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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:56:40 UTC

Update Date

2022-03-07 02:54:00 UTC

HMDB ID

HMDB0034149

Secondary Accession Numbers

HMDB34149

Metabolite Identification

Common Name

Prunitrin

Description

Prunitrin 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. Prunitrin has been detected, but not quantified in, several different foods, such as herbs and spices, teas (Camellia sinensis), prunus (cherry, plum), green tea, and black tea. This could make prunitrin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Prunitrin.

Structure

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


  Mrv0541 05061307372D          

 32 35  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.0125    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
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
 10  2  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18 13  1  0  0  0  0
 18 17  1  0  0  0  0
 19 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23  8  1  0  0  0  0
 24 14  1  0  0  0  0
 25 18  2  0  0  0  0
 26 19  1  0  0  0  0
 27 20  1  0  0  0  0
 28 21  1  0  0  0  0
 29  1  1  0  0  0  0
 29 12  1  0  0  0  0
 30  9  1  0  0  0  0
 30 15  1  0  0  0  0
 31 11  1  0  0  0  0
 31 22  1  0  0  0  0
 32 16  1  0  0  0  0
 32 22  1  0  0  0  0
M  END

HMDB0034149
     RDKit          3D
Prunitrin
 54 57  0  0  0  0  0  0  0  0999 V2000
    9.6871   -0.5238    0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9445   -0.6819   -0.8974 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5514   -0.6107   -0.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8932   -0.7684   -2.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4817   -0.7104   -2.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9052   -0.8791   -3.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7506   -0.4899   -0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3819   -0.4170   -0.9491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -0.5570   -2.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314   -0.1907    0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2741   -0.1183    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139    0.6231   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7559    0.7125   -0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5456    0.0440    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8958    0.1699    0.1213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8174   -0.4224    0.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4872    0.5660    1.6763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5424    1.1554    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383    2.0445   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2864    2.6118   -0.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.2108    0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7027    0.2682    1.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1818   -1.2254    0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9845   -1.8995   -0.2711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7491   -1.3612    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -1.2051   -1.1558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739   -0.6856    1.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5189   -0.7810    1.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747   -0.0426    1.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7723   -0.1207    1.3097 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4424   -0.3325    0.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8439   -0.3916    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4176    0.4616    0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7600   -0.5330    0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4758   -1.3598    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4491   -0.9432   -2.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0090   -0.8809   -3.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386    1.1453   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    1.2958   -1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827   -1.0143    1.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9903    1.8665    1.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5224    1.5238   -0.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5388    2.9043    0.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0054    3.0919   -1.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0369    0.5481   -0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2650    0.3292    2.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3180   -1.7325    1.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8898   -1.4784   -0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4433   -2.4116    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5193   -1.2760   -1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -1.2430    1.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285   -1.3668    1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570    0.1350    2.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3635   -0.2687    1.1810 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14 27  1  0
 27 28  2  0
 10 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32  3  1  0
 31  7  1  0
 28 11  1  0
 25 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
 12 38  1  0
 13 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 32 54  1  0
M  END


  Mrv0541 05061307372D          

 32 35  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.0125    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
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
 10  2  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 16  8  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18 13  1  0  0  0  0
 18 17  1  0  0  0  0
 19 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23  8  1  0  0  0  0
 24 14  1  0  0  0  0
 25 18  2  0  0  0  0
 26 19  1  0  0  0  0
 27 20  1  0  0  0  0
 28 21  1  0  0  0  0
 29  1  1  0  0  0  0
 29 12  1  0  0  0  0
 30  9  1  0  0  0  0
 30 15  1  0  0  0  0
 31 11  1  0  0  0  0
 31 22  1  0  0  0  0
 32 16  1  0  0  0  0
 32 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034149

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C2C(=O)C(=COC2=C1)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C=C1

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

> <INCHI_KEY>
OFUWGCQDMVDLIR-UHFFFAOYSA-N

> <FORMULA>
C22H22O10

> <MOLECULAR_WEIGHT>
446.4041

> <EXACT_MASS>
446.121296924

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
44.257994028424235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.77

> <JCHEM_LOGP>
0.9546983523333339

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.200225899522756

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.533463286604386

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343686506

> <JCHEM_POLAR_SURFACE_AREA>
155.14

> <JCHEM_REFRACTIVITY>
108.30959999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.68e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034149
     RDKit          3D
Prunitrin
 54 57  0  0  0  0  0  0  0  0999 V2000
    9.6871   -0.5238    0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9445   -0.6819   -0.8974 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5514   -0.6107   -0.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8932   -0.7684   -2.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4817   -0.7104   -2.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9052   -0.8791   -3.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7506   -0.4899   -0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3819   -0.4170   -0.9491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -0.5570   -2.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314   -0.1907    0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2741   -0.1183    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139    0.6231   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7559    0.7125   -0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5456    0.0440    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8958    0.1699    0.1213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8174   -0.4224    0.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4872    0.5660    1.6763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5424    1.1554    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383    2.0445   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2864    2.6118   -0.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.2108    0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7027    0.2682    1.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1818   -1.2254    0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9845   -1.8995   -0.2711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7491   -1.3612    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -1.2051   -1.1558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739   -0.6856    1.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5189   -0.7810    1.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747   -0.0426    1.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7723   -0.1207    1.3097 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4424   -0.3325    0.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8439   -0.3916    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4176    0.4616    0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7600   -0.5330    0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4758   -1.3598    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4491   -0.9432   -2.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0090   -0.8809   -3.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386    1.1453   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    1.2958   -1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827   -1.0143    1.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9903    1.8665    1.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5224    1.5238   -0.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5388    2.9043    0.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0054    3.0919   -1.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0369    0.5481   -0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2650    0.3292    2.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3180   -1.7325    1.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8898   -1.4784   -0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4433   -2.4116    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5193   -1.2760   -1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -1.2430    1.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285   -1.3668    1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570    0.1350    2.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3635   -0.2687    1.1810 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14 27  1  0
 27 28  2  0
 10 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32  3  1  0
 31  7  1  0
 28 11  1  0
 25 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
 12 38  1  0
 13 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 32 54  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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.671  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      14.671  13.090   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      12.003  13.090   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.336  11.550   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      13.337   9.240   0.000  0.00  0.00           O+0
CONECT    1   29                                                            
CONECT    2    4   10                                                       
CONECT    3    5   10                                                       
CONECT    4    2   11                                                       
CONECT    5    3   11                                                       
CONECT    6   12   14                                                       
CONECT    7   12   15                                                       
CONECT    8   16   23                                                       
CONECT    9   13   30                                                       
CONECT   10    2    3   13                                                  
CONECT   11    4    5   31                                                  
CONECT   12    6    7   29                                                  
CONECT   13    9   10   18                                                  
CONECT   14    6   17   24                                                  
CONECT   15    7   17   30                                                  
CONECT   16    8   19   32                                                  
CONECT   17   14   15   18                                                  
CONECT   18   13   17   25                                                  
CONECT   19   16   20   26                                                  
CONECT   20   19   21   27                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   31   32                                                  
CONECT   23    8                                                            
CONECT   24   14                                                            
CONECT   25   18                                                            
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29    1   12                                                       
CONECT   30    9   15                                                       
CONECT   31   11   22                                                       
CONECT   32   16   22                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0034149
HETATM    1  C1  UNL     1       9.687  -0.524   0.308  1.00  0.00           C  
HETATM    2  O1  UNL     1       8.944  -0.682  -0.897  1.00  0.00           O  
HETATM    3  C2  UNL     1       7.551  -0.611  -0.880  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.893  -0.768  -2.057  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.482  -0.710  -2.128  1.00  0.00           C  
HETATM    6  O2  UNL     1       4.905  -0.879  -3.348  1.00  0.00           O  
HETATM    7  C5  UNL     1       4.751  -0.490  -0.984  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.382  -0.417  -0.949  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.724  -0.557  -2.016  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.731  -0.191   0.254  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.274  -0.118   0.250  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.614   0.623  -0.707  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.756   0.713  -0.742  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.546   0.044   0.207  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.896   0.170   0.121  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.817  -0.422   0.975  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.487   0.566   1.676  1.00  0.00           O  
HETATM   18  C13 UNL     1      -5.542   1.155   1.055  1.00  0.00           C  
HETATM   19  C14 UNL     1      -5.138   2.045  -0.112  1.00  0.00           C  
HETATM   20  O6  UNL     1      -6.286   2.612  -0.693  1.00  0.00           O  
HETATM   21  C15 UNL     1      -6.651   0.211   0.668  1.00  0.00           C  
HETATM   22  O7  UNL     1      -7.703   0.268   1.582  1.00  0.00           O  
HETATM   23  C16 UNL     1      -6.182  -1.225   0.634  1.00  0.00           C  
HETATM   24  O8  UNL     1      -6.984  -1.900  -0.271  1.00  0.00           O  
HETATM   25  C17 UNL     1      -4.749  -1.361   0.247  1.00  0.00           C  
HETATM   26  O9  UNL     1      -4.642  -1.205  -1.156  1.00  0.00           O  
HETATM   27  C18 UNL     1      -0.874  -0.686   1.147  1.00  0.00           C  
HETATM   28  C19 UNL     1       0.519  -0.781   1.188  1.00  0.00           C  
HETATM   29  C20 UNL     1       3.475  -0.043   1.398  1.00  0.00           C  
HETATM   30  O10 UNL     1       4.772  -0.121   1.310  1.00  0.00           O  
HETATM   31  C21 UNL     1       5.442  -0.333   0.201  1.00  0.00           C  
HETATM   32  C22 UNL     1       6.844  -0.392   0.262  1.00  0.00           C  
HETATM   33  H1  UNL     1       9.418   0.462   0.772  1.00  0.00           H  
HETATM   34  H2  UNL     1      10.760  -0.533   0.070  1.00  0.00           H  
HETATM   35  H3  UNL     1       9.476  -1.360   1.003  1.00  0.00           H  
HETATM   36  H4  UNL     1       7.449  -0.943  -2.971  1.00  0.00           H  
HETATM   37  H5  UNL     1       4.009  -0.881  -3.632  1.00  0.00           H  
HETATM   38  H6  UNL     1       1.239   1.145  -1.446  1.00  0.00           H  
HETATM   39  H7  UNL     1      -1.248   1.296  -1.496  1.00  0.00           H  
HETATM   40  H8  UNL     1      -3.283  -1.014   1.738  1.00  0.00           H  
HETATM   41  H9  UNL     1      -5.990   1.867   1.808  1.00  0.00           H  
HETATM   42  H10 UNL     1      -4.522   1.524  -0.860  1.00  0.00           H  
HETATM   43  H11 UNL     1      -4.539   2.904   0.253  1.00  0.00           H  
HETATM   44  H12 UNL     1      -6.005   3.092  -1.512  1.00  0.00           H  
HETATM   45  H13 UNL     1      -7.037   0.548  -0.315  1.00  0.00           H  
HETATM   46  H14 UNL     1      -7.265   0.329   2.490  1.00  0.00           H  
HETATM   47  H15 UNL     1      -6.318  -1.733   1.619  1.00  0.00           H  
HETATM   48  H16 UNL     1      -7.890  -1.478  -0.300  1.00  0.00           H  
HETATM   49  H17 UNL     1      -4.443  -2.412   0.434  1.00  0.00           H  
HETATM   50  H18 UNL     1      -5.519  -1.276  -1.593  1.00  0.00           H  
HETATM   51  H19 UNL     1      -1.377  -1.243   1.928  1.00  0.00           H  
HETATM   52  H20 UNL     1       1.028  -1.367   1.945  1.00  0.00           H  
HETATM   53  H21 UNL     1       2.957   0.135   2.341  1.00  0.00           H  
HETATM   54  H22 UNL     1       7.363  -0.269   1.181  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3
CONECT    3    4    4   32
CONECT    4    5   36
CONECT    5    6    7    7
CONECT    6   37
CONECT    7    8   31
CONECT    8    9    9   10
CONECT   10   11   29   29
CONECT   11   12   12   28
CONECT   12   13   38
CONECT   13   14   14   39
CONECT   14   15   27
CONECT   15   16
CONECT   16   17   25   40
CONECT   17   18
CONECT   18   19   21   41
CONECT   19   20   42   43
CONECT   20   44
CONECT   21   22   23   45
CONECT   22   46
CONECT   23   24   25   47
CONECT   24   48
CONECT   25   26   49
CONECT   26   50
CONECT   27   28   28   51
CONECT   28   52
CONECT   29   30   53
CONECT   30   31
CONECT   31   32   32
CONECT   32   54
END

HMDB0034149
     RDKit          3D
Prunitrin
 54 57  0  0  0  0  0  0  0  0999 V2000
    9.6871   -0.5238    0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9445   -0.6819   -0.8974 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5514   -0.6107   -0.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8932   -0.7684   -2.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4817   -0.7104   -2.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9052   -0.8791   -3.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7506   -0.4899   -0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3819   -0.4170   -0.9491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -0.5570   -2.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314   -0.1907    0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2741   -0.1183    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6139    0.6231   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7559    0.7125   -0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5456    0.0440    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8958    0.1699    0.1213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8174   -0.4224    0.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4872    0.5660    1.6763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5424    1.1554    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383    2.0445   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2864    2.6118   -0.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.2108    0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7027    0.2682    1.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1818   -1.2254    0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9845   -1.8995   -0.2711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7491   -1.3612    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -1.2051   -1.1558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8739   -0.6856    1.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5189   -0.7810    1.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747   -0.0426    1.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7723   -0.1207    1.3097 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4424   -0.3325    0.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8439   -0.3916    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4176    0.4616    0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7600   -0.5330    0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4758   -1.3598    1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4491   -0.9432   -2.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0090   -0.8809   -3.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386    1.1453   -1.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    1.2958   -1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827   -1.0143    1.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9903    1.8665    1.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5224    1.5238   -0.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5388    2.9043    0.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0054    3.0919   -1.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0369    0.5481   -0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2650    0.3292    2.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3180   -1.7325    1.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8898   -1.4784   -0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4433   -2.4116    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5193   -1.2760   -1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -1.2430    1.9282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285   -1.3668    1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570    0.1350    2.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3635   -0.2687    1.1810 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
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14 27  1  0
 27 28  2  0
 10 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32  3  1  0
 31  7  1  0
 28 11  1  0
 25 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  6 37  1  0
 12 38  1  0
 13 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 32 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Prunetin 4'-O-glucoside	HMDB
Prunetrin	HMDB
Prunitroside	HMDB
Trifoside	HMDB

Chemical Formula

C₂₂H₂₂O₁₀

Average Molecular Weight

446.4041

Monoisotopic Molecular Weight

446.121296924

IUPAC Name

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

Traditional Name

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

CAS Registry Number

154-36-9

SMILES

COC1=CC(O)=C2C(=O)C(=COC2=C1)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C=C1

InChI Identifier

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

InChI Key

OFUWGCQDMVDLIR-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-4p-o-glycoside
7-o-methylisoflavone
Isoflavone
Hydroxyisoflavonoid
Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Phenol ether
Pyranone
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Pyran
Monocyclic benzene moiety
Oxane
Monosaccharide
Benzenoid
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Polyol
Organic oxygen compound
Alcohol
Primary alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034149)
Cytoplasm (HMDB: HMDB0034149)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034149)

Source

Exogenous

Food

Food (HMDB: HMDB0034149)

Fruit

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0034149)

Not Available

Nutrient (HMDB: HMDB0034149)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	181 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	383.6 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.47 g/L	ALOGPS
logP	0.77	ALOGPS
logP	0.95	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.53	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	44.26 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
DeepCCS	[M+H]+	200.136	30932474
DeepCCS	[M-H]-	197.74	30932474
DeepCCS	[M-2H]-	230.623	30932474
DeepCCS	[M+Na]+	206.048	30932474
AllCCS	[M+H]+	204.2	32859911
AllCCS	[M+H-H2O]+	201.9	32859911
AllCCS	[M+NH4]+	206.4	32859911
AllCCS	[M+Na]+	207.0	32859911
AllCCS	[M-H]-	200.5	32859911
AllCCS	[M+Na-2H]-	201.1	32859911
AllCCS	[M+HCOO]-	201.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prunitrin	COC1=CC(O)=C2C(=O)C(=COC2=C1)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C=C1	4829.0	Standard polar	33892256
Prunitrin	COC1=CC(O)=C2C(=O)C(=COC2=C1)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C=C1	3978.5	Standard non polar	33892256
Prunitrin	COC1=CC(O)=C2C(=O)C(=COC2=C1)C1=CC=C(OC2OC(CO)C(O)C(O)C2O)C=C1	4298.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prunitrin,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O)C4O)C=C3)=COC2=C1	4230.3	Semi standard non polar	33892256
Prunitrin,1TMS,isomer #2	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O)C=C3)=COC2=C1	4219.7	Semi standard non polar	33892256
Prunitrin,1TMS,isomer #3	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O)C=C3)=COC2=C1	4192.2	Semi standard non polar	33892256
Prunitrin,1TMS,isomer #4	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O)C=C3)=COC2=C1	4196.9	Semi standard non polar	33892256
Prunitrin,1TMS,isomer #5	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C)C=C3)=COC2=C1	4201.2	Semi standard non polar	33892256
Prunitrin,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O)C=C3)=COC2=C1	4074.5	Semi standard non polar	33892256
Prunitrin,2TMS,isomer #10	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3)=COC2=C1	4043.4	Semi standard non polar	33892256
Prunitrin,2TMS,isomer #2	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O)C=C3)=COC2=C1	4036.6	Semi standard non polar	33892256
Prunitrin,2TMS,isomer #3	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O)C=C3)=COC2=C1	4039.3	Semi standard non polar	33892256
Prunitrin,2TMS,isomer #4	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C)C=C3)=COC2=C1	4043.0	Semi standard non polar	33892256
Prunitrin,2TMS,isomer #5	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O)C=C3)=COC2=C1	4061.4	Semi standard non polar	33892256
Prunitrin,2TMS,isomer #6	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O)C=C3)=COC2=C1	4059.5	Semi standard non polar	33892256
Prunitrin,2TMS,isomer #7	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O[Si](C)(C)C)C=C3)=COC2=C1	4066.9	Semi standard non polar	33892256
Prunitrin,2TMS,isomer #8	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=C3)=COC2=C1	4028.3	Semi standard non polar	33892256
Prunitrin,2TMS,isomer #9	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=C3)=COC2=C1	4037.7	Semi standard non polar	33892256
Prunitrin,3TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O)C=C3)=COC2=C1	3950.1	Semi standard non polar	33892256
Prunitrin,3TMS,isomer #10	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3)=COC2=C1	3971.2	Semi standard non polar	33892256
Prunitrin,3TMS,isomer #2	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O)C=C3)=COC2=C1	3940.7	Semi standard non polar	33892256
Prunitrin,3TMS,isomer #3	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O)C4O[Si](C)(C)C)C=C3)=COC2=C1	3940.0	Semi standard non polar	33892256
Prunitrin,3TMS,isomer #4	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=C3)=COC2=C1	3896.1	Semi standard non polar	33892256
Prunitrin,3TMS,isomer #5	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=C3)=COC2=C1	3918.7	Semi standard non polar	33892256
Prunitrin,3TMS,isomer #6	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3)=COC2=C1	3917.7	Semi standard non polar	33892256
Prunitrin,3TMS,isomer #7	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=C3)=COC2=C1	3966.4	Semi standard non polar	33892256
Prunitrin,3TMS,isomer #8	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=C3)=COC2=C1	3997.9	Semi standard non polar	33892256
Prunitrin,3TMS,isomer #9	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3)=COC2=C1	3964.2	Semi standard non polar	33892256
Prunitrin,4TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C=C3)=COC2=C1	3853.6	Semi standard non polar	33892256
Prunitrin,4TMS,isomer #2	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C=C3)=COC2=C1	3902.1	Semi standard non polar	33892256
Prunitrin,4TMS,isomer #3	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3)=COC2=C1	3865.1	Semi standard non polar	33892256
Prunitrin,4TMS,isomer #4	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3)=COC2=C1	3859.5	Semi standard non polar	33892256
Prunitrin,4TMS,isomer #5	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3)=COC2=C1	3959.5	Semi standard non polar	33892256
Prunitrin,5TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C=C3)=COC2=C1	3862.7	Semi standard non polar	33892256
Prunitrin,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O)C4O)C=C3)=COC2=C1	4473.6	Semi standard non polar	33892256
Prunitrin,1TBDMS,isomer #2	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O)C=C3)=COC2=C1	4482.3	Semi standard non polar	33892256
Prunitrin,1TBDMS,isomer #3	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=C3)=COC2=C1	4475.8	Semi standard non polar	33892256
Prunitrin,1TBDMS,isomer #4	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=C3)=COC2=C1	4485.9	Semi standard non polar	33892256
Prunitrin,1TBDMS,isomer #5	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	4484.9	Semi standard non polar	33892256
Prunitrin,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O)C=C3)=COC2=C1	4586.8	Semi standard non polar	33892256
Prunitrin,2TBDMS,isomer #10	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	4596.0	Semi standard non polar	33892256
Prunitrin,2TBDMS,isomer #2	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=C3)=COC2=C1	4600.6	Semi standard non polar	33892256
Prunitrin,2TBDMS,isomer #3	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=C3)=COC2=C1	4588.8	Semi standard non polar	33892256
Prunitrin,2TBDMS,isomer #4	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	4584.2	Semi standard non polar	33892256
Prunitrin,2TBDMS,isomer #5	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=C3)=COC2=C1	4590.4	Semi standard non polar	33892256
Prunitrin,2TBDMS,isomer #6	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=C3)=COC2=C1	4589.6	Semi standard non polar	33892256
Prunitrin,2TBDMS,isomer #7	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	4594.3	Semi standard non polar	33892256
Prunitrin,2TBDMS,isomer #8	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)C=C3)=COC2=C1	4571.0	Semi standard non polar	33892256
Prunitrin,2TBDMS,isomer #9	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	4592.0	Semi standard non polar	33892256
Prunitrin,3TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O)C=C3)=COC2=C1	4674.2	Semi standard non polar	33892256
Prunitrin,3TBDMS,isomer #10	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	4666.7	Semi standard non polar	33892256
Prunitrin,3TBDMS,isomer #2	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O)C=C3)=COC2=C1	4670.1	Semi standard non polar	33892256
Prunitrin,3TBDMS,isomer #3	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C4O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	4652.2	Semi standard non polar	33892256
Prunitrin,3TBDMS,isomer #4	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)C=C3)=COC2=C1	4649.1	Semi standard non polar	33892256
Prunitrin,3TBDMS,isomer #5	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	4661.3	Semi standard non polar	33892256
Prunitrin,3TBDMS,isomer #6	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(C3=CC=C(OC4OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	4668.1	Semi standard non polar	33892256
Prunitrin,3TBDMS,isomer #7	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(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)C4O)C=C3)=COC2=C1	4661.6	Semi standard non polar	33892256
Prunitrin,3TBDMS,isomer #8	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	4689.1	Semi standard non polar	33892256
Prunitrin,3TBDMS,isomer #9	COC1=CC(O)=C2C(=O)C(C3=CC=C(OC4OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C1	4664.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prunitrin GC-MS (Non-derivatized) - 70eV, Positive	splash10-05y0-9314500000-6893b135074097ec6a71	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prunitrin GC-MS (3 TMS) - 70eV, Positive	splash10-0002-3331039000-5e0d10a28a1e10874d0c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prunitrin 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 - Prunitrin 10V, Positive-QTOF	splash10-000j-0190700000-e806a63254c6c4242135	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunitrin 20V, Positive-QTOF	splash10-000i-0090000000-05c8ba6009a150fcac89	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunitrin 40V, Positive-QTOF	splash10-0fri-2390000000-1d71ca58c67c0bfff35d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunitrin 10V, Negative-QTOF	splash10-000t-0150900000-b55dfa66d9d40040baec	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunitrin 20V, Negative-QTOF	splash10-001i-1190200000-eebe655a9c84306ffe50	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunitrin 40V, Negative-QTOF	splash10-0f8c-2190000000-d39cacb8ff6b127484f6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunitrin 10V, Negative-QTOF	splash10-001i-0090100000-3c06443dfc6f1a01db50	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunitrin 20V, Negative-QTOF	splash10-001i-6194800000-69b2ed46ef82ba2b8538	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunitrin 40V, Negative-QTOF	splash10-0059-2090100000-2b6ea8bfcb1d7997f09f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunitrin 10V, Positive-QTOF	splash10-000i-0090000000-edc9ea273e98ea6aa00a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunitrin 20V, Positive-QTOF	splash10-000i-0091000000-175bd0146196c0811ca5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prunitrin 40V, Positive-QTOF	splash10-053i-4094000000-b07548f6fb4901ba30a8	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB012425

KNApSAcK ID

C00010118

Chemspider ID

4747625

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5918474

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1840811

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 Prunitrin (HMDB0034149)

MOL for HMDB0034149 (Prunitrin)

3D MOL for HMDB0034149 (Prunitrin)

3D SDF for HMDB0034149 (Prunitrin)

3D-SDF for HMDB0034149 (Prunitrin)

PDB for HMDB0034149 (Prunitrin)

3D PDB for HMDB0034149 (Prunitrin)

SMILES for HMDB0034149 (Prunitrin)

INCHI for HMDB0034149 (Prunitrin)

Structure for HMDB0034149 (Prunitrin)

3D Structure for HMDB0034149 (Prunitrin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra