NP-MRD: Showing NP-Card for boeravinone O (NP0043577)

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Record Information

Version

2.0

Created at

2021-06-21 00:56:45 UTC

Updated at

2021-06-30 00:19:20 UTC

NP-MRD ID

NP0043577

Secondary Accession Numbers

None

Natural Product Identification

Common Name

boeravinone O

Provided By

JEOL Database JEOL Logo

Description

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

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102563D          

 36 39  0  0  0  0            999 V2000
    4.5868   -3.5353   -2.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814   -2.3368   -1.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1048   -2.0784   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9876   -2.8809   -1.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -2.4918   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098   -3.3309   -1.2383 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5941   -1.3030   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.8653    0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965   -1.5548    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365    0.4048    1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205    1.0779    1.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    0.6733    0.6797 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055   -0.5051   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9569   -0.8894   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851    2.3957    1.9212 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0572    2.2186    3.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7526    3.1012    2.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8680    2.3137    2.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9859    2.9238    2.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289    4.2224    3.1522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1721    2.2288    2.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    0.9041    2.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1315    0.2900    1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9276    0.9873    1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0200   -3.5227   -3.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -4.4167   -1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6496   -3.5925   -2.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0519   -3.8111   -2.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266   -2.9338   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8262   -0.2616   -0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    3.0652    1.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6264    1.4415    3.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0229    4.5280    2.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0310    2.7133    3.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1663    0.3437    2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -0.7466    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 15  1  0  0  0  0
 10 24  1  0  0  0  0
 18 17  1  0  0  0  0
 17 15  1  0  0  0  0
  4  5  1  0  0  0  0
  5  7  2  0  0  0  0
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  3  4  2  0  0  0  0
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  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END

     RDKit          3D

 36 39  0  0  0  0  0  0  0  0999 V2000
    4.5868   -3.5353   -2.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814   -2.3368   -1.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1048   -2.0784   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9876   -2.8809   -1.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -2.4918   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098   -3.3309   -1.2383 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5941   -1.3030   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.8653    0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965   -1.5548    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365    0.4048    1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205    1.0779    1.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    0.6733    0.6797 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055   -0.5051   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9569   -0.8894   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851    2.3957    1.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    2.2186    3.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7526    3.1012    2.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8680    2.3137    2.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9859    2.9238    2.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289    4.2224    3.1522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1721    2.2288    2.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    0.9041    2.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1315    0.2900    1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9276    0.9873    1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0200   -3.5227   -3.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -4.4167   -1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6496   -3.5925   -2.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0519   -3.8111   -2.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266   -2.9338   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8262   -0.2616   -0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    3.0652    1.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6264    1.4415    3.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0310    2.7133    3.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1663    0.3437    2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -0.7466    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
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 18 17  1  0
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  4  5  1  0
  5  7  2  0
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  3  4  2  0
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  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END


  Mrv1652306212102563D          

 36 39  0  0  0  0            999 V2000
    4.5868   -3.5353   -2.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814   -2.3368   -1.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1048   -2.0784   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9876   -2.8809   -1.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -2.4918   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098   -3.3309   -1.2383 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5941   -1.3030   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.8653    0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965   -1.5548    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365    0.4048    1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205    1.0779    1.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    0.6733    0.6797 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055   -0.5051   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9569   -0.8894   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851    2.3957    1.9212 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0572    2.2186    3.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7526    3.1012    2.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8680    2.3137    2.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9859    2.9238    2.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289    4.2224    3.1522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1721    2.2288    2.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    0.9041    2.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1315    0.2900    1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9276    0.9873    1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0200   -3.5227   -3.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -4.4167   -1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6496   -3.5925   -2.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0519   -3.8111   -2.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266   -2.9338   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6264    1.4415    3.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1663    0.3437    2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -0.7466    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
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 13  7  1  0  0  0  0
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  2  1  1  0  0  0  0
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  6 29  1  0  0  0  0
 16 32  1  0  0  0  0
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  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043577

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C2=C1O[C@@]([H])(O[H])C1=C2C(=O)C2=C(O[H])C([H])=C(OC([H])([H])[H])C([H])=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O7/c1-22-7-5-10(19)13-11(6-7)23-16-12(14(13)20)8-3-2-4-9(18)15(8)24-17(16)21/h2-6,17-19,21H,1H3/t17-/m1/s1

> <INCHI_KEY>
HIHQFLYPSJTPSM-QGZVFWFLSA-N

> <FORMULA>
C17H12O7

> <MOLECULAR_WEIGHT>
328.276

> <EXACT_MASS>
328.058302726

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
32.027413042819205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R)-4,6,11-trihydroxy-9-methoxy-6,12-dihydro-5,7-dioxatetraphen-12-one

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
2.374611050333333

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.100582757147738

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.29069537357267

> <JCHEM_PKA_STRONGEST_BASIC>
-4.601211176182784

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
82.75980000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R)-4,6,11-trihydroxy-9-methoxy-6H-5,7-dioxatetraphen-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 39  0  0  0  0  0  0  0  0999 V2000
    4.5868   -3.5353   -2.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814   -2.3368   -1.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1048   -2.0784   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9876   -2.8809   -1.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -2.4918   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098   -3.3309   -1.2383 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5941   -1.3030   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.8653    0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965   -1.5548    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365    0.4048    1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205    1.0779    1.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    0.6733    0.6797 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055   -0.5051   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9569   -0.8894   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851    2.3957    1.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    2.2186    3.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7526    3.1012    2.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8680    2.3137    2.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9859    2.9238    2.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289    4.2224    3.1522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1721    2.2288    2.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    0.9041    2.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1315    0.2900    1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9276    0.9873    1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0200   -3.5227   -3.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -4.4167   -1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6496   -3.5925   -2.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0519   -3.8111   -2.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266   -2.9338   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8262   -0.2616   -0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    3.0652    1.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6264    1.4415    3.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0229    4.5280    2.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0310    2.7133    3.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1663    0.3437    2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -0.7466    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 15  1  0
 10 24  1  0
 18 17  1  0
 17 15  1  0
  4  5  1  0
  5  7  2  0
 18 24  2  0
  3  4  2  0
 24 23  1  0
 13 12  1  0
 23 22  2  0
  7  8  1  0
 22 21  1  0
  8 10  1  0
 21 19  2  0
 19 18  1  0
 11 12  1  0
  3  2  1  0
 11 10  2  0
  5  6  1  0
 13 14  2  0
  8  9  2  0
 14  3  1  0
 15 16  1  0
 13  7  1  0
 19 20  1  0
  2  1  1  0
  4 28  1  0
 14 30  1  0
 15 31  1  0
 23 36  1  0
 22 35  1  0
 21 34  1  0
  6 29  1  0
 16 32  1  0
 20 33  1  0
  1 25  1  0
  1 26  1  0
  1 27  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       4.587  -3.535  -2.374  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.381  -2.337  -1.634  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.105  -2.078  -1.218  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.988  -2.881  -1.452  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.738  -2.492  -0.966  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.310  -3.331  -1.238  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.594  -1.303  -0.243  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.706  -0.865   0.285  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.696  -1.555   0.061  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.737   0.405   1.059  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.421   1.078   1.192  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.642   0.673   0.680  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.706  -0.505  -0.013  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.957  -0.889  -0.497  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.485   2.396   1.921  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.057   2.219   3.211  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.753   3.101   2.031  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.868   2.314   2.152  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.986   2.924   2.729  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.929   4.222   3.152  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.172   2.229   2.899  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.243   0.904   2.480  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.131   0.290   1.887  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.928   0.987   1.702  0.00  0.00           C+0
HETATM   25  H   UNK     0       4.020  -3.523  -3.311  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.340  -4.417  -1.773  0.00  0.00           H+0
HETATM   27  H   UNK     0       5.650  -3.592  -2.628  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.052  -3.811  -2.007  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.127  -2.934  -0.859  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.826  -0.262  -0.314  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.154   3.065   1.369  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.626   1.442   3.602  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.023   4.528   2.954  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.031   2.713   3.354  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.166   0.344   2.608  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.240  -0.747   1.577  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3    4    2   14                                                  
CONECT    4    5    3   28                                                  
CONECT    5    4    7    6                                                  
CONECT    6    5   29                                                       
CONECT    7    5    8   13                                                  
CONECT    8    7   10    9                                                  
CONECT    9    8                                                            
CONECT   10   24    8   11                                                  
CONECT   11   15   12   10                                                  
CONECT   12   13   11                                                       
CONECT   13   12   14    7                                                  
CONECT   14   13    3   30                                                  
CONECT   15   11   17   16   31                                             
CONECT   16   15   32                                                       
CONECT   17   18   15                                                       
CONECT   18   17   24   19                                                  
CONECT   19   21   18   20                                                  
CONECT   20   19   33                                                       
CONECT   21   22   19   34                                                  
CONECT   22   23   21   35                                                  
CONECT   23   24   22   36                                                  
CONECT   24   10   18   23                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    6                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   20                                                            
CONECT   34   21                                                            
CONECT   35   22                                                            
CONECT   36   23                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

RDKit          3D

36 39  0  0  0  0  0  0  0  0999 V2000
    4.5868   -3.5353   -2.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814   -2.3368   -1.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1048   -2.0784   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9876   -2.8809   -1.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -2.4918   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098   -3.3309   -1.2383 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5941   -1.3030   -0.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7063   -0.8653    0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965   -1.5548    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7365    0.4048    1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205    1.0779    1.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    0.6733    0.6797 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7055   -0.5051   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9569   -0.8894   -0.4970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851    2.3957    1.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    2.2186    3.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7526    3.1012    2.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8680    2.3137    2.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9859    2.9238    2.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9289    4.2224    3.1522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1721    2.2288    2.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2430    0.9041    2.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1315    0.2900    1.8873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9276    0.9873    1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0200   -3.5227   -3.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -4.4167   -1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6496   -3.5925   -2.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0519   -3.8111   -2.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266   -2.9338   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8262   -0.2616   -0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    3.0652    1.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6264    1.4415    3.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0229    4.5280    2.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0310    2.7133    3.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1663    0.3437    2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -0.7466    1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 15  1  0
 10 24  1  0
 18 17  1  0
 17 15  1  0
  4  5  1  0
  5  7  2  0
 18 24  2  0
  3  4  2  0
 24 23  1  0
 13 12  1  0
 23 22  2  0
  7  8  1  0
 22 21  1  0
  8 10  1  0
 21 19  2  0
 19 18  1  0
 11 12  1  0
  3  2  1  0
 11 10  2  0
  5  6  1  0
 13 14  2  0
  8  9  2  0
 14  3  1  0
 15 16  1  0
 13  7  1  0
 19 20  1  0
  2  1  1  0
  4 28  1  0
 14 30  1  0
 15 31  1  0
 23 36  1  0
 22 35  1  0
 21 34  1  0
  6 29  1  0
 16 32  1  0
 20 33  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₂O₇

Average Mass

328.2760 Da

Monoisotopic Mass

328.05830 Da

IUPAC Name

(6R)-4,6,11-trihydroxy-9-methoxy-6,12-dihydro-5,7-dioxatetraphen-12-one

Traditional Name

(6R)-4,6,11-trihydroxy-9-methoxy-6H-5,7-dioxatetraphen-12-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C([H])C2=C1O[C@@]([H])(O[H])C1=C2C(=O)C2=C(O[H])C([H])=C(OC([H])([H])[H])C([H])=C2O1

InChI Identifier

InChI=1S/C17H12O7/c1-22-7-5-10(19)13-11(6-7)23-16-12(14(13)20)8-3-2-4-9(18)15(8)24-17(16)21/h2-6,17-19,21H,1H3/t17-/m1/s1

InChI Key

HIHQFLYPSJTPSM-QGZVFWFLSA-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
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	1.98	ALOGPS
logP	2.37	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	7.29	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	82.76 m³·mol⁻¹	ChemAxon
Polarizability	32.03 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 O (NP0043577)

MOL for NP0043577 (boeravinone O)

3D MOL for NP0043577 (boeravinone O)

3D SDF for NP0043577 (boeravinone O)

3D-SDF for NP0043577 (boeravinone O)

PDB for NP0043577 (boeravinone O)

3D PDB for NP0043577 (boeravinone O)

SMILES for NP0043577 (boeravinone O)

INCHI for NP0043577 (boeravinone O)

Structure for NP0043577 (boeravinone O)

3D Structure for NP0043577 (boeravinone O)