NP-MRD: Showing NP-Card for boeravinone L (NP0043574)

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Record Information

Version

2.0

Created at

2021-06-21 00:56:38 UTC

Updated at

2021-06-30 00:19:20 UTC

NP-MRD ID

NP0043574

Secondary Accession Numbers

None

Natural Product Identification

Common Name

boeravinone L

Provided By

JEOL Database JEOL Logo

Description

boeravinone L is found in Boerhaavia diffusa. boeravinone L was first documented in 2013 (Bairwa, K., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102563D          

 42 45  0  0  0  0            999 V2000
    1.5451    2.2989   -2.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142    2.8024   -1.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8176    1.9213   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1846    1.6942   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0939    2.3484   -1.2650 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6397    0.8193    0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1086    0.5955    0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6819    0.2059    1.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1430   -0.6240    2.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3075    0.4480    1.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -0.1874    2.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6680   -0.9057    2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1332    0.0906    1.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980    0.9735    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549    1.6246   -0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    1.3128    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132    1.3553    0.3841 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1637    0.6462   -0.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3758    1.1241   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7667    1.1567    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.0575    2.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6770   -0.4395    2.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5608   -1.5517    3.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196   -2.1580    3.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1921   -1.6453    3.2292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2866   -0.5197    2.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7577    2.7415   -3.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414    2.6174   -2.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916    1.2093   -2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5701    2.9423   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.7782   -0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4708    1.2635    1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3104   -0.4409    1.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3722   -0.9583    2.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223    2.4318    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5666    0.5667   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2936    2.1864   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2156    0.9593   -0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6439    0.0370    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4347   -1.9456    4.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -3.0300    4.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436   -2.1512    3.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0  0  0  0
 20 17  1  0  0  0  0
  6  8  1  0  0  0  0
  8 10  2  0  0  0  0
 21 26  2  0  0  0  0
  4  6  2  0  0  0  0
 26 25  1  0  0  0  0
 16 15  1  0  0  0  0
 25 24  2  0  0  0  0
 10 11  1  0  0  0  0
 24 23  1  0  0  0  0
 11 13  1  0  0  0  0
 23 22  2  0  0  0  0
 22 21  1  0  0  0  0
 14 15  1  0  0  0  0
  4  5  1  0  0  0  0
 14 13  2  0  0  0  0
  8  9  1  0  0  0  0
 16  3  2  0  0  0  0
 11 12  2  0  0  0  0
  3  4  1  0  0  0  0
 17 18  1  0  0  0  0
 16 10  1  0  0  0  0
 18 19  1  0  0  0  0
  6  7  1  0  0  0  0
 14 17  1  0  0  0  0
  3  2  1  0  0  0  0
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  2  1  1  0  0  0  0
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  5 30  1  0  0  0  0
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  7 31  1  0  0  0  0
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  7 33  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
    1.5451    2.2989   -2.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142    2.8024   -1.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8176    1.9213   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1846    1.6942   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0939    2.3484   -1.2650 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6397    0.8193    0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1086    0.5955    0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6819    0.2059    1.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1430   -0.6240    2.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3075    0.4480    1.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -0.1874    2.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6680   -0.9057    2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1332    0.0906    1.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980    0.9735    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549    1.6246   -0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    1.3128    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132    1.3553    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1637    0.6462   -0.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3758    1.1241   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7667    1.1567    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.0575    2.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6770   -0.4395    2.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5608   -1.5517    3.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196   -2.1580    3.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1921   -1.6453    3.2292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2866   -0.5197    2.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7577    2.7415   -3.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414    2.6174   -2.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916    1.2093   -2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5701    2.9423   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.7782   -0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4708    1.2635    1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3104   -0.4409    1.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3722   -0.9583    2.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223    2.4318    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5666    0.5667   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2936    2.1864   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2156    0.9593   -0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6439    0.0370    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4347   -1.9456    4.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -3.0300    4.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436   -2.1512    3.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 17  1  0
  6  8  1  0
  8 10  2  0
 21 26  2  0
  4  6  2  0
 26 25  1  0
 16 15  1  0
 25 24  2  0
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 11 13  1  0
 23 22  2  0
 22 21  1  0
 14 15  1  0
  4  5  1  0
 14 13  2  0
  8  9  1  0
 16  3  2  0
 11 12  2  0
  3  4  1  0
 17 18  1  0
 16 10  1  0
 18 19  1  0
  6  7  1  0
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  3  2  1  0
 13 26  1  0
  2  1  1  0
 17 35  1  0
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 22 39  1  0
  5 30  1  0
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  7 31  1  0
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  7 33  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652306212102563D          

 42 45  0  0  0  0            999 V2000
    1.5451    2.2989   -2.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142    2.8024   -1.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8176    1.9213   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1846    1.6942   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0939    2.3484   -1.2650 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6397    0.8193    0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1086    0.5955    0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6819    0.2059    1.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1430   -0.6240    2.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3075    0.4480    1.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -0.1874    2.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6680   -0.9057    2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1332    0.0906    1.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980    0.9735    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549    1.6246   -0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    1.3128    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132    1.3553    0.3841 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1637    0.6462   -0.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3758    1.1241   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7667    1.1567    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.0575    2.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6770   -0.4395    2.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5608   -1.5517    3.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196   -2.1580    3.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1921   -1.6453    3.2292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2866   -0.5197    2.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7577    2.7415   -3.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414    2.6174   -2.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916    1.2093   -2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5701    2.9423   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.7782   -0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4708    1.2635    1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3104   -0.4409    1.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3722   -0.9583    2.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223    2.4318    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5666    0.5667   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2936    2.1864   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2156    0.9593   -0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6439    0.0370    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4347   -1.9456    4.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -3.0300    4.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436   -2.1512    3.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0  0  0  0
 20 17  1  0  0  0  0
  6  8  1  0  0  0  0
  8 10  2  0  0  0  0
 21 26  2  0  0  0  0
  4  6  2  0  0  0  0
 26 25  1  0  0  0  0
 16 15  1  0  0  0  0
 25 24  2  0  0  0  0
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  4  5  1  0  0  0  0
 14 13  2  0  0  0  0
  8  9  1  0  0  0  0
 16  3  2  0  0  0  0
 11 12  2  0  0  0  0
  3  4  1  0  0  0  0
 17 18  1  0  0  0  0
 16 10  1  0  0  0  0
 18 19  1  0  0  0  0
  6  7  1  0  0  0  0
 14 17  1  0  0  0  0
  3  2  1  0  0  0  0
 13 26  1  0  0  0  0
  2  1  1  0  0  0  0
 17 35  1  0  0  0  0
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 23 40  1  0  0  0  0
 22 39  1  0  0  0  0
  5 30  1  0  0  0  0
  9 34  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  7 33  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043574

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(O[H])=C2C(=O)C3=C(OC2=C1OC([H])([H])[H])[C@@]([H])(OC([H])([H])[H])OC1=C3C([H])=C([H])C([H])=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O7/c1-8-13(20)12-15(22)11-9-6-4-5-7-10(9)25-19(24-3)17(11)26-16(12)18(23-2)14(8)21/h4-7,19-21H,1-3H3/t19-/m0/s1

> <INCHI_KEY>
JWYNDRGBQXDNPV-IBGZPJMESA-N

> <FORMULA>
C19H16O7

> <MOLECULAR_WEIGHT>
356.33

> <EXACT_MASS>
356.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
36.06602185651308

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S)-9,11-dihydroxy-6,8-dimethoxy-10-methyl-6,12-dihydro-5,7-dioxatetraphen-12-one

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
3.531158943333333

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.940233707251009

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.44203734183016

> <JCHEM_PKA_STRONGEST_BASIC>
-4.159279537511045

> <JCHEM_POLAR_SURFACE_AREA>
94.45

> <JCHEM_REFRACTIVITY>
92.55220000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-9,11-dihydroxy-6,8-dimethoxy-10-methyl-6H-5,7-dioxatetraphen-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
    1.5451    2.2989   -2.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142    2.8024   -1.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8176    1.9213   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1846    1.6942   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0939    2.3484   -1.2650 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6397    0.8193    0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1086    0.5955    0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6819    0.2059    1.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1430   -0.6240    2.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3075    0.4480    1.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -0.1874    2.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6680   -0.9057    2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1332    0.0906    1.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980    0.9735    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549    1.6246   -0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    1.3128    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132    1.3553    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1637    0.6462   -0.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3758    1.1241   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7667    1.1567    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.0575    2.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6770   -0.4395    2.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5608   -1.5517    3.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196   -2.1580    3.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1921   -1.6453    3.2292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2866   -0.5197    2.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7577    2.7415   -3.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414    2.6174   -2.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916    1.2093   -2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5701    2.9423   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.7782   -0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4708    1.2635    1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3104   -0.4409    1.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3722   -0.9583    2.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223    2.4318    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5666    0.5667   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2936    2.1864   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2156    0.9593   -0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6439    0.0370    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4347   -1.9456    4.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -3.0300    4.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436   -2.1512    3.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 17  1  0
  6  8  1  0
  8 10  2  0
 21 26  2  0
  4  6  2  0
 26 25  1  0
 16 15  1  0
 25 24  2  0
 10 11  1  0
 24 23  1  0
 11 13  1  0
 23 22  2  0
 22 21  1  0
 14 15  1  0
  4  5  1  0
 14 13  2  0
  8  9  1  0
 16  3  2  0
 11 12  2  0
  3  4  1  0
 17 18  1  0
 16 10  1  0
 18 19  1  0
  6  7  1  0
 14 17  1  0
  3  2  1  0
 13 26  1  0
  2  1  1  0
 17 35  1  0
 25 42  1  0
 24 41  1  0
 23 40  1  0
 22 39  1  0
  5 30  1  0
  9 34  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       1.545   2.299  -2.619  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.514   2.802  -1.698  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.818   1.921  -0.686  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.185   1.694  -0.474  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.094   2.348  -1.265  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.640   0.819   0.517  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.109   0.596   0.742  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.682   0.206   1.337  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.143  -0.624   2.330  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.308   0.448   1.152  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.294  -0.187   2.014  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.668  -0.906   2.937  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.133   0.091   1.716  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.398   0.974   0.739  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.555   1.625  -0.022  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.876   1.313   0.149  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.813   1.355   0.384  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.164   0.646  -0.810  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.376   1.124  -1.375  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.767   1.157   1.435  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.553   0.058   2.222  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.677  -0.440   2.886  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.561  -1.552   3.714  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.320  -2.158   3.881  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.192  -1.645   3.229  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.287  -0.520   2.399  0.00  0.00           C+0
HETATM   27  H   UNK     0       1.758   2.741  -3.597  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.541   2.617  -2.323  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.592   1.209  -2.728  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.570   2.942  -1.837  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.691   0.778  -0.167  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.471   1.264   1.530  0.00  0.00           H+0
HETATM   33  H   UNK     0       6.310  -0.441   1.032  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.372  -0.958   2.842  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.822   2.432   0.168  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.567   0.567  -2.296  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.294   2.186  -1.625  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.216   0.959  -0.694  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.644   0.037   2.750  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.435  -1.946   4.226  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.221  -3.030   4.523  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.244  -2.151   3.390  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1                                                       
CONECT    3   16    4    2                                                  
CONECT    4    6    5    3                                                  
CONECT    5    4   30                                                       
CONECT    6    8    4    7                                                  
CONECT    7    6   31   32   33                                             
CONECT    8    6   10    9                                                  
CONECT    9    8   34                                                       
CONECT   10    8   11   16                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11   14   26                                                  
CONECT   14   15   13   17                                                  
CONECT   15   16   14                                                       
CONECT   16   15    3   10                                                  
CONECT   17   20   18   14   35                                             
CONECT   18   17   19                                                       
CONECT   19   18   36   37   38                                             
CONECT   20   21   17                                                       
CONECT   21   20   26   22                                                  
CONECT   22   23   21   39                                                  
CONECT   23   24   22   40                                                  
CONECT   24   25   23   41                                                  
CONECT   25   26   24   42                                                  
CONECT   26   21   25   13                                                  
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    5                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33    7                                                            
CONECT   34    9                                                            
CONECT   35   17                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
CONECT   38   19                                                            
CONECT   39   22                                                            
CONECT   40   23                                                            
CONECT   41   24                                                            
CONECT   42   25                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

RDKit          3D

42 45  0  0  0  0  0  0  0  0999 V2000
    1.5451    2.2989   -2.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142    2.8024   -1.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8176    1.9213   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1846    1.6942   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0939    2.3484   -1.2650 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6397    0.8193    0.5168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1086    0.5955    0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6819    0.2059    1.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1430   -0.6240    2.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3075    0.4480    1.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944   -0.1874    2.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6680   -0.9057    2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1332    0.0906    1.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3980    0.9735    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549    1.6246   -0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    1.3128    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132    1.3553    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1637    0.6462   -0.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3758    1.1241   -1.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7667    1.1567    1.4352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.0575    2.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6770   -0.4395    2.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5608   -1.5517    3.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196   -2.1580    3.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1921   -1.6453    3.2292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2866   -0.5197    2.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7577    2.7415   -3.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414    2.6174   -2.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916    1.2093   -2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5701    2.9423   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.7782   -0.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4708    1.2635    1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3104   -0.4409    1.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3722   -0.9583    2.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223    2.4318    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5666    0.5667   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2936    2.1864   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2156    0.9593   -0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6439    0.0370    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4347   -1.9456    4.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -3.0300    4.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436   -2.1512    3.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 17  1  0
  6  8  1  0
  8 10  2  0
 21 26  2  0
  4  6  2  0
 26 25  1  0
 16 15  1  0
 25 24  2  0
 10 11  1  0
 24 23  1  0
 11 13  1  0
 23 22  2  0
 22 21  1  0
 14 15  1  0
  4  5  1  0
 14 13  2  0
  8  9  1  0
 16  3  2  0
 11 12  2  0
  3  4  1  0
 17 18  1  0
 16 10  1  0
 18 19  1  0
  6  7  1  0
 14 17  1  0
  3  2  1  0
 13 26  1  0
  2  1  1  0
 17 35  1  0
 25 42  1  0
 24 41  1  0
 23 40  1  0
 22 39  1  0
  5 30  1  0
  9 34  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₇

Average Mass

356.3300 Da

Monoisotopic Mass

356.08960 Da

IUPAC Name

(6S)-9,11-dihydroxy-6,8-dimethoxy-10-methyl-6,12-dihydro-5,7-dioxatetraphen-12-one

Traditional Name

(6S)-9,11-dihydroxy-6,8-dimethoxy-10-methyl-6H-5,7-dioxatetraphen-12-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C(O[H])=C2C(=O)C3=C(OC2=C1OC([H])([H])[H])[C@@]([H])(OC([H])([H])[H])OC1=C3C([H])=C([H])C([H])=C1[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C19H16O7/c1-8-13(20)12-15(22)11-9-6-4-5-7-10(9)25-19(24-3)17(11)26-16(12)18(23-2)14(8)21/h4-7,19-21H,1-3H3/t19-/m0/s1

InChI Key

JWYNDRGBQXDNPV-IBGZPJMESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Boerhavia diffusa	JEOL database	Bairwa, K., et al, J. Nat. Prod. 76, 1393 (2013)

Chemical Taxonomy

Classification

Not classified

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	2.49	ALOGPS
logP	3.53	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.44	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.55 m³·mol⁻¹	ChemAxon
Polarizability	36.07 Å³	ChemAxon
Number of Rings	4	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

Not Available

References

General References

Bairwa, K., et al. (2013). Bairwa, K., et al, J. Nat. Prod. 76, 1393 (2013). J. Nat. Prod..

Showing NP-Card for boeravinone L (NP0043574)

MOL for NP0043574 (boeravinone L)

3D MOL for NP0043574 (boeravinone L)

3D SDF for NP0043574 (boeravinone L)

3D-SDF for NP0043574 (boeravinone L)

PDB for NP0043574 (boeravinone L)

3D PDB for NP0043574 (boeravinone L)

SMILES for NP0043574 (boeravinone L)

INCHI for NP0043574 (boeravinone L)

Structure for NP0043574 (boeravinone L)

3D Structure for NP0043574 (boeravinone L)