycitin 10V, Negative-QTOF	splash10-000t-0151900000-392cca0e0904f518b696	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycitin 20V, Negative-QTOF	splash10-00lr-1090200000-9bd7cc7792824852083d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycitin 40V, Negative-QTOF	splash10-0159-2090000000-79e0163bd5b1bff14b80	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycitin 10V, Positive-QTOF	splash10-000i-0090400000-330b5b28421b105ab81b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycitin 20V, Positive-QTOF	splash10-000i-0190100000-ebdc26c3b3a12827faa8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycitin 40V, Positive-QTOF	splash10-000i-5191000000-b91453701a99e95e4f57	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycitin 10V, Negative-QTOF	splash10-0002-0030900000-9d60bf640748ae831890	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycitin 20V, Negative-QTOF	splash10-015a-2195800000-aa79258983fd447a4da2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycitin 40V, Negative-QTOF	splash10-014l-1191000000-cb98dad12713160590d8	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB017323

KNApSAcK ID

C00010089

Chemspider ID

10176999

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Glycitin

METLIN ID

Not Available

PubChem Compound

12004532

PDB ID

Not Available

ChEBI ID

1097945

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

Kang KA, Zhang R, Piao MJ, Lee KH, Kim BJ, Kim SY, Kim HS, Kim DH, You HJ, Hyun JW: Inhibitory effects of glycitein on hydrogen peroxide induced cell damage by scavenging reactive oxygen species and inhibiting c-Jun N-terminal kinase. Free Radic Res. 2007 Jun;41(6):720-9. [PubMed:17516245 ]
Daly KT, Tracy AC, Malik M, Wang T, Francke-Carroll S, Magnuson BA: Enhanced estrogenic responses and sensitivity to azoxymethane following dietary soy isoflavone supplementation in older female rats. Food Chem Toxicol. 2007 Apr;45(4):628-37. Epub 2006 Nov 2. [PubMed:17157426 ]
Marotti I, Bonetti A, Biavati B, Catizone P, Dinelli G: Biotransformation of common bean (Phaseolus vulgaris L.) flavonoid glycosides by bifidobacterium species from human intestinal origin. J Agric Food Chem. 2007 May 16;55(10):3913-9. Epub 2007 Apr 18. [PubMed:17439230 ]
Johns P, Dowlati L, Wargo W: Determination of isoflavones in ready-to-feed soy-based infant formula. J AOAC Int. 2003 Jan-Feb;86(1):72-8. [PubMed:12607743 ]

Showing metabocard for Glycitin (HMDB0002219)

MOL for HMDB0002219 (Glycitin)

3D MOL for HMDB0002219 (Glycitin)

3D SDF for HMDB0002219 (Glycitin)

3D-SDF for HMDB0002219 (Glycitin)

PDB for HMDB0002219 (Glycitin)

3D PDB for HMDB0002219 (Glycitin)

SMILES for HMDB0002219 (Glycitin)

INCHI for HMDB0002219 (Glycitin)

Structure for HMDB0002219 (Glycitin)

3D Structure for HMDB0002219 (Glycitin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra