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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:04:10 UTC

Update Date

2022-03-07 02:56:37 UTC

HMDB ID

HMDB0040513

Secondary Accession Numbers

HMDB40513

Metabolite Identification

Common Name

2,3-Dehydrosilybin

Description

2,3-Dehydrosilybin belongs to the class of organic compounds known as flavonolignans. These are non-conventional lignans that derived from flavonoids. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to the B-ring of the 2-phenylchromene moiety. 2,3-Dehydrosilybin has been detected, but not quantified in, several different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, green vegetables, and robusta coffees (Coffea canephora). This could make 2,3-dehydrosilybin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2,3-Dehydrosilybin.

Structure

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

  Mrv0541 05061311542D          

 35 39  0  0  0  0            999 V2000
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
 11  2  1  0  0  0  0
 11  6  2  0  0  0  0
 12  3  1  0  0  0  0
 12  7  2  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14  4  1  0  0  0  0
 15  8  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17 14  2  0  0  0  0
 18  7  1  0  0  0  0
 18 16  2  0  0  0  0
 19  9  2  0  0  0  0
 20 10  1  0  0  0  0
 21 15  2  0  0  0  0
 21 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 11  1  0  0  0  0
 24 20  1  0  0  0  0
 25 12  1  0  0  0  0
 25 23  2  0  0  0  0
 26 10  1  0  0  0  0
 27 13  1  0  0  0  0
 28 14  1  0  0  0  0
 29 15  1  0  0  0  0
 30 22  2  0  0  0  0
 31 23  1  0  0  0  0
 32  1  1  0  0  0  0
 32 17  1  0  0  0  0
 33 16  1  0  0  0  0
 33 20  1  0  0  0  0
 34 18  1  0  0  0  0
 34 24  1  0  0  0  0
 35 19  1  0  0  0  0
 35 25  1  0  0  0  0
M  END

HMDB0040513
     RDKit          3D
2,3-Dehydrosilybin
 55 59  0  0  0  0  0  0  0  0999 V2000
   -4.3415    0.4858   -3.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7716   -0.8177   -3.3815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6276   -1.1755   -2.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0967   -0.3418   -1.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9671   -0.7341    0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3921    0.1732    1.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1979    0.8001    0.7487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684    0.1879    0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1874    0.6690    0.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167    0.1201    0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495    0.5630   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7874   -0.0702    0.1826 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497    0.2335   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0914   -0.4805    0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3259   -0.1786   -0.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4433   -0.9209   -0.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5006    0.8423   -1.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3735    1.5935   -1.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5862    2.5998   -2.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1373    1.2743   -1.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9956    1.9628   -1.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511    2.9088   -2.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    1.5907   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6548    2.3233   -1.3531 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571   -0.9604    1.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468   -1.4440    2.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910   -0.8702    1.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0311   -1.3664    2.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1431   -0.4783    2.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    0.6511    3.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288    1.5950    3.6380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3952   -1.9971    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9343   -2.8638   -0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0543   -2.4546   -1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5914   -3.3185   -2.6370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3135    0.5987   -3.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9603    1.2814   -3.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636    0.6071   -4.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7666    0.6529   -1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1178    0.9974    1.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0452    1.4998   -0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -1.3000    0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9536   -0.5721    0.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4616    1.1060   -1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0129    3.2480   -3.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    3.0756   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4326   -1.4053    1.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3881   -2.2799    2.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0645   -0.9302    2.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3537    0.2639    4.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8449    1.2039    3.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6206    2.3158    2.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3263   -2.3773    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2525   -3.8530   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8870   -4.2341   -2.3435 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 10 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  5 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 34  3  1  0
 29  6  1  0
 27  8  1  0
 23 11  2  0
 20 13  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  6 40  1  0
  9 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 19 45  1  0
 24 46  1  0
 25 47  1  0
 26 48  1  0
 29 49  1  0
 30 50  1  0
 30 51  1  0
 31 52  1  0
 32 53  1  0
 33 54  1  0
 35 55  1  0
M  END

  Mrv0541 05061311542D          

 35 39  0  0  0  0            999 V2000
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
 11  2  1  0  0  0  0
 11  6  2  0  0  0  0
 12  3  1  0  0  0  0
 12  7  2  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14  4  1  0  0  0  0
 15  8  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17 14  2  0  0  0  0
 18  7  1  0  0  0  0
 18 16  2  0  0  0  0
 19  9  2  0  0  0  0
 20 10  1  0  0  0  0
 21 15  2  0  0  0  0
 21 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 11  1  0  0  0  0
 24 20  1  0  0  0  0
 25 12  1  0  0  0  0
 25 23  2  0  0  0  0
 26 10  1  0  0  0  0
 27 13  1  0  0  0  0
 28 14  1  0  0  0  0
 29 15  1  0  0  0  0
 30 22  2  0  0  0  0
 31 23  1  0  0  0  0
 32  1  1  0  0  0  0
 32 17  1  0  0  0  0
 33 16  1  0  0  0  0
 33 20  1  0  0  0  0
 34 18  1  0  0  0  0
 34 24  1  0  0  0  0
 35 19  1  0  0  0  0
 35 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040513

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1OC2=C(OC1CO)C=CC(=C2)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C25H20O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,24,26-29,31H,10H2,1H3

> <INCHI_KEY>
BVKQRAYKLBRNIK-UHFFFAOYSA-N

> <FORMULA>
C25H20O10

> <MOLECULAR_WEIGHT>
480.4203

> <EXACT_MASS>
480.10564686

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
47.838496898926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
2.9692312906666665

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.743990382492637

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.44400364283743

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9904140638868117

> <JCHEM_POLAR_SURFACE_AREA>
155.14

> <JCHEM_REFRACTIVITY>
122.54719999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040513
     RDKit          3D
2,3-Dehydrosilybin
 55 59  0  0  0  0  0  0  0  0999 V2000
   -4.3415    0.4858   -3.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7716   -0.8177   -3.3815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6276   -1.1755   -2.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0967   -0.3418   -1.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9671   -0.7341    0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3921    0.1732    1.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1979    0.8001    0.7487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684    0.1879    0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1874    0.6690    0.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167    0.1201    0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495    0.5630   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7874   -0.0702    0.1826 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497    0.2335   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0914   -0.4805    0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3259   -0.1786   -0.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4433   -0.9209   -0.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5006    0.8423   -1.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3735    1.5935   -1.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5862    2.5998   -2.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1373    1.2743   -1.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9956    1.9628   -1.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511    2.9088   -2.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    1.5907   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6548    2.3233   -1.3531 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571   -0.9604    1.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468   -1.4440    2.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910   -0.8702    1.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0311   -1.3664    2.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1431   -0.4783    2.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    0.6511    3.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288    1.5950    3.6380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3952   -1.9971    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9343   -2.8638   -0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0543   -2.4546   -1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5914   -3.3185   -2.6370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3135    0.5987   -3.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9603    1.2814   -3.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636    0.6071   -4.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7666    0.6529   -1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1178    0.9974    1.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0452    1.4998   -0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -1.3000    0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9536   -0.5721    0.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4616    1.1060   -1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0129    3.2480   -3.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    3.0756   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4326   -1.4053    1.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3881   -2.2799    2.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0645   -0.9302    2.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3537    0.2639    4.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8449    1.2039    3.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6206    2.3158    2.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3263   -2.3773    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2525   -3.8530   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8870   -4.2341   -2.3435 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 10 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  5 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 34  3  1  0
 29  6  1  0
 27  8  1  0
 23 11  2  0
 20 13  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  6 40  1  0
  9 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 19 45  1  0
 24 46  1  0
 25 47  1  0
 26 48  1  0
 29 49  1  0
 30 50  1  0
 30 51  1  0
 31 52  1  0
 32 53  1  0
 33 54  1  0
 35 55  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      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.671  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.003   3.850   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      16.004  -3.080   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      16.004   0.000   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1   32                                                            
CONECT    2    4   11                                                       
CONECT    3    5   12                                                       
CONECT    4    2   14                                                       
CONECT    5    3   16                                                       
CONECT    6   11   17                                                       
CONECT    7   12   18                                                       
CONECT    8   13   15                                                       
CONECT    9   13   19                                                       
CONECT   10   20   26                                                       
CONECT   11    2    6   24                                                  
CONECT   12    3    7   25                                                  
CONECT   13    8    9   27                                                  
CONECT   14    4   17   28                                                  
CONECT   15    8   21   29                                                  
CONECT   16    5   18   33                                                  
CONECT   17    6   14   32                                                  
CONECT   18    7   16   34                                                  
CONECT   19    9   21   35                                                  
CONECT   20   10   24   33                                                  
CONECT   21   15   19   22                                                  
CONECT   22   21   23   30                                                  
CONECT   23   22   25   31                                                  
CONECT   24   11   20   34                                                  
CONECT   25   12   23   35                                                  
CONECT   26   10                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   15                                                            
CONECT   30   22                                                            
CONECT   31   23                                                            
CONECT   32    1   17                                                       
CONECT   33   16   20                                                       
CONECT   34   18   24                                                       
CONECT   35   19   25                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0040513
HETATM    1  C1  UNL     1      -4.341   0.486  -3.756  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.772  -0.818  -3.381  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.628  -1.176  -2.053  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.097  -0.342  -1.097  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.967  -0.734   0.227  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.392   0.173   1.244  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.198   0.800   0.749  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.968   0.188   0.994  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.187   0.669   0.343  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.417   0.120   0.536  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.650   0.563  -0.100  1.00  0.00           C  
HETATM   12  O3  UNL     1       3.787  -0.070   0.183  1.00  0.00           O  
HETATM   13  C10 UNL     1       4.950   0.233  -0.321  1.00  0.00           C  
HETATM   14  C11 UNL     1       6.091  -0.481   0.028  1.00  0.00           C  
HETATM   15  C12 UNL     1       7.326  -0.179  -0.491  1.00  0.00           C  
HETATM   16  O4  UNL     1       8.443  -0.921  -0.113  1.00  0.00           O  
HETATM   17  C13 UNL     1       7.501   0.842  -1.380  1.00  0.00           C  
HETATM   18  C14 UNL     1       6.373   1.593  -1.763  1.00  0.00           C  
HETATM   19  O5  UNL     1       6.586   2.600  -2.648  1.00  0.00           O  
HETATM   20  C15 UNL     1       5.137   1.274  -1.230  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.996   1.963  -1.558  1.00  0.00           C  
HETATM   22  O6  UNL     1       4.051   2.909  -2.358  1.00  0.00           O  
HETATM   23  C17 UNL     1       2.764   1.591  -0.982  1.00  0.00           C  
HETATM   24  O7  UNL     1       1.655   2.323  -1.353  1.00  0.00           O  
HETATM   25  C18 UNL     1       1.457  -0.960   1.428  1.00  0.00           C  
HETATM   26  C19 UNL     1       0.347  -1.444   2.071  1.00  0.00           C  
HETATM   27  C20 UNL     1      -0.891  -0.870   1.859  1.00  0.00           C  
HETATM   28  O8  UNL     1      -2.031  -1.366   2.519  1.00  0.00           O  
HETATM   29  C21 UNL     1      -3.143  -0.478   2.572  1.00  0.00           C  
HETATM   30  C22 UNL     1      -2.692   0.651   3.513  1.00  0.00           C  
HETATM   31  O9  UNL     1      -3.729   1.595   3.638  1.00  0.00           O  
HETATM   32  C23 UNL     1      -4.395  -1.997   0.537  1.00  0.00           C  
HETATM   33  C24 UNL     1      -4.934  -2.864  -0.397  1.00  0.00           C  
HETATM   34  C25 UNL     1      -5.054  -2.455  -1.707  1.00  0.00           C  
HETATM   35  O10 UNL     1      -5.591  -3.319  -2.637  1.00  0.00           O  
HETATM   36  H1  UNL     1      -3.313   0.599  -3.363  1.00  0.00           H  
HETATM   37  H2  UNL     1      -4.960   1.281  -3.293  1.00  0.00           H  
HETATM   38  H3  UNL     1      -4.364   0.607  -4.868  1.00  0.00           H  
HETATM   39  H4  UNL     1      -3.767   0.653  -1.374  1.00  0.00           H  
HETATM   40  H5  UNL     1      -4.118   0.997   1.401  1.00  0.00           H  
HETATM   41  H6  UNL     1       0.045   1.500  -0.319  1.00  0.00           H  
HETATM   42  H7  UNL     1       5.947  -1.300   0.742  1.00  0.00           H  
HETATM   43  H8  UNL     1       8.954  -0.572   0.712  1.00  0.00           H  
HETATM   44  H9  UNL     1       8.462   1.106  -1.807  1.00  0.00           H  
HETATM   45  H10 UNL     1       6.013   3.248  -3.065  1.00  0.00           H  
HETATM   46  H11 UNL     1       1.736   3.076  -1.998  1.00  0.00           H  
HETATM   47  H12 UNL     1       2.433  -1.405   1.588  1.00  0.00           H  
HETATM   48  H13 UNL     1       0.388  -2.280   2.759  1.00  0.00           H  
HETATM   49  H14 UNL     1      -4.064  -0.930   2.931  1.00  0.00           H  
HETATM   50  H15 UNL     1      -2.354   0.264   4.479  1.00  0.00           H  
HETATM   51  H16 UNL     1      -1.845   1.204   3.057  1.00  0.00           H  
HETATM   52  H17 UNL     1      -3.621   2.316   2.953  1.00  0.00           H  
HETATM   53  H18 UNL     1      -4.326  -2.377   1.548  1.00  0.00           H  
HETATM   54  H19 UNL     1      -5.253  -3.853  -0.075  1.00  0.00           H  
HETATM   55  H20 UNL     1      -5.887  -4.234  -2.343  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3
CONECT    3    4    4   34
CONECT    4    5   39
CONECT    5    6   32   32
CONECT    6    7   29   40
CONECT    7    8
CONECT    8    9    9   27
CONECT    9   10   41
CONECT   10   11   25   25
CONECT   11   12   23   23
CONECT   12   13
CONECT   13   14   14   20
CONECT   14   15   42
CONECT   15   16   17   17
CONECT   16   43
CONECT   17   18   44
CONECT   18   19   20   20
CONECT   19   45
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24
CONECT   24   46
CONECT   25   26   47
CONECT   26   27   27   48
CONECT   27   28
CONECT   28   29
CONECT   29   30   49
CONECT   30   31   50   51
CONECT   31   52
CONECT   32   33   53
CONECT   33   34   34   54
CONECT   34   35
CONECT   35   55
END

HMDB0040513
     RDKit          3D
2,3-Dehydrosilybin
 55 59  0  0  0  0  0  0  0  0999 V2000
   -4.3415    0.4858   -3.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7716   -0.8177   -3.3815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6276   -1.1755   -2.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0967   -0.3418   -1.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9671   -0.7341    0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3921    0.1732    1.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1979    0.8001    0.7487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9684    0.1879    0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1874    0.6690    0.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167    0.1201    0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495    0.5630   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7874   -0.0702    0.1826 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497    0.2335   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0914   -0.4805    0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3259   -0.1786   -0.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4433   -0.9209   -0.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5006    0.8423   -1.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3735    1.5935   -1.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5862    2.5998   -2.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1373    1.2743   -1.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9956    1.9628   -1.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511    2.9088   -2.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7643    1.5907   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6548    2.3233   -1.3531 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571   -0.9604    1.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468   -1.4440    2.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910   -0.8702    1.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0311   -1.3664    2.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1431   -0.4783    2.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    0.6511    3.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7288    1.5950    3.6380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3952   -1.9971    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9343   -2.8638   -0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0543   -2.4546   -1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5914   -3.3185   -2.6370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3135    0.5987   -3.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9603    1.2814   -3.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636    0.6071   -4.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7666    0.6529   -1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1178    0.9974    1.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0452    1.4998   -0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -1.3000    0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9536   -0.5721    0.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4616    1.1060   -1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0129    3.2480   -3.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    3.0756   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4326   -1.4053    1.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3881   -2.2799    2.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0645   -0.9302    2.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3537    0.2639    4.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8449    1.2039    3.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6206    2.3158    2.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3263   -2.3773    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2525   -3.8530   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8870   -4.2341   -2.3435 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 10 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  5 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 34  3  1  0
 29  6  1  0
 27  8  1  0
 23 11  2  0
 20 13  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  6 40  1  0
  9 41  1  0
 14 42  1  0
 16 43  1  0
 17 44  1  0
 19 45  1  0
 24 46  1  0
 25 47  1  0
 26 48  1  0
 29 49  1  0
 30 50  1  0
 30 51  1  0
 31 52  1  0
 32 53  1  0
 33 54  1  0
 35 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dehydrosilybin	ChEMBL, HMDB
23-Dehydrosilybin	ChEMBL, HMDB
Hepa-merz sil	MeSH, HMDB
Hepatos	MeSH, HMDB
Lagosa	MeSH, HMDB
Durasilymarin	MeSH, HMDB
Heplant	MeSH, HMDB
Legalon forte	MeSH, HMDB
Silibin	MeSH, HMDB
Silibinin	MeSH, HMDB
Silybinin	MeSH, HMDB
Silybin	MeSH, HMDB
Alepa-forte	MeSH, HMDB
Ardeyhepan	MeSH, HMDB
Cefasilymarin	MeSH, HMDB
HepaBesch	MeSH, HMDB
Hepar-pasc	MeSH, HMDB
Heparsyx	MeSH, HMDB
Hepa-loges	MeSH, HMDB
Silybin b	MeSH
2,3-Dehydrosilybin	MeSH
Silybin a	MeSH
Hepar pasc	MeSH
Silibinin a	MeSH
2,3 Dehydrosilybin	MeSH
Alepa forte	MeSH
Hepa merz sil	MeSH
Hepa loges	MeSH
Silibinin b	MeSH

Chemical Formula

C₂₅H₂₀O₁₀

Average Molecular Weight

480.4203

Monoisotopic Molecular Weight

480.10564686

IUPAC Name

3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one

Traditional Name

3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-4-one

CAS Registry Number

25166-14-7

SMILES

COC1=C(O)C=CC(=C1)C1OC2=C(OC1CO)C=CC(=C2)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C25H20O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,24,26-29,31H,10H2,1H3

InChI Key

BVKQRAYKLBRNIK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonolignans. These are non-conventional lignans that derived from flavonoids. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to the B-ring of the 2-phenylchromene moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Flavonolignans

Sub Class

Not Available

Direct Parent

Flavonolignans

Alternative Parents

Substituents

Flavonolignan
3-hydroxyflavone
3-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
2-phenylbenzo-1,4-dioxane
Phenylbenzodioxane
Chromone
Benzo-1,4-dioxane
Benzodioxane
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Phenol
Pyranone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Para-dioxin
Pyran
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040513)
Cell membrane (HMDB: HMDB0040513)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040513)

Source

Exogenous

Exogenous (HMDB: HMDB0040513)

Food

Food (HMDB: HMDB0040513)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0040513)
Coffea (HMDB: HMDB0040513)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040513)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	254 - 255 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	45.29 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	0.021 g/L	ALOGPS
logP	2.8	ALOGPS
logP	2.97	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	6.44	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	122.55 m³·mol⁻¹	ChemAxon
Polarizability	47.84 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	202.744	30932474
DeepCCS	[M-H]-	200.349	30932474
DeepCCS	[M-2H]-	233.233	30932474
DeepCCS	[M+Na]+	208.657	30932474
AllCCS	[M+H]+	211.9	32859911
AllCCS	[M+H-H2O]+	209.6	32859911
AllCCS	[M+NH4]+	213.9	32859911
AllCCS	[M+Na]+	214.5	32859911
AllCCS	[M-H]-	207.5	32859911
AllCCS	[M+Na-2H]-	207.5	32859911
AllCCS	[M+HCOO]-	207.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dehydrosilybin	COC1=C(O)C=CC(=C1)C1OC2=C(OC1CO)C=CC(=C2)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1	5979.8	Standard polar	33892256
2,3-Dehydrosilybin	COC1=C(O)C=CC(=C1)C1OC2=C(OC1CO)C=CC(=C2)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1	4144.4	Standard non polar	33892256
2,3-Dehydrosilybin	COC1=C(O)C=CC(=C1)C1OC2=C(OC1CO)C=CC(=C2)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1	4809.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3-Dehydrosilybin,1TMS,isomer #1	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C	4672.9	Semi standard non polar	33892256
2,3-Dehydrosilybin,1TMS,isomer #2	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O	4682.2	Semi standard non polar	33892256
2,3-Dehydrosilybin,1TMS,isomer #3	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O	4653.6	Semi standard non polar	33892256
2,3-Dehydrosilybin,1TMS,isomer #4	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O	4673.2	Semi standard non polar	33892256
2,3-Dehydrosilybin,1TMS,isomer #5	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O	4716.8	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TMS,isomer #1	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C	4539.9	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TMS,isomer #10	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O	4580.0	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TMS,isomer #2	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C	4512.2	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TMS,isomer #3	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C	4500.3	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TMS,isomer #4	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4515.2	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TMS,isomer #5	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O	4520.7	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TMS,isomer #6	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O	4492.4	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TMS,isomer #7	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O	4459.4	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TMS,isomer #8	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O	4525.2	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TMS,isomer #9	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O[Si](C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O	4512.6	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TMS,isomer #1	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C	4454.6	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TMS,isomer #10	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O	4442.6	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TMS,isomer #2	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C	4383.7	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TMS,isomer #3	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4353.6	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TMS,isomer #4	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O[Si](C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C	4359.8	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TMS,isomer #5	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4319.4	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TMS,isomer #6	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4331.1	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TMS,isomer #7	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O	4360.2	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TMS,isomer #8	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O	4298.7	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TMS,isomer #9	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O[Si](C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O	4286.1	Semi standard non polar	33892256
2,3-Dehydrosilybin,4TMS,isomer #1	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C	4359.3	Semi standard non polar	33892256
2,3-Dehydrosilybin,4TMS,isomer #2	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4272.4	Semi standard non polar	33892256
2,3-Dehydrosilybin,4TMS,isomer #3	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4217.6	Semi standard non polar	33892256
2,3-Dehydrosilybin,4TMS,isomer #4	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O[Si](C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4200.8	Semi standard non polar	33892256
2,3-Dehydrosilybin,4TMS,isomer #5	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O	4249.7	Semi standard non polar	33892256
2,3-Dehydrosilybin,5TMS,isomer #1	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C)C(=O)C5=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C	4202.5	Semi standard non polar	33892256
2,3-Dehydrosilybin,1TBDMS,isomer #1	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C	4957.5	Semi standard non polar	33892256
2,3-Dehydrosilybin,1TBDMS,isomer #2	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O	4972.6	Semi standard non polar	33892256
2,3-Dehydrosilybin,1TBDMS,isomer #3	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C(C)(C)C)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O	4943.4	Semi standard non polar	33892256
2,3-Dehydrosilybin,1TBDMS,isomer #4	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O	4957.8	Semi standard non polar	33892256
2,3-Dehydrosilybin,1TBDMS,isomer #5	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O	4985.0	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TBDMS,isomer #1	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C	5110.9	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TBDMS,isomer #10	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O	5117.5	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TBDMS,isomer #2	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C	5079.9	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TBDMS,isomer #3	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C(C)(C)C)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C	5056.1	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TBDMS,isomer #4	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	5063.0	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TBDMS,isomer #5	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O	5078.7	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TBDMS,isomer #6	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O	5045.1	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TBDMS,isomer #7	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C(C)(C)C)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O	5007.6	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TBDMS,isomer #8	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C(C)(C)C)C(=O)C5=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O	5071.6	Semi standard non polar	33892256
2,3-Dehydrosilybin,2TBDMS,isomer #9	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C(C)(C)C)C(=O)C5=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O	5065.1	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TBDMS,isomer #1	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C	5232.3	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TBDMS,isomer #10	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C(C)(C)C)C(=O)C5=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O	5168.7	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TBDMS,isomer #2	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C(C)(C)C)C(=O)C5=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C	5157.6	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TBDMS,isomer #3	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	5151.3	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TBDMS,isomer #4	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C(C)(C)C)C(=O)C5=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO)=CC=C1O[Si](C)(C)C(C)(C)C	5141.6	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TBDMS,isomer #5	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	5112.3	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TBDMS,isomer #6	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C(C)(C)C)C(=O)C5=C(O)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	5069.5	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TBDMS,isomer #7	COC1=CC(C2OC3=CC(C4=C(O)C(=O)C5=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O	5165.7	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TBDMS,isomer #8	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C(C)(C)C)C(=O)C5=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C5O4)=CC=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O	5052.1	Semi standard non polar	33892256
2,3-Dehydrosilybin,3TBDMS,isomer #9	COC1=CC(C2OC3=CC(C4=C(O[Si](C)(C)C(C)(C)C)C(=O)C5=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C5O4)=CC=C3OC2CO[Si](C)(C)C(C)(C)C)=CC=C1O	5041.1	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 - 2,3-Dehydrosilybin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uds-0500900000-56c1ffdd487032e6550d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dehydrosilybin GC-MS (3 TMS) - 70eV, Positive	splash10-001i-0000009000-7578df2242c1dfa9bfd4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Dehydrosilybin 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 - 2,3-Dehydrosilybin 10V, Positive-QTOF	splash10-001i-0120900000-de60f08d2a03d1a527cd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosilybin 20V, Positive-QTOF	splash10-000i-0210900000-ff9d1c5d560f401da1c5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosilybin 40V, Positive-QTOF	splash10-0uy0-0950100000-4effdc8a32bf2e4e1e53	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosilybin 10V, Negative-QTOF	splash10-004i-0000900000-e6f80131ca3aa2d3119b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosilybin 20V, Negative-QTOF	splash10-01t9-0210900000-e3ed41ab7917edead850	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosilybin 40V, Negative-QTOF	splash10-001i-2890200000-2e4a737ea62863bdea05	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosilybin 10V, Negative-QTOF	splash10-004i-0000900000-f2c2d8b84dce71fc9486	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosilybin 20V, Negative-QTOF	splash10-004i-0500900000-74cd390bce1dd7dabf64	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosilybin 40V, Negative-QTOF	splash10-0uy0-2923500000-1bed6f66ddab2b045fa3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosilybin 10V, Positive-QTOF	splash10-001i-0000900000-3724d7f1c090543b5c7e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosilybin 20V, Positive-QTOF	splash10-001i-0000900000-448dd11750c5e850cab6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydrosilybin 40V, Positive-QTOF	splash10-0uyi-2910200000-24cf0a0fe0c4d789d082	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020279

KNApSAcK ID

C00054112

Chemspider ID

4578204

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5467200

PDB ID

Not Available

ChEBI ID

172705

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1884031

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 2,3-Dehydrosilybin (HMDB0040513)

MOL for HMDB0040513 (2,3-Dehydrosilybin)

3D MOL for HMDB0040513 (2,3-Dehydrosilybin)

3D SDF for HMDB0040513 (2,3-Dehydrosilybin)

3D-SDF for HMDB0040513 (2,3-Dehydrosilybin)

PDB for HMDB0040513 (2,3-Dehydrosilybin)

3D PDB for HMDB0040513 (2,3-Dehydrosilybin)

SMILES for HMDB0040513 (2,3-Dehydrosilybin)

INCHI for HMDB0040513 (2,3-Dehydrosilybin)

Structure for HMDB0040513 (2,3-Dehydrosilybin)

3D Structure for HMDB0040513 (2,3-Dehydrosilybin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra