NP-MRD: Showing NP-Card for Laricitrin 3-beta-O-glucoside (NP0043918)

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Record Information

Version

1.0

Created at

2021-06-22 17:29:05 UTC

Updated at

2021-06-22 17:29:05 UTC

NP-MRD ID

NP0043918

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Laricitrin 3-beta-O-glucoside

Description

Laricitrin 3-O-glucoside belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Laricitrin 3-beta-O-glucoside is found in Abies amabilis, Crinodendron hookerianum, Elegia parviflora, Elegia persistens, Heuchera micrantha, Heuchera villosa, Larix decidua , Larix laricina , Larix sibirica, Picea abies , Pinus jeffreyi, Vitis vinifera, Vitis vinifera cv.Petit Verdot and Vitis vinifera. It was first documented in 2002 (PMID: 29437326). Based on a literature review a significant number of articles have been published on Laricitrin 3-O-glucoside (PMID: 19061313) (PMID: 25704697) (PMID: 30011650) (PMID: 22832882).

Structure

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


  Mrv1652306222119292D          

 35 38  0  0  1  0            999 V2000
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
   -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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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
    2.8579    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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
   -1.4289    0.8250    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
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  5  6  2  0  0  0  0
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  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
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  7 10  1  0  0  0  0
  5 11  1  0  0  0  0
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 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
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 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
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 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 11 21  1  0  0  0  0
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 31 32  1  0  0  0  0
 28 33  1  6  0  0  0
 27 34  1  1  0  0  0
 26 35  1  6  0  0  0
M  END

NP0043918
     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
    4.9544   -3.1893    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8680   -3.7053   -0.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396   -2.9516   -1.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6044   -1.6501   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4810   -0.8635   -0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4414    0.5310   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411    1.0363   -0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8444    2.2505    0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1321    2.7025    0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3217    3.9899    1.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6062    4.4404    1.4080 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485    4.8375    1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9839    4.3849    0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744    5.2234    0.9269 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    3.1016    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    2.6230    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627    3.3965    0.1602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3189    1.3039   -0.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9135    0.8498   -0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8509    0.3169    0.2883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0896   -0.9814    0.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3183   -1.4045    0.5351 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5836   -2.8677    0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8987   -3.1218    0.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3520   -0.6462   -0.3317 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6048   -1.2015   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3388    0.7367    0.2421 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2067    1.5942   -0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9721    1.2741    0.3518 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8657    2.0994    1.5228 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066   -1.4870   -1.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6226   -2.8150   -2.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3967   -3.3851   -2.7716 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7453   -3.5498   -1.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8423   -4.8700   -2.1975 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5769   -2.7395    0.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5028   -2.4190   -0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6355   -4.0077    0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4064   -1.1909   -0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9598    2.0363    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8935    4.3225    2.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188    5.8450    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149    6.1761    1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623    0.4103    1.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -1.1637    1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429   -3.1547   -0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -3.5230    0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4381   -3.5744    0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0467   -0.6501   -1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9335   -0.8878    0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7359    0.6320    1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1074    1.4420   -0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    1.9934   -0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2717    1.5929    2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3872   -0.9325   -1.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2126   -2.8257   -2.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988   -5.3840   -1.9570 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
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  8  9  2  0
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 13 14  1  0
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 16 18  1  0
 18 19  1  0
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 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
  5 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 34  3  1  0
 18  6  2  0
 29 20  1  0
 15  8  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 20 44  1  1
 22 45  1  1
 23 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  6
 26 50  1  0
 27 51  1  1
 28 52  1  0
 29 53  1  6
 30 54  1  0
 31 55  1  0
 33 56  1  0
 35 57  1  0
M  END


  Mrv1652306222119292D          

 35 38  0  0  1  0            999 V2000
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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
   -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
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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
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    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
   -1.4289    0.8250    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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  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
  5 11  1  0  0  0  0
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 27 34  1  1  0  0  0
 26 35  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0043918

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(O)=C1O)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O13/c1-32-12-3-7(2-10(26)15(12)27)20-21(17(29)14-9(25)4-8(24)5-11(14)33-20)35-22-19(31)18(30)16(28)13(6-23)34-22/h2-5,13,16,18-19,22-28,30-31H,6H2,1H3/t13-,16-,18+,19-,22+/m1/s1

> <INCHI_KEY>
ODXINVOINFDDDD-CLXWZIMCSA-N

> <FORMULA>
C22H22O13

> <MOLECULAR_WEIGHT>
494.405

> <EXACT_MASS>
494.106040768

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.36333728463636

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.62

> <JCHEM_LOGP>
-0.30250656166666734

> <ALOGPS_LOGS>
-2.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.926674715795328

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.37404066184601

> <JCHEM_PKA_STRONGEST_BASIC>
-2.98109237118166

> <JCHEM_POLAR_SURFACE_AREA>
215.82999999999996

> <JCHEM_REFRACTIVITY>
115.73869999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.98e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043918
     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
    4.9544   -3.1893    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8680   -3.7053   -0.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396   -2.9516   -1.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6044   -1.6501   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4810   -0.8635   -0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4414    0.5310   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411    1.0363   -0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8444    2.2505    0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1321    2.7025    0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3217    3.9899    1.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6062    4.4404    1.4080 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485    4.8375    1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9839    4.3849    0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744    5.2234    0.9269 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    3.1016    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    2.6230    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627    3.3965    0.1602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3189    1.3039   -0.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9135    0.8498   -0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8509    0.3169    0.2883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0896   -0.9814    0.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3183   -1.4045    0.5351 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5836   -2.8677    0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8987   -3.1218    0.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3520   -0.6462   -0.3317 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6048   -1.2015   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3388    0.7367    0.2421 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2067    1.5942   -0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9721    1.2741    0.3518 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8657    2.0994    1.5228 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066   -1.4870   -1.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6226   -2.8150   -2.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3967   -3.3851   -2.7716 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7453   -3.5498   -1.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8423   -4.8700   -2.1975 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5769   -2.7395    0.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5028   -2.4190   -0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6355   -4.0077    0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4064   -1.1909   -0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9598    2.0363    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8935    4.3225    2.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188    5.8450    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149    6.1761    1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623    0.4103    1.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -1.1637    1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429   -3.1547   -0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -3.5230    0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4381   -3.5744    0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0467   -0.6501   -1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9335   -0.8878    0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7359    0.6320    1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1074    1.4420   -0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    1.9934   -0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2717    1.5929    2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3872   -0.9325   -1.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2126   -2.8257   -2.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988   -5.3840   -1.9570 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
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
  5 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 34  3  1  0
 18  6  2  0
 29 20  1  0
 15  8  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 20 44  1  1
 22 45  1  1
 23 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  6
 26 50  1  0
 27 51  1  1
 28 52  1  0
 29 53  1  6
 30 54  1  0
 31 55  1  0
 33 56  1  0
 35 57  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      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    7                                                            
CONECT   11    5   12   21                                                  
CONECT   12   11   13   24                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20   11                                                       
CONECT   22   18                                                            
CONECT   23   16                                                            
CONECT   24   12   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27   35                                                  
CONECT   27   26   28   34                                                  
CONECT   28   27   29   33                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29   25                                                       
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   28                                                            
CONECT   34   27                                                            
CONECT   35   26                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    NP0043918
HETATM    1  C1  UNL     1       4.954  -3.189   0.016  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.868  -3.705  -0.730  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.740  -2.952  -1.017  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.604  -1.650  -0.592  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.481  -0.863  -0.864  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.441   0.531  -0.433  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.641   1.036  -0.095  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.844   2.251   0.311  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.132   2.703   0.647  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.322   3.990   1.073  1.00  0.00           C  
HETATM   11  O3  UNL     1       5.606   4.440   1.408  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.249   4.837   1.170  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.984   4.385   0.838  1.00  0.00           C  
HETATM   14  O4  UNL     1       0.874   5.223   0.927  1.00  0.00           O  
HETATM   15  C11 UNL     1       1.762   3.102   0.408  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.513   2.623   0.072  1.00  0.00           C  
HETATM   17  O5  UNL     1      -0.463   3.396   0.160  1.00  0.00           O  
HETATM   18  C13 UNL     1       0.319   1.304  -0.362  1.00  0.00           C  
HETATM   19  O6  UNL     1      -0.913   0.850  -0.672  1.00  0.00           O  
HETATM   20  C14 UNL     1      -1.851   0.317   0.288  1.00  0.00           C  
HETATM   21  O7  UNL     1      -2.090  -0.981   0.155  1.00  0.00           O  
HETATM   22  C15 UNL     1      -3.318  -1.405   0.535  1.00  0.00           C  
HETATM   23  C16 UNL     1      -3.584  -2.868   0.302  1.00  0.00           C  
HETATM   24  O8  UNL     1      -4.899  -3.122   0.754  1.00  0.00           O  
HETATM   25  C17 UNL     1      -4.352  -0.646  -0.332  1.00  0.00           C  
HETATM   26  O9  UNL     1      -5.605  -1.202  -0.133  1.00  0.00           O  
HETATM   27  C18 UNL     1      -4.339   0.737   0.242  1.00  0.00           C  
HETATM   28  O10 UNL     1      -5.207   1.594  -0.463  1.00  0.00           O  
HETATM   29  C19 UNL     1      -2.972   1.274   0.352  1.00  0.00           C  
HETATM   30  O11 UNL     1      -2.866   2.099   1.523  1.00  0.00           O  
HETATM   31  C20 UNL     1       0.507  -1.487  -1.595  1.00  0.00           C  
HETATM   32  C21 UNL     1       0.623  -2.815  -2.039  1.00  0.00           C  
HETATM   33  O12 UNL     1      -0.397  -3.385  -2.772  1.00  0.00           O  
HETATM   34  C22 UNL     1       1.745  -3.550  -1.747  1.00  0.00           C  
HETATM   35  O13 UNL     1       1.842  -4.870  -2.197  1.00  0.00           O  
HETATM   36  H1  UNL     1       4.577  -2.739   0.954  1.00  0.00           H  
HETATM   37  H2  UNL     1       5.503  -2.419  -0.528  1.00  0.00           H  
HETATM   38  H3  UNL     1       5.635  -4.008   0.304  1.00  0.00           H  
HETATM   39  H4  UNL     1       3.406  -1.191  -0.010  1.00  0.00           H  
HETATM   40  H5  UNL     1       4.960   2.036   0.568  1.00  0.00           H  
HETATM   41  H6  UNL     1       5.894   4.322   2.376  1.00  0.00           H  
HETATM   42  H7  UNL     1       3.419   5.845   1.507  1.00  0.00           H  
HETATM   43  H8  UNL     1       1.015   6.176   1.242  1.00  0.00           H  
HETATM   44  H9  UNL     1      -1.262   0.410   1.295  1.00  0.00           H  
HETATM   45  H10 UNL     1      -3.578  -1.164   1.575  1.00  0.00           H  
HETATM   46  H11 UNL     1      -3.543  -3.155  -0.756  1.00  0.00           H  
HETATM   47  H12 UNL     1      -2.930  -3.523   0.905  1.00  0.00           H  
HETATM   48  H13 UNL     1      -5.438  -3.574   0.048  1.00  0.00           H  
HETATM   49  H14 UNL     1      -4.047  -0.650  -1.391  1.00  0.00           H  
HETATM   50  H15 UNL     1      -5.934  -0.888   0.761  1.00  0.00           H  
HETATM   51  H16 UNL     1      -4.736   0.632   1.297  1.00  0.00           H  
HETATM   52  H17 UNL     1      -6.107   1.442  -0.072  1.00  0.00           H  
HETATM   53  H18 UNL     1      -2.859   1.993  -0.538  1.00  0.00           H  
HETATM   54  H19 UNL     1      -2.272   1.593   2.130  1.00  0.00           H  
HETATM   55  H20 UNL     1      -0.387  -0.933  -1.874  1.00  0.00           H  
HETATM   56  H21 UNL     1      -1.213  -2.826  -2.974  1.00  0.00           H  
HETATM   57  H22 UNL     1       2.699  -5.384  -1.957  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   31   31
CONECT    6    7   18   18
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   40
CONECT   10   11   12   12
CONECT   11   41
CONECT   12   13   42
CONECT   13   14   15   15
CONECT   14   43
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20
CONECT   20   21   29   44
CONECT   21   22
CONECT   22   23   25   45
CONECT   23   24   46   47
CONECT   24   48
CONECT   25   26   27   49
CONECT   26   50
CONECT   27   28   29   51
CONECT   28   52
CONECT   29   30   53
CONECT   30   54
CONECT   31   32   55
CONECT   32   33   34   34
CONECT   33   56
CONECT   34   35
CONECT   35   57
END

NP0043918
     RDKit          3D

57 60  0  0  0  0  0  0  0  0999 V2000
    4.9544   -3.1893    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8680   -3.7053   -0.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396   -2.9516   -1.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6044   -1.6501   -0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4810   -0.8635   -0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4414    0.5310   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411    1.0363   -0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8444    2.2505    0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1321    2.7025    0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3217    3.9899    1.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6062    4.4404    1.4080 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485    4.8375    1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9839    4.3849    0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744    5.2234    0.9269 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    3.1016    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    2.6230    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627    3.3965    0.1602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3189    1.3039   -0.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9135    0.8498   -0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8509    0.3169    0.2883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0896   -0.9814    0.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3183   -1.4045    0.5351 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5836   -2.8677    0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8987   -3.1218    0.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3520   -0.6462   -0.3317 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6048   -1.2015   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3388    0.7367    0.2421 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2067    1.5942   -0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9721    1.2741    0.3518 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8657    2.0994    1.5228 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5066   -1.4870   -1.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6226   -2.8150   -2.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3967   -3.3851   -2.7716 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7453   -3.5498   -1.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8423   -4.8700   -2.1975 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5769   -2.7395    0.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5028   -2.4190   -0.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6355   -4.0077    0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4064   -1.1909   -0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9598    2.0363    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8935    4.3225    2.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188    5.8450    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149    6.1761    1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623    0.4103    1.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -1.1637    1.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5429   -3.1547   -0.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9299   -3.5230    0.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4381   -3.5744    0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0467   -0.6501   -1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9335   -0.8878    0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7359    0.6320    1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1074    1.4420   -0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    1.9934   -0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2717    1.5929    2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3872   -0.9325   -1.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2126   -2.8257   -2.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6988   -5.3840   -1.9570 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
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 12 13  1  0
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 15 16  1  0
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 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
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 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
  5 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 34  3  1  0
 18  6  2  0
 29 20  1  0
 15  8  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 20 44  1  1
 22 45  1  1
 23 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  6
 26 50  1  0
 27 51  1  1
 28 52  1  0
 29 53  1  6
 30 54  1  0
 31 55  1  0
 33 56  1  0
 35 57  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₂O₁₃

Average Mass

494.4050 Da

Monoisotopic Mass

494.10604 Da

IUPAC Name

2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

Traditional Name

2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(O)=C1O)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C22H22O13/c1-32-12-3-7(2-10(26)15(12)27)20-21(17(29)14-9(25)4-8(24)5-11(14)33-20)35-22-19(31)18(30)16(28)13(6-23)34-22/h2-5,13,16,18-19,22-28,30-31H,6H2,1H3/t13-,16-,18+,19-,22+/m1/s1

InChI Key

ODXINVOINFDDDD-CLXWZIMCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abies amabilis	Plant	KNApSAcK
Crinodendron hookerianum	Plant	KNApSAcK
Elegia parviflora	Plant	KNApSAcK
Elegia persistens	Plant	KNApSAcK
Heuchera micrantha	Plant	KNApSAcK
Heuchera villosa	Plant	KNApSAcK
Larix decidua	Plant	KNApSAcK
Larix laricina	Plant	KNApSAcK
Larix sibirica	Plant	KNApSAcK
Picea abies	Plant	KNApSAcK
Pinus jeffreyi	Plant	KNApSAcK
Vitis vinifera	LOTUS Database	35616633
Vitis vinifera cv.Petit Verdot	Plant	KNApSAcK
Vitis vinifera L.	Linigton's dataset	19061313

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
Flavone
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3'-hydroxyflavonoid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Chromone
Methoxyphenol
Benzopyran
1-benzopyran
Phenol ether
Methoxybenzene
Anisole
Phenoxy compound
Catechol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Monosaccharide
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Ether
Organoheterocyclic compound
Acetal
Polyol
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	0.62	ALOGPS
logP	-0.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	6.37	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	215.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	115.74 m³·mol⁻¹	ChemAxon
Polarizability	46.36 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

67030955

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101682256

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Castillo-Munoz N, Gomez-Alonso S, Garcia-Romero E, Gomez MV, Velders AH, Hermosin-Gutierrez I: Flavonol 3-O-glycosides series of Vitis vinifera Cv. Petit Verdot red wine grapes. J Agric Food Chem. 2009 Jan 14;57(1):209-19. doi: 10.1021/jf802863g. [PubMed:19061313 ]
Bimpilas A, Tsimogiannis D, Balta-Brouma K, Lymperopoulou T, Oreopoulou V: Evolution of phenolic compounds and metal content of wine during alcoholic fermentation and storage. Food Chem. 2015 Jul 1;178:164-71. doi: 10.1016/j.foodchem.2015.01.090. Epub 2015 Jan 24. [PubMed:25704697 ]
Liang NN, Zhu BQ, Han S, Wang JH, Pan QH, Reeves MJ, Duan CQ, He F: Regional characteristics of anthocyanin and flavonol compounds from grapes of four Vitis vinifera varieties in five wine regions of China. Food Res Int. 2014 Oct;64:264-274. doi: 10.1016/j.foodres.2014.06.048. Epub 2014 Jul 4. [PubMed:30011650 ]
Jiang B, Zhang ZW: Comparison on phenolic compounds and antioxidant properties of cabernet sauvignon and merlot wines from four wine grape-growing regions in China. Molecules. 2012 Jul 25;17(8):8804-21. doi: 10.3390/molecules17088804. [PubMed:22832882 ]
Authors unspecified: Thyroid Cancer Screening (PDQ(R)): Patient Version. 2002. [PubMed:29437326 ]

Showing NP-Card for Laricitrin 3-beta-O-glucoside (NP0043918)

MOL for NP0043918 (Laricitrin 3-beta-O-glucoside)

3D MOL for NP0043918 (Laricitrin 3-beta-O-glucoside)

3D SDF for NP0043918 (Laricitrin 3-beta-O-glucoside)

3D-SDF for NP0043918 (Laricitrin 3-beta-O-glucoside)

PDB for NP0043918 (Laricitrin 3-beta-O-glucoside)

3D PDB for NP0043918 (Laricitrin 3-beta-O-glucoside)

SMILES for NP0043918 (Laricitrin 3-beta-O-glucoside)

INCHI for NP0043918 (Laricitrin 3-beta-O-glucoside)

Structure for NP0043918 (Laricitrin 3-beta-O-glucoside)

3D Structure for NP0043918 (Laricitrin 3-beta-O-glucoside)