NP-MRD: Showing NP-Card for Isorhapontin (NP0043911)

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Record Information

Version

1.0

Created at

2021-06-22 17:28:44 UTC

Updated at

2021-06-22 17:28:44 UTC

NP-MRD ID

NP0043911

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isorhapontin

Description

Isorhapontin belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. Thus, isorhapontin is considered to be an aromatic polyketide. Isorhapontin is found in Gnetum montanum, Picea abies, Pinus koraiensis, Rheum rhabarbarum, Rheum rhaponticum, Rheum undulatum, Salacia lehmbachii and Veratrum taliense. It was first documented in 2014 (PMID: 24777944). Based on a literature review a significant number of articles have been published on Isorhapontin (PMID: 33669268) (PMID: 33151680) (PMID: 31357018) (PMID: 31023874).

Structure

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


  Mrv1652306222119282D          

 30 32  0  0  1  0            999 V2000
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1447   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8592   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.5737   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
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  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 13 14  2  0  0  0  0
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 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  1  0  0  0
 24 25  1  0  0  0  0
 21 26  1  6  0  0  0
 20 27  1  1  0  0  0
 19 28  1  6  0  0  0
 13 29  1  0  0  0  0
  4 30  1  0  0  0  0
M  END

NP0043911
     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
   -8.6231   -1.1089    0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4913   -0.5205   -0.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2988   -0.1547   -1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1183   -0.3709   -0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8912   -0.0254   -1.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6716   -0.2658   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    0.0231   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -0.2227    0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2617   -0.7947    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952   -1.0314    1.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1495   -1.6120    3.2539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -0.6657    1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -0.0873    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812    0.2659   -0.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604    0.1450    0.1372 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2505    1.4137    0.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495    1.3970    0.8855 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0894    2.7753    0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2426    2.8965   -0.7202 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4270    0.3814    0.4085 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3132    0.1142    1.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8367   -0.9199   -0.0089 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7806   -1.6334   -0.7405 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811   -0.6431   -0.8103 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9774   -1.7769   -1.2911 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049    0.1254   -0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8735    0.5459   -2.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0564    0.7718   -3.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2674    0.4182   -2.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4406    0.6361   -3.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8949   -1.9463    0.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4285    3.5839    0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0756    0.7430   -0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7790    0.2040    2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5382   -1.5186    0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1599   -2.3936   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8816    0.0462   -1.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3839   -1.9567   -2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0153    0.5768   -1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.0420    1.2172   -4.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4943    1.0477   -4.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  2  0
  4  5  1  0
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  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
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 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
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 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13 26  2  0
  5 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  3  1  0
 26  8  1  0
 24 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 11 38  1  0
 12 39  1  0
 15 40  1  1
 17 41  1  1
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  6
 21 46  1  0
 22 47  1  1
 23 48  1  0
 24 49  1  6
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
M  END


  Mrv1652306222119282D          

 30 32  0  0  1  0            999 V2000
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1447   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8592   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.5737   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
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 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  1  0  0  0
 24 25  1  0  0  0  0
 21 26  1  6  0  0  0
 20 27  1  1  0  0  0
 19 28  1  6  0  0  0
 13 29  1  0  0  0  0
  4 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043911

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(\C=C\C2=CC(O)=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O9/c1-28-16-8-11(4-5-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1

> <INCHI_KEY>
KLPUXMNQDCUPNO-DXKBKAGUSA-N

> <FORMULA>
C21H24O9

> <MOLECULAR_WEIGHT>
420.414

> <EXACT_MASS>
420.142032353

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
42.75137852668949

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.71

> <JCHEM_LOGP>
0.9766515273333334

> <ALOGPS_LOGS>
-2.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.552563487182448

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.736463609449666

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343730565

> <JCHEM_POLAR_SURFACE_AREA>
149.07

> <JCHEM_REFRACTIVITY>
106.06309999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isorhapontin

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043911
     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
   -8.6231   -1.1089    0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4913   -0.5205   -0.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2988   -0.1547   -1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1183   -0.3709   -0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8912   -0.0254   -1.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6716   -0.2658   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    0.0231   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -0.2227    0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2617   -0.7947    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952   -1.0314    1.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1495   -1.6120    3.2539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -0.6657    1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -0.0873    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812    0.2659   -0.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604    0.1450    0.1372 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2505    1.4137    0.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495    1.3970    0.8855 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0894    2.7753    0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2426    2.8965   -0.7202 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4270    0.3814    0.4085 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3132    0.1142    1.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8367   -0.9199   -0.0089 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7806   -1.6334   -0.7405 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811   -0.6431   -0.8103 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9774   -1.7769   -1.2911 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049    0.1254   -0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8735    0.5459   -2.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0564    0.7718   -3.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2674    0.4182   -2.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4406    0.6361   -3.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8949   -1.9463    0.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5444   -0.3787    1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6760   -1.5108    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2081   -0.8324    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7770   -0.7288    0.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3442    0.4867   -1.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1866   -1.0890    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1058   -2.6103    3.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -0.8332    1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723   -0.3018    1.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3219    1.3019    2.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4285    3.5839    0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1056    2.8219    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4011    3.1443   -1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0756    0.7430   -0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7790    0.2040    2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5382   -1.5186    0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1599   -2.3936   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8816    0.0462   -1.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3839   -1.9567   -2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0153    0.5768   -1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9702    0.8500   -2.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0420    1.2172   -4.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4943    1.0477   -4.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13 26  2  0
  5 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  3  1  0
 26  8  1  0
 24 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 11 38  1  0
 12 39  1  0
 15 40  1  1
 17 41  1  1
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  6
 21 46  1  0
 22 47  1  1
 23 48  1  0
 24 49  1  6
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0     -13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -14.670 -14.630   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -14.670 -11.550   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0     -18.672 -12.320   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0     -17.338 -14.630   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0     -14.670 -16.170   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0     -12.003 -14.630   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -9.336 -16.170   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   30                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   29                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   11                                                       
CONECT   17   15   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   28                                                  
CONECT   20   19   21   27                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   21                                                            
CONECT   27   20                                                            
CONECT   28   19                                                            
CONECT   29   13                                                            
CONECT   30    4                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    NP0043911
HETATM    1  C1  UNL     1      -8.623  -1.109   0.579  1.00  0.00           C  
HETATM    2  O1  UNL     1      -8.491  -0.521  -0.679  1.00  0.00           O  
HETATM    3  C2  UNL     1      -7.299  -0.155  -1.254  1.00  0.00           C  
HETATM    4  C3  UNL     1      -6.118  -0.371  -0.563  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.891  -0.025  -1.087  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.672  -0.266  -0.335  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.460   0.023  -0.739  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.247  -0.223   0.023  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.262  -0.795   1.266  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.095  -1.031   1.999  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.150  -1.612   3.254  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.112  -0.666   1.428  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.184  -0.087   0.182  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.381   0.266  -0.364  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.660   0.145   0.137  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.251   1.414   0.216  1.00  0.00           O  
HETATM   17  C13 UNL     1       5.450   1.397   0.886  1.00  0.00           C  
HETATM   18  C14 UNL     1       6.089   2.775   0.679  1.00  0.00           C  
HETATM   19  O5  UNL     1       6.243   2.896  -0.720  1.00  0.00           O  
HETATM   20  C15 UNL     1       6.427   0.381   0.408  1.00  0.00           C  
HETATM   21  O6  UNL     1       7.313   0.114   1.476  1.00  0.00           O  
HETATM   22  C16 UNL     1       5.837  -0.920  -0.009  1.00  0.00           C  
HETATM   23  O7  UNL     1       6.781  -1.633  -0.741  1.00  0.00           O  
HETATM   24  C17 UNL     1       4.581  -0.643  -0.810  1.00  0.00           C  
HETATM   25  O8  UNL     1       3.977  -1.777  -1.291  1.00  0.00           O  
HETATM   26  C18 UNL     1       0.005   0.125  -0.502  1.00  0.00           C  
HETATM   27  C19 UNL     1      -4.873   0.546  -2.329  1.00  0.00           C  
HETATM   28  C20 UNL     1      -6.056   0.772  -3.042  1.00  0.00           C  
HETATM   29  C21 UNL     1      -7.267   0.418  -2.497  1.00  0.00           C  
HETATM   30  O9  UNL     1      -8.441   0.636  -3.191  1.00  0.00           O  
HETATM   31  H1  UNL     1      -7.895  -1.946   0.709  1.00  0.00           H  
HETATM   32  H2  UNL     1      -8.544  -0.379   1.417  1.00  0.00           H  
HETATM   33  H3  UNL     1      -9.676  -1.511   0.647  1.00  0.00           H  
HETATM   34  H4  UNL     1      -6.208  -0.832   0.427  1.00  0.00           H  
HETATM   35  H5  UNL     1      -3.777  -0.729   0.654  1.00  0.00           H  
HETATM   36  H6  UNL     1      -2.344   0.487  -1.728  1.00  0.00           H  
HETATM   37  H7  UNL     1      -2.187  -1.089   1.735  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.106  -2.610   3.408  1.00  0.00           H  
HETATM   39  H9  UNL     1       2.035  -0.833   1.965  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.772  -0.302   1.131  1.00  0.00           H  
HETATM   41  H11 UNL     1       5.322   1.302   2.002  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.428   3.584   1.000  1.00  0.00           H  
HETATM   43  H13 UNL     1       7.106   2.822   1.099  1.00  0.00           H  
HETATM   44  H14 UNL     1       5.401   3.144  -1.162  1.00  0.00           H  
HETATM   45  H15 UNL     1       7.076   0.743  -0.432  1.00  0.00           H  
HETATM   46  H16 UNL     1       6.779   0.204   2.312  1.00  0.00           H  
HETATM   47  H17 UNL     1       5.538  -1.519   0.898  1.00  0.00           H  
HETATM   48  H18 UNL     1       7.160  -2.394  -0.195  1.00  0.00           H  
HETATM   49  H19 UNL     1       4.882   0.046  -1.634  1.00  0.00           H  
HETATM   50  H20 UNL     1       4.384  -1.957  -2.198  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.015   0.577  -1.483  1.00  0.00           H  
HETATM   52  H22 UNL     1      -3.970   0.850  -2.823  1.00  0.00           H  
HETATM   53  H23 UNL     1      -6.042   1.217  -4.010  1.00  0.00           H  
HETATM   54  H24 UNL     1      -8.494   1.048  -4.098  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   29
CONECT    4    5   34
CONECT    5    6   27   27
CONECT    6    7    7   35
CONECT    7    8   36
CONECT    8    9    9   26
CONECT    9   10   37
CONECT   10   11   12   12
CONECT   11   38
CONECT   12   13   39
CONECT   13   14   26   26
CONECT   14   15
CONECT   15   16   24   40
CONECT   16   17
CONECT   17   18   20   41
CONECT   18   19   42   43
CONECT   19   44
CONECT   20   21   22   45
CONECT   21   46
CONECT   22   23   24   47
CONECT   23   48
CONECT   24   25   49
CONECT   25   50
CONECT   26   51
CONECT   27   28   52
CONECT   28   29   29   53
CONECT   29   30
CONECT   30   54
END

NP0043911
     RDKit          3D

54 56  0  0  0  0  0  0  0  0999 V2000
   -8.6231   -1.1089    0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4913   -0.5205   -0.6790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2988   -0.1547   -1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1183   -0.3709   -0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8912   -0.0254   -1.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6716   -0.2658   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    0.0231   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -0.2227    0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2617   -0.7947    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0952   -1.0314    1.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1495   -1.6120    3.2539 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -0.6657    1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -0.0873    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812    0.2659   -0.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604    0.1450    0.1372 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2505    1.4137    0.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495    1.3970    0.8855 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0894    2.7753    0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2426    2.8965   -0.7202 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4270    0.3814    0.4085 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3132    0.1142    1.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8367   -0.9199   -0.0089 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7806   -1.6334   -0.7405 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811   -0.6431   -0.8103 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9774   -1.7769   -1.2911 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049    0.1254   -0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8735    0.5459   -2.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0564    0.7718   -3.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2674    0.4182   -2.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4406    0.6361   -3.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8949   -1.9463    0.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5444   -0.3787    1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6760   -1.5108    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2081   -0.8324    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7770   -0.7288    0.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3442    0.4867   -1.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1866   -1.0890    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1058   -2.6103    3.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -0.8332    1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723   -0.3018    1.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3219    1.3019    2.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4285    3.5839    0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1056    2.8219    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4011    3.1443   -1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0756    0.7430   -0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7790    0.2040    2.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5382   -1.5186    0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1599   -2.3936   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8816    0.0462   -1.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3839   -1.9567   -2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0153    0.5768   -1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9702    0.8500   -2.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0420    1.2172   -4.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4943    1.0477   -4.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  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  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 13 26  2  0
  5 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  3  1  0
 26  8  1  0
 24 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 11 38  1  0
 12 39  1  0
 15 40  1  1
 17 41  1  1
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  6
 21 46  1  0
 22 47  1  1
 23 48  1  0
 24 49  1  6
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
Isorhaponticin	PhytoBank
3,4',5-Trihydroxy-3'-methoxystilbene 3-O-beta-D-glucopyranoside	PhytoBank
3,4',5-Trihydroxy-3'-methoxystilbene 3-O-β-D-glucopyranoside	PhytoBank
3,4’,5-Trihydroxy-3’-methoxystilbene 3-O-β-D-glucopyranoside	PhytoBank
Isorhapontigenin 3-(beta-D-glucopyranoside)	PhytoBank
Isorhapontigenin 3-(β-D-glucopyranoside)	PhytoBank
Isorhapontigenin 3-O-beta-D-glucoside	PhytoBank
Isorhapontigenin 3-O-β-D-glucoside	PhytoBank

Chemical Formula

C₂₁H₂₄O₉

Average Mass

420.4140 Da

Monoisotopic Mass

420.14203 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

isorhapontin

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(\C=C\C2=CC(O)=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2)=C1

InChI Identifier

InChI=1S/C21H24O9/c1-28-16-8-11(4-5-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1

InChI Key

KLPUXMNQDCUPNO-DXKBKAGUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, dmso, 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
Gnetum gnemon	KNApSAcK Database	22123792
Gnetum montanum	LOTUS Database	35616633
Gnetum parvifolium	KNApSAcK Database	22123792
Picea abies	Linigton's dataset	24777944
Picea engelmannii	KNApSAcK Database	22123792
Picea glauca	KNApSAcK Database	22123792
Picea glehnii	KNApSAcK Database	22123792
Picea jezoensis	KNApSAcK Database	22123792
Picea koraiensis	KNApSAcK Database	22123792
Picea mariana	KNApSAcK Database	22123792
Picea obovata	KNApSAcK Database	22123792
Picea rubens	KNApSAcK Database	22123792
Picea sitchensis	KNApSAcK Database	22123792
Pinus koraiensis	LOTUS Database	35616633
Rheum rhabarbarum	LOTUS Database	35616633
Rheum rhaponticum	LOTUS Database	35616633
Rheum undulatum	LOTUS Database	35616633
Salacia lehmbachii	LOTUS Database	35616633
Veratrum taliense	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Stilbene glycoside
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Oxane
Monosaccharide
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Polyol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

glycoside (CHEBI:6053 )
stilbenoid (CHEBI:6053 )
Diphenyl ethers, biphenyls, dibenzyls and stilbenes (C10266 )
Stilbenes (C10266 )
Diphenyl ethers, biphenyls, dibenzyls and stilbenes (LMPK13090010 )

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	0.71	ALOGPS
logP	0.98	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	8.74	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	149.07 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	106.06 m³·mol⁻¹	ChemAxon
Polarizability	42.75 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002887

Chemspider ID

4445032

KEGG Compound ID

C10266

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Isorhapontin

METLIN ID

Not Available

PubChem Compound

5281716

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mulat DG, Latva-Maenpaa H, Koskela H, Saranpaa P, Wahala K: Rapid chemical characterisation of stilbenes in the root bark of Norway spruce by off-line HPLC/DAD-NMR. Phytochem Anal. 2014 Nov-Dec;25(6):529-36. doi: 10.1002/pca.2523. Epub 2014 Apr 28. [PubMed:24777944 ]
Latva-Maenpaa H, Wufu R, Mulat D, Sarjala T, Saranpaa P, Wahala K: Stability and Photoisomerization of Stilbenes Isolated from the Bark of Norway Spruce Roots. Molecules. 2021 Feb 16;26(4). pii: molecules26041036. doi: 10.3390/molecules26041036. [PubMed:33669268 ]
Gabaston J, Valls Fonayet J, Franc C, Waffo-Teguo P, de Revel G, Hilbert G, Gomes E, Richard T, Merillon JM: Characterization of Stilbene Composition in Grape Berries from Wild Vitis Species in Year-To-Year Harvest. J Agric Food Chem. 2020 Nov 25;68(47):13408-13417. doi: 10.1021/acs.jafc.0c04907. Epub 2020 Nov 5. [PubMed:33151680 ]
Lukic I, Radeka S, Budic-Leto I, Bubola M, Vrhovsek U: Targeted UPLC-QqQ-MS/MS profiling of phenolic compounds for differentiation of monovarietal wines and corroboration of particular varietal typicity concepts. Food Chem. 2019 Dec 1;300:125251. doi: 10.1016/j.foodchem.2019.125251. Epub 2019 Jul 24. [PubMed:31357018 ]
Rencoret J, Neiva D, Marques G, Gutierrez A, Kim H, Gominho J, Pereira H, Ralph J, Del Rio JC: Hydroxystilbene Glucosides Are Incorporated into Norway Spruce Bark Lignin. Plant Physiol. 2019 Jul;180(3):1310-1321. doi: 10.1104/pp.19.00344. Epub 2019 Apr 25. [PubMed:31023874 ]

Showing NP-Card for Isorhapontin (NP0043911)

MOL for NP0043911 (Isorhapontin)

3D MOL for NP0043911 (Isorhapontin)

3D SDF for NP0043911 (Isorhapontin)

3D-SDF for NP0043911 (Isorhapontin)

PDB for NP0043911 (Isorhapontin)

3D PDB for NP0043911 (Isorhapontin)

SMILES for NP0043911 (Isorhapontin)

INCHI for NP0043911 (Isorhapontin)

Structure for NP0043911 (Isorhapontin)

3D Structure for NP0043911 (Isorhapontin)