NP-MRD: Showing NP-Card for Sibiriquinone B (NP0026799)

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Record Information

Version

2.0

Created at

2021-06-19 18:36:03 UTC

Updated at

2021-06-29 23:52:33 UTC

NP-MRD ID

NP0026799

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sibiriquinone B

Provided By

JEOL Database JEOL Logo

Description

Sibiriquinone B is found in Salvia miltiorrhiza and Veronicastrum sibiricum. Sibiriquinone B was first documented in 2004 (Gao, W. et al.). Based on a literature review very few articles have been published on 8,8-dimethyl-2-(propan-2-yl)-1,4,5,6,7,8-hexahydrophenanthrene-1,4-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120363D          

 43 45  0  0  0  0            999 V2000
    4.1206   -2.7856    2.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -1.9081    3.0159 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5332   -2.7300    4.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0552   -1.2517    2.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197   -1.6935    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5757   -1.0224    0.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3456   -1.4610   -0.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1206    0.1555    0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    0.6499    2.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2155    1.7886    2.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2567    2.4461    1.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668    1.9825    0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223    0.7941    0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937    0.2259   -1.1418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1511    0.7858   -1.5439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1405    2.2969   -1.4278 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9150    2.7573    0.0310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2060    2.5471    0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188    4.2748   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4668   -0.0010    2.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812    0.4802    3.7877 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464   -3.1187    2.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5557   -2.2298    1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6318   -3.6824    1.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7635   -1.1153    3.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948   -2.1131    4.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -3.5534    3.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3162   -3.1615    4.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -2.5871    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488    2.1770    3.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6734    3.3296    2.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0778    0.4209   -1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274   -0.8570   -1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9398    0.3549   -0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3763    0.4891   -2.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0836    2.7019   -1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459    2.6913   -2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4419    1.4852    0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1189    2.9775    1.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0648    3.0258    0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6568    4.4709   -0.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3951    4.8026   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849    4.7364    0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0  0  0  0
  9 20  1  0  0  0  0
 15 16  1  0  0  0  0
 20  4  1  0  0  0  0
 13 12  2  0  0  0  0
  4  5  2  0  0  0  0
 15 14  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
 12 11  1  0  0  0  0
  6  7  2  0  0  0  0
 16 17  1  0  0  0  0
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M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    4.1206   -2.7856    2.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -1.9081    3.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5332   -2.7300    4.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0552   -1.2517    2.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197   -1.6935    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5757   -1.0224    0.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3456   -1.4610   -0.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1206    0.1555    0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    0.6499    2.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2155    1.7886    2.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2567    2.4461    1.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668    1.9825    0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223    0.7941    0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937    0.2259   -1.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511    0.7858   -1.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1405    2.2969   -1.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9150    2.7573    0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2060    2.5471    0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188    4.2748   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4668   -0.0010    2.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812    0.4802    3.7877 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464   -3.1187    2.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5557   -2.2298    1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6318   -3.6824    1.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7635   -1.1153    3.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948   -2.1131    4.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -3.5534    3.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3162   -3.1615    4.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -2.5871    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488    2.1770    3.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6734    3.3296    2.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0778    0.4209   -1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274   -0.8570   -1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9398    0.3549   -0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3763    0.4891   -2.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0836    2.7019   -1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459    2.6913   -2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4419    1.4852    0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0648    3.0258    0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6568    4.4709   -0.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3951    4.8026   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849    4.7364    0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
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 11 10  2  0
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M  END


  Mrv1652306192120363D          

 43 45  0  0  0  0            999 V2000
    4.1206   -2.7856    2.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -1.9081    3.0159 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5332   -2.7300    4.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0552   -1.2517    2.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197   -1.6935    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5757   -1.0224    0.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3456   -1.4610   -0.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1206    0.1555    0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    0.6499    2.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2155    1.7886    2.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2567    2.4461    1.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668    1.9825    0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223    0.7941    0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937    0.2259   -1.1418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1511    0.7858   -1.5439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1405    2.2969   -1.4278 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9150    2.7573    0.0310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2060    2.5471    0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188    4.2748   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4668   -0.0010    2.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812    0.4802    3.7877 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464   -3.1187    2.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5557   -2.2298    1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6318   -3.6824    1.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7635   -1.1153    3.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948   -2.1131    4.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -3.5534    3.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3162   -3.1615    4.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -2.5871    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488    2.1770    3.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6734    3.3296    2.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0778    0.4209   -1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274   -0.8570   -1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9398    0.3549   -0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3763    0.4891   -2.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0836    2.7019   -1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459    2.6913   -2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4419    1.4852    0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1189    2.9775    1.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0648    3.0258    0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6568    4.4709   -0.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3951    4.8026   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849    4.7364    0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0  0  0  0
  9 20  1  0  0  0  0
 15 16  1  0  0  0  0
 20  4  1  0  0  0  0
 13 12  2  0  0  0  0
  4  5  2  0  0  0  0
 15 14  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
 12 11  1  0  0  0  0
  6  7  2  0  0  0  0
 16 17  1  0  0  0  0
 20 21  2  0  0  0  0
 11 10  2  0  0  0  0
  4  2  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  1  0  0  0  0
  8 13  1  0  0  0  0
  2  3  1  0  0  0  0
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 13 14  1  0  0  0  0
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 11 31  1  0  0  0  0
 10 30  1  0  0  0  0
  5 29  1  0  0  0  0
  2 25  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 18 40  1  0  0  0  0
 19 41  1  0  0  0  0
 19 42  1  0  0  0  0
 19 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0026799

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C2=C(C3=C1C(=O)C(=C([H])C3=O)C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C2(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O2/c1-11(2)14-10-16(20)17-12-6-5-9-19(3,4)15(12)8-7-13(17)18(14)21/h7-8,10-11H,5-6,9H2,1-4H3

> <INCHI_KEY>
MRPWFJPXXDIFAE-UHFFFAOYSA-N

> <FORMULA>
C19H22O2

> <MOLECULAR_WEIGHT>
282.383

> <EXACT_MASS>
282.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.97032985178332

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8,8-dimethyl-2-(propan-2-yl)-1,4,5,6,7,8-hexahydrophenanthrene-1,4-dione

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
4.660776623666666

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.744822434150578

> <JCHEM_PKA_STRONGEST_BASIC>
-7.174413904200721

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
86.1958

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.92e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-isopropyl-8,8-dimethyl-6,7-dihydro-5H-phenanthrene-1,4-dione

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    4.1206   -2.7856    2.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -1.9081    3.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5332   -2.7300    4.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0552   -1.2517    2.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197   -1.6935    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5757   -1.0224    0.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3456   -1.4610   -0.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1206    0.1555    0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    0.6499    2.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2155    1.7886    2.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2567    2.4461    1.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668    1.9825    0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223    0.7941    0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937    0.2259   -1.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511    0.7858   -1.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1405    2.2969   -1.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9150    2.7573    0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2060    2.5471    0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188    4.2748   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4668   -0.0010    2.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812    0.4802    3.7877 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464   -3.1187    2.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5557   -2.2298    1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6318   -3.6824    1.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7635   -1.1153    3.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948   -2.1131    4.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -3.5534    3.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3162   -3.1615    4.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -2.5871    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488    2.1770    3.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6734    3.3296    2.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0778    0.4209   -1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274   -0.8570   -1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9398    0.3549   -0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3763    0.4891   -2.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0836    2.7019   -1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459    2.6913   -2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4419    1.4852    0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1189    2.9775    1.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0648    3.0258    0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6568    4.4709   -0.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3951    4.8026   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849    4.7364    0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  9 20  1  0
 15 16  1  0
 20  4  1  0
 13 12  2  0
  4  5  2  0
 15 14  1  0
  5  6  1  0
  6  8  1  0
 12 11  1  0
  6  7  2  0
 16 17  1  0
 20 21  2  0
 11 10  2  0
  4  2  1  0
 10  9  1  0
  2  1  1  0
  8 13  1  0
  2  3  1  0
 17 12  1  0
 17 18  1  0
 13 14  1  0
 17 19  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 14 32  1  0
 14 33  1  0
 11 31  1  0
 10 30  1  0
  5 29  1  0
  2 25  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       4.121  -2.786   2.216  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.148  -1.908   3.016  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.533  -2.730   4.153  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.055  -1.252   2.186  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.620  -1.694   1.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.576  -1.022   0.201  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.346  -1.461  -0.918  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.121   0.156   0.788  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.359   0.650   2.005  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.216   1.789   2.574  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.257   2.446   1.928  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.767   1.982   0.702  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.222   0.794   0.144  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.794   0.226  -1.142  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.151   0.786  -1.544  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.140   2.297  -1.428  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.915   2.757   0.031  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.206   2.547   0.853  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.619   4.275  -0.031  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.467  -0.001   2.738  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.881   0.480   3.788  0.00  0.00           O+0
HETATM   22  H   UNK     0       4.946  -3.119   2.855  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.556  -2.230   1.378  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.632  -3.682   1.820  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.764  -1.115   3.462  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.895  -2.113   4.795  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.923  -3.553   3.765  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.316  -3.162   4.786  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.021  -2.587   0.535  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.149   2.177   3.524  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.673   3.330   2.408  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.078   0.421  -1.950  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.927  -0.857  -1.043  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.940   0.355  -0.917  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.376   0.489  -2.575  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.084   2.702  -1.816  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.346   2.691  -2.077  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.442   1.485   0.982  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.119   2.978   1.858  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.065   3.026   0.369  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.657   4.471  -0.519  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.395   4.803  -0.597  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.585   4.736   0.962  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    4    1    3   25                                             
CONECT    3    2   26   27   28                                             
CONECT    4   20    5    2                                                  
CONECT    5    4    6   29                                                  
CONECT    6    5    8    7                                                  
CONECT    7    6                                                            
CONECT    8    9    6   13                                                  
CONECT    9    8   20   10                                                  
CONECT   10   11    9   30                                                  
CONECT   11   12   10   31                                                  
CONECT   12   13   11   17                                                  
CONECT   13   12    8   14                                                  
CONECT   14   15   13   32   33                                             
CONECT   15   16   14   34   35                                             
CONECT   16   15   17   36   37                                             
CONECT   17   16   12   18   19                                             
CONECT   18   17   38   39   40                                             
CONECT   19   17   41   42   43                                             
CONECT   20    9    4   21                                                  
CONECT   21   20                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    2                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    3                                                            
CONECT   29    5                                                            
CONECT   30   10                                                            
CONECT   31   11                                                            
CONECT   32   14                                                            
CONECT   33   14                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
CONECT   38   18                                                            
CONECT   39   18                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   19                                                            
CONECT   43   19                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

RDKit          3D

43 45  0  0  0  0  0  0  0  0999 V2000
    4.1206   -2.7856    2.2162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -1.9081    3.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5332   -2.7300    4.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0552   -1.2517    2.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6197   -1.6935    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5757   -1.0224    0.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3456   -1.4610   -0.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1206    0.1555    0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    0.6499    2.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2155    1.7886    2.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2567    2.4461    1.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668    1.9825    0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223    0.7941    0.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7937    0.2259   -1.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511    0.7858   -1.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1405    2.2969   -1.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9150    2.7573    0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2060    2.5471    0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188    4.2748   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4668   -0.0010    2.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8812    0.4802    3.7877 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464   -3.1187    2.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5557   -2.2298    1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6318   -3.6824    1.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7635   -1.1153    3.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948   -2.1131    4.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -3.5534    3.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3162   -3.1615    4.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213   -2.5871    0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1488    2.1770    3.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6734    3.3296    2.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0778    0.4209   -1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274   -0.8570   -1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9398    0.3549   -0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3763    0.4891   -2.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0836    2.7019   -1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459    2.6913   -2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4419    1.4852    0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1189    2.9775    1.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0648    3.0258    0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6568    4.4709   -0.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3951    4.8026   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5849    4.7364    0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  9 20  1  0
 15 16  1  0
 20  4  1  0
 13 12  2  0
  4  5  2  0
 15 14  1  0
  5  6  1  0
  6  8  1  0
 12 11  1  0
  6  7  2  0
 16 17  1  0
 20 21  2  0
 11 10  2  0
  4  2  1  0
 10  9  1  0
  2  1  1  0
  8 13  1  0
  2  3  1  0
 17 12  1  0
 17 18  1  0
 13 14  1  0
 17 19  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 14 32  1  0
 14 33  1  0
 11 31  1  0
 10 30  1  0
  5 29  1  0
  2 25  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂O₂

Average Mass

282.3830 Da

Monoisotopic Mass

282.16198 Da

IUPAC Name

8,8-dimethyl-2-(propan-2-yl)-1,4,5,6,7,8-hexahydrophenanthrene-1,4-dione

Traditional Name

2-isopropyl-8,8-dimethyl-6,7-dihydro-5H-phenanthrene-1,4-dione

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C2=C(C3=C1C(=O)C(=C([H])C3=O)C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C2(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C19H22O2/c1-11(2)14-10-16(20)17-12-6-5-9-19(3,4)15(12)8-7-13(17)18(14)21/h7-8,10-11H,5-6,9H2,1-4H3

InChI Key

MRPWFJPXXDIFAE-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, NULL, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, NULL, 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
Salvia miltiorrhiza	LOTUS Database	35616633
Veronicastrum sibiricum	JEOL database	Gao, W. et al, Chem. Pharm. Bull. 52, 136 (2004)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Abietane diterpenoid
Diterpenoid
Hydrophenanthrene
Phenanthrene
Naphthoquinone
Naphthalene
Tetralin
Aryl ketone
Quinone
Benzenoid
Ketone
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	4.73	ALOGPS
logP	4.66	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	12.74	ChemAxon
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.2 m³·mol⁻¹	ChemAxon
Polarizability	32.97 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00031380

Chemspider ID

8146612

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9971020

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gao, W. et al. (2004). Gao, W. et al, Chem. Pharm. Bull. 52, 136 (2004). Chem. Pharm. Bull..

Showing NP-Card for Sibiriquinone B (NP0026799)

MOL for NP0026799 (Sibiriquinone B)

3D MOL for NP0026799 (Sibiriquinone B)

3D SDF for NP0026799 (Sibiriquinone B)

3D-SDF for NP0026799 (Sibiriquinone B)

PDB for NP0026799 (Sibiriquinone B)

3D PDB for NP0026799 (Sibiriquinone B)

SMILES for NP0026799 (Sibiriquinone B)

INCHI for NP0026799 (Sibiriquinone B)

Structure for NP0026799 (Sibiriquinone B)

3D Structure for NP0026799 (Sibiriquinone B)