NP-MRD: Showing NP-Card for lespedezavirgatal (NP0033803)

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Record Information

Version

2.0

Created at

2021-06-20 17:43:04 UTC

Updated at

2021-06-30 00:03:48 UTC

NP-MRD ID

NP0033803

Secondary Accession Numbers

None

Natural Product Identification

Common Name

lespedezavirgatal

Provided By

JEOL Database JEOL Logo

Description

lespedezavirgatal is found in Lespedeza virgata. lespedezavirgatal was first documented in 2008 (Chen, Y., et al.). Based on a literature review very few articles have been published on 5,6-dihydroxy-2-(2,4,6-trimethoxyphenyl)-1-benzofuran-3-carbaldehyde.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119433D          

 41 43  0  0  0  0            999 V2000
    7.1744    1.3074   -1.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5484    0.2939   -0.8594 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2072    0.1031   -1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4033    0.7991   -1.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    0.4987   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2845    1.1520   -2.9812 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9873    2.4836   -2.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631   -0.5210   -1.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425   -0.8374   -1.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938    0.1897   -1.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -0.2740   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2324    0.4723   -1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4286   -0.2042   -1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6046    0.4705   -1.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4620   -1.5423   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6931   -2.1154   -1.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2874   -2.2689   -1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0574   -1.6086   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3216   -1.9709   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8914   -3.2444   -2.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2175   -4.2320   -2.3795 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2837   -1.2242   -0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786   -2.2172    0.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118   -2.7691    1.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6444   -0.9034   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7442    2.2915   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2318    1.3382   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1192    1.0742   -2.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062    1.5638   -2.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371    2.5162   -1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8616    3.1308   -2.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874    2.8677   -3.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1995    1.5089   -0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2996   -0.1883   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5562   -3.0403   -2.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004   -3.3095   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922   -3.2974   -2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376   -1.9906    2.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2597   -3.3598    1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -3.4447    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3065   -1.4330    0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0  0  0  0
 22 25  1  0  0  0  0
 25  3  2  0  0  0  0
 12 13  1  0  0  0  0
  3  4  1  0  0  0  0
 18 11  1  0  0  0  0
  4  5  2  0  0  0  0
  5  8  1  0  0  0  0
 13 15  2  0  0  0  0
  5  6  1  0  0  0  0
 11 10  1  0  0  0  0
  6  7  1  0  0  0  0
 15 17  1  0  0  0  0
 22 23  1  0  0  0  0
 17 18  2  0  0  0  0
 15 16  1  0  0  0  0
 10  9  1  0  0  0  0
 19 20  1  0  0  0  0
 13 14  1  0  0  0  0
 20 37  1  0  0  0  0
 19 18  1  0  0  0  0
 20 21  2  0  0  0  0
  9  8  1  0  0  0  0
 23 24  1  0  0  0  0
  9 19  2  0  0  0  0
  3  2  1  0  0  0  0
  8 22  2  0  0  0  0
  2  1  1  0  0  0  0
 12 33  1  0  0  0  0
 17 36  1  0  0  0  0
 14 34  1  0  0  0  0
 25 41  1  0  0  0  0
  4 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
 16 35  1  0  0  0  0
 24 38  1  0  0  0  0
 24 39  1  0  0  0  0
 24 40  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    7.1744    1.3074   -1.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5484    0.2939   -0.8594 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2072    0.1031   -1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4033    0.7991   -1.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    0.4987   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2845    1.1520   -2.9812 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9873    2.4836   -2.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631   -0.5210   -1.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425   -0.8374   -1.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938    0.1897   -1.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -0.2740   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2324    0.4723   -1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4286   -0.2042   -1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6046    0.4705   -1.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4620   -1.5423   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6931   -2.1154   -1.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2874   -2.2689   -1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0574   -1.6086   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3216   -1.9709   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8914   -3.2444   -2.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2175   -4.2320   -2.3795 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2837   -1.2242   -0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786   -2.2172    0.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118   -2.7691    1.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6444   -0.9034   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7442    2.2915   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2318    1.3382   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1192    1.0742   -2.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062    1.5638   -2.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371    2.5162   -1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8616    3.1308   -2.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874    2.8677   -3.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1995    1.5089   -0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2996   -0.1883   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5562   -3.0403   -2.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004   -3.3095   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922   -3.2974   -2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376   -1.9906    2.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2597   -3.3598    1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -3.4447    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3065   -1.4330    0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
 22 25  1  0
 25  3  2  0
 12 13  1  0
  3  4  1  0
 18 11  1  0
  4  5  2  0
  5  8  1  0
 13 15  2  0
  5  6  1  0
 11 10  1  0
  6  7  1  0
 15 17  1  0
 22 23  1  0
 17 18  2  0
 15 16  1  0
 10  9  1  0
 19 20  1  0
 13 14  1  0
 20 37  1  0
 19 18  1  0
 20 21  2  0
  9  8  1  0
 23 24  1  0
  9 19  2  0
  3  2  1  0
  8 22  2  0
  2  1  1  0
 12 33  1  0
 17 36  1  0
 14 34  1  0
 25 41  1  0
  4 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
 16 35  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv1652306202119433D          

 41 43  0  0  0  0            999 V2000
    7.1744    1.3074   -1.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5484    0.2939   -0.8594 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2072    0.1031   -1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4033    0.7991   -1.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    0.4987   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2845    1.1520   -2.9812 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9873    2.4836   -2.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631   -0.5210   -1.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425   -0.8374   -1.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938    0.1897   -1.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -0.2740   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2324    0.4723   -1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4286   -0.2042   -1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6046    0.4705   -1.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4620   -1.5423   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6931   -2.1154   -1.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2874   -2.2689   -1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0574   -1.6086   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3216   -1.9709   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8914   -3.2444   -2.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2175   -4.2320   -2.3795 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2837   -1.2242   -0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786   -2.2172    0.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118   -2.7691    1.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6444   -0.9034   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7442    2.2915   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2318    1.3382   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1192    1.0742   -2.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062    1.5638   -2.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371    2.5162   -1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8616    3.1308   -2.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874    2.8677   -3.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1995    1.5089   -0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2996   -0.1883   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5562   -3.0403   -2.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004   -3.3095   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922   -3.2974   -2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376   -1.9906    2.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2597   -3.3598    1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -3.4447    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3065   -1.4330    0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0  0  0  0
 22 25  1  0  0  0  0
 25  3  2  0  0  0  0
 12 13  1  0  0  0  0
  3  4  1  0  0  0  0
 18 11  1  0  0  0  0
  4  5  2  0  0  0  0
  5  8  1  0  0  0  0
 13 15  2  0  0  0  0
  5  6  1  0  0  0  0
 11 10  1  0  0  0  0
  6  7  1  0  0  0  0
 15 17  1  0  0  0  0
 22 23  1  0  0  0  0
 17 18  2  0  0  0  0
 15 16  1  0  0  0  0
 10  9  1  0  0  0  0
 19 20  1  0  0  0  0
 13 14  1  0  0  0  0
 20 37  1  0  0  0  0
 19 18  1  0  0  0  0
 20 21  2  0  0  0  0
  9  8  1  0  0  0  0
 23 24  1  0  0  0  0
  9 19  2  0  0  0  0
  3  2  1  0  0  0  0
  8 22  2  0  0  0  0
  2  1  1  0  0  0  0
 12 33  1  0  0  0  0
 17 36  1  0  0  0  0
 14 34  1  0  0  0  0
 25 41  1  0  0  0  0
  4 29  1  0  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
 16 35  1  0  0  0  0
 24 38  1  0  0  0  0
 24 39  1  0  0  0  0
 24 40  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033803

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C([H])=C2C(OC(=C2C([H])=O)C2=C(OC([H])([H])[H])C([H])=C(OC([H])([H])[H])C([H])=C2OC([H])([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O7/c1-22-9-4-15(23-2)17(16(5-9)24-3)18-11(8-19)10-6-12(20)13(21)7-14(10)25-18/h4-8,20-21H,1-3H3

> <INCHI_KEY>
OUBWKVRCMQAWKH-UHFFFAOYSA-N

> <FORMULA>
C18H16O7

> <MOLECULAR_WEIGHT>
344.319

> <EXACT_MASS>
344.089602855

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
35.23215966026167

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6-dihydroxy-2-(2,4,6-trimethoxyphenyl)-1-benzofuran-3-carbaldehyde

> <ALOGPS_LOGP>
3.13

> <JCHEM_LOGP>
2.3319536066666666

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.273658374178586

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.13184645489129

> <JCHEM_PKA_STRONGEST_BASIC>
-2.980048959023449

> <JCHEM_POLAR_SURFACE_AREA>
98.36

> <JCHEM_REFRACTIVITY>
89.8482

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lespedezavirgatal

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    7.1744    1.3074   -1.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5484    0.2939   -0.8594 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2072    0.1031   -1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4033    0.7991   -1.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    0.4987   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2845    1.1520   -2.9812 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9873    2.4836   -2.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631   -0.5210   -1.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425   -0.8374   -1.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938    0.1897   -1.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -0.2740   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2324    0.4723   -1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4286   -0.2042   -1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6046    0.4705   -1.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4620   -1.5423   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6931   -2.1154   -1.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2874   -2.2689   -1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0574   -1.6086   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3216   -1.9709   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8914   -3.2444   -2.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2175   -4.2320   -2.3795 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2837   -1.2242   -0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786   -2.2172    0.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118   -2.7691    1.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6444   -0.9034   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7442    2.2915   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2318    1.3382   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1192    1.0742   -2.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062    1.5638   -2.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371    2.5162   -1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8616    3.1308   -2.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874    2.8677   -3.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1995    1.5089   -0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2996   -0.1883   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5562   -3.0403   -2.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004   -3.3095   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922   -3.2974   -2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376   -1.9906    2.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2597   -3.3598    1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -3.4447    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3065   -1.4330    0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
 22 25  1  0
 25  3  2  0
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  3  4  1  0
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 17 36  1  0
 14 34  1  0
 25 41  1  0
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 16 35  1  0
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  1 26  1  0
  1 27  1  0
  1 28  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       7.174   1.307  -1.637  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.548   0.294  -0.859  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.207   0.103  -1.052  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.403   0.799  -1.948  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.040   0.499  -2.036  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.285   1.152  -2.981  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.987   2.484  -2.557  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.463  -0.521  -1.258  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.042  -0.837  -1.383  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.194   0.190  -1.084  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.075  -0.274  -1.233  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.232   0.472  -1.024  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.429  -0.204  -1.235  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.605   0.471  -1.048  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.462  -1.542  -1.630  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.693  -2.115  -1.811  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.287  -2.269  -1.833  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.057  -1.609  -1.626  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.322  -1.971  -1.721  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.891  -3.244  -2.097  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.218  -4.232  -2.380  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.284  -1.224  -0.353  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.679  -2.217   0.379  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.412  -2.769   1.467  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.644  -0.903  -0.259  0.00  0.00           C+0
HETATM   26  H   UNK     0       6.744   2.292  -1.424  0.00  0.00           H+0
HETATM   27  H   UNK     0       8.232   1.338  -1.357  0.00  0.00           H+0
HETATM   28  H   UNK     0       7.119   1.074  -2.706  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.806   1.564  -2.603  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.637   2.516  -1.519  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.862   3.131  -2.682  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.187   2.868  -3.197  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.200   1.509  -0.717  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.300  -0.188  -1.248  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.556  -3.040  -2.083  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.300  -3.309  -2.140  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.992  -3.297  -2.129  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.738  -1.991   2.165  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.260  -3.360   1.106  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.744  -3.445   2.010  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.306  -1.433   0.420  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    3    1                                                       
CONECT    3   25    4    2                                                  
CONECT    4    3    5   29                                                  
CONECT    5    4    8    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6   30   31   32                                             
CONECT    8    5    9   22                                                  
CONECT    9   10    8   19                                                  
CONECT   10   11    9                                                       
CONECT   11   12   18   10                                                  
CONECT   12   11   13   33                                                  
CONECT   13   12   15   14                                                  
CONECT   14   13   34                                                       
CONECT   15   13   17   16                                                  
CONECT   16   15   35                                                       
CONECT   17   15   18   36                                                  
CONECT   18   11   17   19                                                  
CONECT   19   20   18    9                                                  
CONECT   20   19   37   21                                                  
CONECT   21   20                                                            
CONECT   22   25   23    8                                                  
CONECT   23   22   24                                                       
CONECT   24   23   38   39   40                                             
CONECT   25   22    3   41                                                  
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    4                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33   12                                                            
CONECT   34   14                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   20                                                            
CONECT   38   24                                                            
CONECT   39   24                                                            
CONECT   40   24                                                            
CONECT   41   25                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

RDKit          3D

41 43  0  0  0  0  0  0  0  0999 V2000
    7.1744    1.3074   -1.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5484    0.2939   -0.8594 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2072    0.1031   -1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4033    0.7991   -1.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0397    0.4987   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2845    1.1520   -2.9812 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9873    2.4836   -2.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631   -0.5210   -1.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425   -0.8374   -1.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938    0.1897   -1.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -0.2740   -1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2324    0.4723   -1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4286   -0.2042   -1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6046    0.4705   -1.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4620   -1.5423   -1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6931   -2.1154   -1.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2874   -2.2689   -1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0574   -1.6086   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3216   -1.9709   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8914   -3.2444   -2.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2175   -4.2320   -2.3795 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2837   -1.2242   -0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6786   -2.2172    0.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118   -2.7691    1.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6444   -0.9034   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7442    2.2915   -1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2318    1.3382   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1192    1.0742   -2.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062    1.5638   -2.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371    2.5162   -1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8616    3.1308   -2.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874    2.8677   -3.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1995    1.5089   -0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2996   -0.1883   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5562   -3.0403   -2.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004   -3.3095   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922   -3.2974   -2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376   -1.9906    2.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2597   -3.3598    1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -3.4447    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3065   -1.4330    0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
 22 25  1  0
 25  3  2  0
 12 13  1  0
  3  4  1  0
 18 11  1  0
  4  5  2  0
  5  8  1  0
 13 15  2  0
  5  6  1  0
 11 10  1  0
  6  7  1  0
 15 17  1  0
 22 23  1  0
 17 18  2  0
 15 16  1  0
 10  9  1  0
 19 20  1  0
 13 14  1  0
 20 37  1  0
 19 18  1  0
 20 21  2  0
  9  8  1  0
 23 24  1  0
  9 19  2  0
  3  2  1  0
  8 22  2  0
  2  1  1  0
 12 33  1  0
 17 36  1  0
 14 34  1  0
 25 41  1  0
  4 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
 16 35  1  0
 24 38  1  0
 24 39  1  0
 24 40  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₇

Average Mass

344.3190 Da

Monoisotopic Mass

344.08960 Da

IUPAC Name

5,6-dihydroxy-2-(2,4,6-trimethoxyphenyl)-1-benzofuran-3-carbaldehyde

Traditional Name

lespedezavirgatal

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C([H])=C2C(OC(=C2C([H])=O)C2=C(OC([H])([H])[H])C([H])=C(OC([H])([H])[H])C([H])=C2OC([H])([H])[H])=C1[H]

InChI Identifier

InChI=1S/C18H16O7/c1-22-9-4-15(23-2)17(16(5-9)24-3)18-11(8-19)10-6-12(20)13(21)7-14(10)25-18/h4-8,20-21H,1-3H3

InChI Key

OUBWKVRCMQAWKH-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

This compound 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
Benzofuran
Anisole
Phenoxy compound
Methoxybenzene
Phenol ether
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Aryl-aldehyde
Monocyclic benzene moiety
Benzenoid
Furan
Heteroaromatic compound
Organoheterocyclic compound
Ether
Oxacycle
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aldehyde
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	3.13	ALOGPS
logP	2.33	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8.13	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	98.36 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	89.85 m³·mol⁻¹	ChemAxon
Polarizability	35.23 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

C00039618

Chemspider ID

24717531

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24899158

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 lespedezavirgatal (NP0033803)

MOL for NP0033803 (lespedezavirgatal)

3D MOL for NP0033803 (lespedezavirgatal)

3D SDF for NP0033803 (lespedezavirgatal)

3D-SDF for NP0033803 (lespedezavirgatal)

PDB for NP0033803 (lespedezavirgatal)

3D PDB for NP0033803 (lespedezavirgatal)

SMILES for NP0033803 (lespedezavirgatal)

INCHI for NP0033803 (lespedezavirgatal)

Structure for NP0033803 (lespedezavirgatal)

3D Structure for NP0033803 (lespedezavirgatal)