NP-MRD: Showing NP-Card for ε-viniferin (NP0279565)

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Record Information

Version

1.0

Created at

2022-09-09 05:00:07 UTC

Updated at

2022-09-09 05:00:07 UTC

NP-MRD ID

NP0279565

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ε-viniferin

Description

ε-viniferin is found in Carex fedia, Carex kobomugi, Carex pumila, Dipterocarpus grandiflorus, Dipterocarpus hasseltii, Gnetum gnemon, Gnetum hainanense, Gnetum klossii, Gnetum latifolium, Gnetum montanum, Gnetum parvifolium, Hopea parviflora, Hopea utilis, Iris halophila, Parthenocissus tricuspidata, Plasmopara viticola, Rheum coreanum, Shorea disticha, Shorea roxburghii, Sophora alopecuroides, Sophora davidii, Sophora stenophylla, Upuna borneensis, Vateria indica, Vatica pauciflora, Vitis coignetiae, Vitis ficifolia, Vitis riparia and Vitis vinifera.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652308011920392D          

 34 38  0  0  1  0            999 V2000
    0.1229    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8838    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8838   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3983    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1012    3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5914    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2963    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6533    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2943    3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8213    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1229    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1213    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4602    2.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7422    3.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  2  0  0  0  0
 16  3  1  0  0  0  0
 17  5  2  0  0  0  0
 17  6  1  0  0  0  0
 18  4  1  0  0  0  0
 18 11  2  0  0  0  0
 19 12  2  0  0  0  0
 19 13  1  0  0  0  0
 20  7  2  0  0  0  0
 20  8  1  0  0  0  0
 21  9  2  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 22 14  2  0  0  0  0
 23 13  2  0  0  0  0
 23 14  1  0  0  0  0
 24 11  1  0  0  0  0
 24 15  2  0  0  0  0
 25 15  1  0  0  0  0
 26 18  1  0  0  0  0
 26 25  2  0  0  0  0
 27 19  1  1  0  0  0
 27 26  1  0  0  0  0
 28 17  1  6  0  0  0
 27 28  1  0  0  0  0
 29 20  1  0  0  0  0
 30 21  1  0  0  0  0
 31 22  1  0  0  0  0
 32 23  1  0  0  0  0
 33 24  1  0  0  0  0
 34 25  1  0  0  0  0
 28 34  1  0  0  0  0
M  END

     RDKit          3D

 56 60  0  0  0  0  0  0  0  0999 V2000
    6.8304    0.8099   -3.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9109    0.3716   -2.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5905    0.7729   -2.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6376    0.3607   -1.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9165   -0.4373   -0.6584 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9448   -0.9003    0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6603   -0.6050    0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797   -1.0578    1.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9736   -1.8494    2.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0250   -2.2645    3.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4064   -3.0612    4.3725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2681   -1.8474    3.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6322   -1.0389    2.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6478   -0.6645    1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2636    0.1661    0.0771 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5476   -0.6987   -1.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8401   -0.5880   -2.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1065   -1.3971   -3.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3595   -1.2489   -4.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1097   -2.3319   -3.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8322   -2.4661   -2.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8461   -3.4054   -2.0704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5422   -1.6397   -1.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993    0.5185    0.6461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7067    1.8452    1.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8712    2.8799    0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0405    4.1113    1.6096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0259    4.3115    2.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1339    5.5732    3.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8833    3.2775    2.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7210    2.0710    2.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540   -0.5123    1.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2394   -0.8337   -0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2222   -0.4327   -1.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3173    1.6985   -3.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3307    1.4069   -3.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6291    0.6913   -1.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2643   -1.5416    1.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541    0.0381   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0077   -2.1736    2.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -4.0680    4.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   -2.1414    3.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6236    1.0095   -0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0461    0.1472   -2.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204   -0.5820   -5.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3595   -2.9917   -4.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7248   -4.3485   -1.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1608   -1.8151   -0.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4200    0.4019   -0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714    2.7981    0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777    4.9130    1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7170    6.2952    2.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6589    3.4546    3.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3831    1.2233    2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5664   -1.4669    0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2518   -0.7372   -1.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 24  1  0
 24 32  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
  5 33  1  0
 33 34  2  0
 34  2  1  0
 14  8  1  0
 31 25  1  0
 23 16  1  0
 32 13  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  6 38  1  0
  7 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 15 43  1  6
 24 49  1  6
 26 50  1  0
 27 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
 17 44  1  0
 19 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 33 55  1  0
 34 56  1  0
M  END


  Mrv1652308011920392D          

 34 38  0  0  1  0            999 V2000
    0.1229    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8838    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8838   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3983    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1012    3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5914    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2963    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6533    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2943    3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8213    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1229    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1213    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4602    2.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7422    3.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5916   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 16  1  1  0  0  0  0
 16  2  2  0  0  0  0
 16  3  1  0  0  0  0
 17  5  2  0  0  0  0
 17  6  1  0  0  0  0
 18  4  1  0  0  0  0
 18 11  2  0  0  0  0
 19 12  2  0  0  0  0
 19 13  1  0  0  0  0
 20  7  2  0  0  0  0
 20  8  1  0  0  0  0
 21  9  2  0  0  0  0
 21 10  1  0  0  0  0
 22 12  1  0  0  0  0
 22 14  2  0  0  0  0
 23 13  2  0  0  0  0
 23 14  1  0  0  0  0
 24 11  1  0  0  0  0
 24 15  2  0  0  0  0
 25 15  1  0  0  0  0
 26 18  1  0  0  0  0
 26 25  2  0  0  0  0
 27 19  1  1  0  0  0
 27 26  1  0  0  0  0
 28 17  1  6  0  0  0
 27 28  1  0  0  0  0
 29 20  1  0  0  0  0
 30 21  1  0  0  0  0
 31 22  1  0  0  0  0
 32 23  1  0  0  0  0
 33 24  1  0  0  0  0
 34 25  1  0  0  0  0
 28 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0279565

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(\C=C\C2=CC(O)=CC3=C2[C@H]([C@@H](O3)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H22O6/c29-20-7-2-16(3-8-20)1-4-18-11-24(33)15-25-26(18)27(19-12-22(31)14-23(32)13-19)28(34-25)17-5-9-21(30)10-6-17/h1-15,27-33H/b4-1+/t27-,28+/m1/s1

> <INCHI_KEY>
FQWLMRXWKZGLFI-YVYUXZJTSA-N

> <FORMULA>
C28H22O6

> <MOLECULAR_WEIGHT>
454.478

> <EXACT_MASS>
454.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
47.96417494629086

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
5.960494469999999

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.956349774251324

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.507385040783499

> <JCHEM_PKA_STRONGEST_BASIC>
-4.905960186217109

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
130.03949999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
epsilon-viniferin

> <JCHEM_VEBER_RULE>
0

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HEADER    PROTEIN                                 01-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-AUG-19         0                                  
HETATM    1  C   UNK     0       0.229   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.104   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.563   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.563   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.576   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.576  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.104   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.563   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.116   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.116  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.229   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.343   3.801   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.807   4.625   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.789   6.410   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.563  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.229   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.806   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.563   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.837   3.481   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.229   9.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.886   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.819   5.265   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.283   6.090   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.229   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.897   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.897   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.361   2.016   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.266   0.770   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.229  10.780   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.426   0.770   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.326   5.585   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.252   7.234   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -1.104  -0.770   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       4.361  -0.476   0.000  0.00  0.00           O+0
CONECT    1    4   16                                                       
CONECT    2    7   16                                                       
CONECT    3    8   16                                                       
CONECT    4    1   18                                                       
CONECT    5    9   17                                                       
CONECT    6   10   17                                                       
CONECT    7    2   20                                                       
CONECT    8    3   20                                                       
CONECT    9    5   21                                                       
CONECT   10    6   21                                                       
CONECT   11   18   24                                                       
CONECT   12   19   22                                                       
CONECT   13   19   23                                                       
CONECT   14   22   23                                                       
CONECT   15   24   25                                                       
CONECT   16    1    2    3                                                  
CONECT   17    5    6   28                                                  
CONECT   18    4   11   26                                                  
CONECT   19   12   13   27                                                  
CONECT   20    7    8   29                                                  
CONECT   21    9   10   30                                                  
CONECT   22   12   14   31                                                  
CONECT   23   13   14   32                                                  
CONECT   24   11   15   33                                                  
CONECT   25   15   26   34                                                  
CONECT   26   18   25   27                                                  
CONECT   27   19   26   28                                                  
CONECT   28   17   27   34                                                  
CONECT   29   20                                                            
CONECT   30   21                                                            
CONECT   31   22                                                            
CONECT   32   23                                                            
CONECT   33   24                                                            
CONECT   34   25   28                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Value	Source
epsilon-Viniferin	ChEBI
epsilon-Viniferine	MeSH

Chemical Formula

C₂₈H₂₂O₆

Average Mass

454.4780 Da

Monoisotopic Mass

454.14164 Da

IUPAC Name

5-[(2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

Traditional Name

epsilon-viniferin

CAS Registry Number

Not Available

SMILES

OC1=CC=C(\C=C\C2=CC(O)=CC3=C2[C@H]([C@@H](O3)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C2)C=C1

InChI Identifier

InChI=1S/C28H22O6/c29-20-7-2-16(3-8-20)1-4-18-11-24(33)15-25-26(18)27(19-12-22(31)14-23(32)13-19)28(34-25)17-5-9-21(30)10-6-17/h1-15,27-33H/b4-1+/t27-,28+/m1/s1

InChI Key

FQWLMRXWKZGLFI-YVYUXZJTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Carex fedia	LOTUS Database	35616633
Carex kobomugi	LOTUS Database	35616633
Carex pumila	LOTUS Database	35616633
Dipterocarpus grandiflorus	LOTUS Database	35616633
Dipterocarpus hasseltii	LOTUS Database	35616633
Gnetum gnemon	LOTUS Database	35616633
Gnetum hainanense	LOTUS Database	35616633
Gnetum klossii	LOTUS Database	35616633
Gnetum latifolium	LOTUS Database	35616633
Gnetum montanum	LOTUS Database	35616633
Gnetum parvifolium	LOTUS Database	35616633
Hopea parviflora	LOTUS Database	35616633
Hopea utilis	LOTUS Database	35616633
Iris halophila	LOTUS Database	35616633
Parthenocissus tricuspidata	LOTUS Database	35616633
Plasmopara viticola	LOTUS Database	35616633
Rheum coreanum	LOTUS Database	35616633
Shorea disticha	LOTUS Database	35616633
Shorea roxburghii	LOTUS Database	35616633
Sophora alopecuroides	LOTUS Database	35616633
Sophora davidii	LOTUS Database	35616633
Sophora stenophylla	LOTUS Database	35616633
Upuna borneensis	LOTUS Database	35616633
Vateria indica	LOTUS Database	35616633
Vatica pauciflora	LOTUS Database	35616633
Vitis coignetiae	LOTUS Database	35616633
Vitis ficifolia	LOTUS Database	35616633
Vitis riparia	LOTUS Database	35616633
Vitis vinifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
1-phenylcoumaran
Stilbene
Coumaran
Styrene
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-benzofurans (CHEBI:10556 )
polyphenol (CHEBI:10556 )
stilbenoid (CHEBI:10556 )
Stilbenoid dimers, stilbenoid oligomers and bis(bibenzyl)s (C10289 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.52	ALOGPS
logP	5.96	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	8.51	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	130.04 m³·mol⁻¹	ChemAxon
Polarizability	47.96 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB014559

KNApSAcK ID

C00002905

Chemspider ID

Not Available

KEGG Compound ID

C10289

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Epsilon-viniferin

METLIN ID

Not Available

PubChem Compound

5281728

PDB ID

Not Available

ChEBI ID

10556

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ε-viniferin (NP0279565)

MOL for NP0279565 (ε-viniferin)

3D MOL for NP0279565 (ε-viniferin)

3D SDF for NP0279565 (ε-viniferin)

3D-SDF for NP0279565 (ε-viniferin)

PDB for NP0279565 (ε-viniferin)

3D PDB for NP0279565 (ε-viniferin)

SMILES for NP0279565 (ε-viniferin)

INCHI for NP0279565 (ε-viniferin)

Structure for NP0279565 (ε-viniferin)

3D Structure for NP0279565 (ε-viniferin)