NP-MRD: Showing NP-Card for lespedezavirgatol (NP0033802)

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Record Information

Version

2.0

Created at

2021-06-20 17:43:01 UTC

Updated at

2021-06-30 00:03:48 UTC

NP-MRD ID

NP0033802

Secondary Accession Numbers

None

Natural Product Identification

Common Name

lespedezavirgatol

Provided By

JEOL Database JEOL Logo

Description

2-(6-Hydroxy-2,3-dimethoxyphenyl)-7-methoxy-1-benzofuran-6-ol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. lespedezavirgatol is found in Lespedeza virgata. lespedezavirgatol was first documented in 2008 (Chen, Y., et al.). Based on a literature review very few articles have been published on 2-(6-hydroxy-2,3-dimethoxyphenyl)-7-methoxy-1-benzofuran-6-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119433D          

 39 41  0  0  0  0            999 V2000
    1.1576    3.0626    3.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446    1.9303    2.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031    1.9538    1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746    2.9397    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076    2.8783   -0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427    1.8392   -1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1751    1.8960   -2.8442 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    0.8249   -1.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -0.2480   -1.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7342   -1.0065   -1.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128   -1.9024   -3.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4301   -2.9047   -3.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9717   -3.6078   -4.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238   -3.3211   -5.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3258   -4.0424   -6.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8725   -2.3399   -4.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -2.1805   -5.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075   -1.3887   -4.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -1.6421   -3.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7603   -0.6242   -2.9324 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276    0.8891    0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2479   -0.0828    0.8627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -1.0583    1.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696    3.9785    2.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6403    2.9102    4.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    3.1562    3.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1922    3.7701    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509    3.6489   -1.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1743    1.1064   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689   -0.9209   -1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4037   -3.1292   -3.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901   -4.3813   -5.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435   -3.6917   -6.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261   -0.3321   -4.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4763   -1.7431   -3.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531   -1.4866   -5.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364   -1.8713    1.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881   -1.4810    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0204   -0.6429    2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0
  9 10  2  0  0  0  0
 17 18  1  0  0  0  0
 19 16  1  0  0  0  0
  9  8  1  0  0  0  0
  8  6  1  0  0  0  0
 16 14  2  0  0  0  0
  6  5  2  0  0  0  0
 11 19  2  0  0  0  0
  5  4  1  0  0  0  0
 14 13  1  0  0  0  0
  4  3  2  0  0  0  0
 19 20  1  0  0  0  0
  3 21  1  0  0  0  0
 21  8  2  0  0  0  0
 13 12  2  0  0  0  0
 21 22  1  0  0  0  0
 12 11  1  0  0  0  0
 22 23  1  0  0  0  0
 20  9  1  0  0  0  0
  3  2  1  0  0  0  0
 16 17  1  0  0  0  0
  2  1  1  0  0  0  0
 10 11  1  0  0  0  0
  6  7  1  0  0  0  0
 10 30  1  0  0  0  0
 13 32  1  0  0  0  0
 12 31  1  0  0  0  0
 15 33  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
 18 36  1  0  0  0  0
  5 28  1  0  0  0  0
  4 27  1  0  0  0  0
 23 37  1  0  0  0  0
 23 38  1  0  0  0  0
 23 39  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  7 29  1  0  0  0  0
M  END

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
    1.1576    3.0626    3.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446    1.9303    2.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031    1.9538    1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746    2.9397    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076    2.8783   -0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427    1.8392   -1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1751    1.8960   -2.8442 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    0.8249   -1.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -0.2480   -1.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7342   -1.0065   -1.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128   -1.9024   -3.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4301   -2.9047   -3.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9717   -3.6078   -4.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238   -3.3211   -5.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3258   -4.0424   -6.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8725   -2.3399   -4.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -2.1805   -5.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075   -1.3887   -4.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -1.6421   -3.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7603   -0.6242   -2.9324 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276    0.8891    0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2479   -0.0828    0.8627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -1.0583    1.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696    3.9785    2.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6403    2.9102    4.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    3.1562    3.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1922    3.7701    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509    3.6489   -1.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1743    1.1064   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689   -0.9209   -1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4037   -3.1292   -3.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901   -4.3813   -5.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435   -3.6917   -6.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261   -0.3321   -4.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4763   -1.7431   -3.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531   -1.4866   -5.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364   -1.8713    1.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881   -1.4810    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0204   -0.6429    2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  9 10  2  0
 17 18  1  0
 19 16  1  0
  9  8  1  0
  8  6  1  0
 16 14  2  0
  6  5  2  0
 11 19  2  0
  5  4  1  0
 14 13  1  0
  4  3  2  0
 19 20  1  0
  3 21  1  0
 21  8  2  0
 13 12  2  0
 21 22  1  0
 12 11  1  0
 22 23  1  0
 20  9  1  0
  3  2  1  0
 16 17  1  0
  2  1  1  0
 10 11  1  0
  6  7  1  0
 10 30  1  0
 13 32  1  0
 12 31  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
  5 28  1  0
  4 27  1  0
 23 37  1  0
 23 38  1  0
 23 39  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  7 29  1  0
M  END


  Mrv1652306202119433D          

 39 41  0  0  0  0            999 V2000
    1.1576    3.0626    3.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446    1.9303    2.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031    1.9538    1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746    2.9397    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076    2.8783   -0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427    1.8392   -1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1751    1.8960   -2.8442 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    0.8249   -1.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -0.2480   -1.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7342   -1.0065   -1.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128   -1.9024   -3.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4301   -2.9047   -3.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9717   -3.6078   -4.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238   -3.3211   -5.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3258   -4.0424   -6.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8725   -2.3399   -4.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -2.1805   -5.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075   -1.3887   -4.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -1.6421   -3.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7603   -0.6242   -2.9324 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276    0.8891    0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2479   -0.0828    0.8627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -1.0583    1.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696    3.9785    2.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6403    2.9102    4.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    3.1562    3.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1922    3.7701    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509    3.6489   -1.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1743    1.1064   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689   -0.9209   -1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4037   -3.1292   -3.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901   -4.3813   -5.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435   -3.6917   -6.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261   -0.3321   -4.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4763   -1.7431   -3.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531   -1.4866   -5.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364   -1.8713    1.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881   -1.4810    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0204   -0.6429    2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0  0  0  0
  9 10  2  0  0  0  0
 17 18  1  0  0  0  0
 19 16  1  0  0  0  0
  9  8  1  0  0  0  0
  8  6  1  0  0  0  0
 16 14  2  0  0  0  0
  6  5  2  0  0  0  0
 11 19  2  0  0  0  0
  5  4  1  0  0  0  0
 14 13  1  0  0  0  0
  4  3  2  0  0  0  0
 19 20  1  0  0  0  0
  3 21  1  0  0  0  0
 21  8  2  0  0  0  0
 13 12  2  0  0  0  0
 21 22  1  0  0  0  0
 12 11  1  0  0  0  0
 22 23  1  0  0  0  0
 20  9  1  0  0  0  0
  3  2  1  0  0  0  0
 16 17  1  0  0  0  0
  2  1  1  0  0  0  0
 10 11  1  0  0  0  0
  6  7  1  0  0  0  0
 10 30  1  0  0  0  0
 13 32  1  0  0  0  0
 12 31  1  0  0  0  0
 15 33  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
 18 36  1  0  0  0  0
  5 28  1  0  0  0  0
  4 27  1  0  0  0  0
 23 37  1  0  0  0  0
 23 38  1  0  0  0  0
 23 39  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  7 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033802

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C1C1=C([H])C2=C(O1)C(OC([H])([H])[H])=C(O[H])C([H])=C2[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O6/c1-20-12-7-6-10(18)14(17(12)22-3)13-8-9-4-5-11(19)16(21-2)15(9)23-13/h4-8,18-19H,1-3H3

> <INCHI_KEY>
FGESOIUBZYZKLK-UHFFFAOYSA-N

> <FORMULA>
C17H16O6

> <MOLECULAR_WEIGHT>
316.309

> <EXACT_MASS>
316.094688235

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
32.8477483552912

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(6-hydroxy-2,3-dimethoxyphenyl)-7-methoxy-1-benzofuran-6-ol

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
2.619451262

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.305561773981358

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.632980056850586

> <JCHEM_PKA_STRONGEST_BASIC>
-2.941136001940218

> <JCHEM_POLAR_SURFACE_AREA>
81.29

> <JCHEM_REFRACTIVITY>
83.26419999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lespedezavirgatol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
    1.1576    3.0626    3.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446    1.9303    2.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031    1.9538    1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746    2.9397    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076    2.8783   -0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427    1.8392   -1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1751    1.8960   -2.8442 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    0.8249   -1.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -0.2480   -1.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7342   -1.0065   -1.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128   -1.9024   -3.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4301   -2.9047   -3.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9717   -3.6078   -4.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238   -3.3211   -5.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3258   -4.0424   -6.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8725   -2.3399   -4.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -2.1805   -5.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075   -1.3887   -4.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -1.6421   -3.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7603   -0.6242   -2.9324 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276    0.8891    0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2479   -0.0828    0.8627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -1.0583    1.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696    3.9785    2.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6403    2.9102    4.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    3.1562    3.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1922    3.7701    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509    3.6489   -1.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1743    1.1064   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689   -0.9209   -1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4037   -3.1292   -3.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901   -4.3813   -5.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435   -3.6917   -6.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261   -0.3321   -4.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4763   -1.7431   -3.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531   -1.4866   -5.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364   -1.8713    1.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881   -1.4810    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0204   -0.6429    2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  9 10  2  0
 17 18  1  0
 19 16  1  0
  9  8  1  0
  8  6  1  0
 16 14  2  0
  6  5  2  0
 11 19  2  0
  5  4  1  0
 14 13  1  0
  4  3  2  0
 19 20  1  0
  3 21  1  0
 21  8  2  0
 13 12  2  0
 21 22  1  0
 12 11  1  0
 22 23  1  0
 20  9  1  0
  3  2  1  0
 16 17  1  0
  2  1  1  0
 10 11  1  0
  6  7  1  0
 10 30  1  0
 13 32  1  0
 12 31  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
  5 28  1  0
  4 27  1  0
 23 37  1  0
 23 38  1  0
 23 39  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  7 29  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.158   3.063   3.258  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.445   1.930   2.449  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.003   1.954   1.150  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.175   2.940   0.614  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.208   2.878  -0.726  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.243   1.839  -1.539  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.175   1.896  -2.844  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.080   0.825  -1.042  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.582  -0.248  -1.904  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.734  -1.006  -1.939  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.613  -1.902  -3.034  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.430  -2.905  -3.590  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.972  -3.608  -4.709  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.724  -3.321  -5.251  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.326  -4.042  -6.348  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.873  -2.340  -4.719  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.339  -2.180  -5.377  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.308  -1.389  -4.699  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.370  -1.642  -3.610  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.760  -0.624  -2.932  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.428   0.889   0.325  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.248  -0.083   0.863  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.466  -1.058   1.556  0.00  0.00           C+0
HETATM   24  H   UNK     0       1.570   3.978   2.822  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.640   2.910   4.229  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.081   3.156   3.434  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.192   3.770   1.207  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.851   3.649  -1.144  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.174   1.106  -3.299  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.569  -0.921  -1.257  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.404  -3.129  -3.163  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.590  -4.381  -5.157  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.444  -3.692  -6.580  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.026  -0.332  -4.720  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.476  -1.743  -3.677  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.253  -1.487  -5.241  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.136  -1.871   1.851  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.688  -1.481   0.910  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.020  -0.643   2.465  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1                                                       
CONECT    3    4   21    2                                                  
CONECT    4    5    3   27                                                  
CONECT    5    6    4   28                                                  
CONECT    6    8    5    7                                                  
CONECT    7    6   29                                                       
CONECT    8    9    6   21                                                  
CONECT    9   10    8   20                                                  
CONECT   10    9   11   30                                                  
CONECT   11   19   12   10                                                  
CONECT   12   13   11   31                                                  
CONECT   13   14   12   32                                                  
CONECT   14   15   16   13                                                  
CONECT   15   14   33                                                       
CONECT   16   19   14   17                                                  
CONECT   17   18   16                                                       
CONECT   18   17   34   35   36                                             
CONECT   19   16   11   20                                                  
CONECT   20   19    9                                                       
CONECT   21    3    8   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   37   38   39                                             
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    7                                                            
CONECT   30   10                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
CONECT   34   18                                                            
CONECT   35   18                                                            
CONECT   36   18                                                            
CONECT   37   23                                                            
CONECT   38   23                                                            
CONECT   39   23                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

RDKit          3D

39 41  0  0  0  0  0  0  0  0999 V2000
    1.1576    3.0626    3.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446    1.9303    2.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0031    1.9538    1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746    2.9397    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076    2.8783   -0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427    1.8392   -1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1751    1.8960   -2.8442 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800    0.8249   -1.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -0.2480   -1.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7342   -1.0065   -1.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128   -1.9024   -3.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4301   -2.9047   -3.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9717   -3.6078   -4.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7238   -3.3211   -5.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3258   -4.0424   -6.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8725   -2.3399   -4.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -2.1805   -5.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075   -1.3887   -4.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -1.6421   -3.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7603   -0.6242   -2.9324 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276    0.8891    0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2479   -0.0828    0.8627 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4665   -1.0583    1.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696    3.9785    2.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6403    2.9102    4.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    3.1562    3.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1922    3.7701    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509    3.6489   -1.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1743    1.1064   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689   -0.9209   -1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4037   -3.1292   -3.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901   -4.3813   -5.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435   -3.6917   -6.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261   -0.3321   -4.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4763   -1.7431   -3.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2531   -1.4866   -5.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364   -1.8713    1.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881   -1.4810    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0204   -0.6429    2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  9 10  2  0
 17 18  1  0
 19 16  1  0
  9  8  1  0
  8  6  1  0
 16 14  2  0
  6  5  2  0
 11 19  2  0
  5  4  1  0
 14 13  1  0
  4  3  2  0
 19 20  1  0
  3 21  1  0
 21  8  2  0
 13 12  2  0
 21 22  1  0
 12 11  1  0
 22 23  1  0
 20  9  1  0
  3  2  1  0
 16 17  1  0
  2  1  1  0
 10 11  1  0
  6  7  1  0
 10 30  1  0
 13 32  1  0
 12 31  1  0
 15 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
  5 28  1  0
  4 27  1  0
 23 37  1  0
 23 38  1  0
 23 39  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  7 29  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₆

Average Mass

316.3090 Da

Monoisotopic Mass

316.09469 Da

IUPAC Name

2-(6-hydroxy-2,3-dimethoxyphenyl)-7-methoxy-1-benzofuran-6-ol

Traditional Name

lespedezavirgatol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C1C1=C([H])C2=C(O1)C(OC([H])([H])[H])=C(O[H])C([H])=C2[H]

InChI Identifier

InChI=1S/C17H16O6/c1-20-12-7-6-10(18)14(17(12)22-3)13-8-9-4-5-11(19)16(21-2)15(9)23-13/h4-8,18-19H,1-3H3

InChI Key

FGESOIUBZYZKLK-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, 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
Lespedeza virgata	JEOL database	Chen, Y., et al, J. Nat. Prod. 71, 929 (2008)

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
2-phenylbenzofuran
Phenylbenzofuran
Methoxyphenol
O-dimethoxybenzene
Dimethoxybenzene
4-alkoxyphenol
Benzofuran
Phenoxy compound
Phenol ether
Anisole
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen 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	2.77	ALOGPS
logP	2.62	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8.63	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	81.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	83.26 m³·mol⁻¹	ChemAxon
Polarizability	32.85 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

24701898

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24899156

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chen, Y., et al. (2008). Chen, Y., et al, J. Nat. Prod. 71, 929 (2008) . J. Nat. Prod..

Showing NP-Card for lespedezavirgatol (NP0033802)

MOL for NP0033802 (lespedezavirgatol)

3D MOL for NP0033802 (lespedezavirgatol)

3D SDF for NP0033802 (lespedezavirgatol)

3D-SDF for NP0033802 (lespedezavirgatol)

PDB for NP0033802 (lespedezavirgatol)

3D PDB for NP0033802 (lespedezavirgatol)

SMILES for NP0033802 (lespedezavirgatol)

INCHI for NP0033802 (lespedezavirgatol)

Structure for NP0033802 (lespedezavirgatol)

3D Structure for NP0033802 (lespedezavirgatol)