NP-MRD: Showing NP-Card for neocryptotanshinone II (NP0029785)

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Record Information

Version

2.0

Created at

2021-06-19 21:19:00 UTC

Updated at

2021-06-29 23:57:22 UTC

NP-MRD ID

NP0029785

Secondary Accession Numbers

None

Natural Product Identification

Common Name

neocryptotanshinone II

Provided By

JEOL Database JEOL Logo

Description

3-Hydroxy-2,8,8-trimethyl-1,4,5,6,7,8-hexahydrophenanthrene-1,4-dione belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. neocryptotanshinone II is found in Salvia miltiorrhiza. neocryptotanshinone II was first documented in 2000 (Lin, H.-C., et al.). Based on a literature review very few articles have been published on 3-hydroxy-2,8,8-trimethyl-1,4,5,6,7,8-hexahydrophenanthrene-1,4-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123193D          

 38 40  0  0  0  0            999 V2000
   -1.0556    0.6218   -3.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    0.3808   -2.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4472   -0.7941   -1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2425   -1.9063   -2.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -0.9912   -0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084   -2.0937   -0.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4686    0.1382    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    1.3705   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0235    2.4810    0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8589    2.3729    2.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5008    1.1527    2.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3474    0.0056    1.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0306   -1.3416    2.5265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2489   -1.4240    4.0309 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3600   -0.2129    4.7084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3238    1.0988    4.2585 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5691    2.2544    4.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110    1.2242    4.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0020    1.5499   -1.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    2.6464   -1.9846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831    0.9618   -4.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3701    1.3880   -4.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068   -0.2772   -4.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0546   -2.6114   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043    3.4428    0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0258    3.2645    2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682   -2.1145    2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0174   -1.5808    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3192   -1.4954    4.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2110   -2.3417    4.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -0.1821    4.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2899   -0.3273    5.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    2.1486    5.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    3.2364    4.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    2.2699    4.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6363    1.1186    6.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4117    0.4649    4.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1682    2.2003    4.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
  7  5  1  0  0  0  0
  8 19  1  0  0  0  0
  2  3  2  0  0  0  0
  3  5  1  0  0  0  0
 12  7  2  0  0  0  0
 12 11  1  0  0  0  0
  2 19  1  0  0  0  0
 14 15  1  0  0  0  0
 14 13  1  0  0  0  0
 11 10  2  0  0  0  0
  5  6  2  0  0  0  0
 10  9  1  0  0  0  0
 19 20  2  0  0  0  0
  9  8  2  0  0  0  0
  3  4  1  0  0  0  0
  7  8  1  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 11  1  0  0  0  0
 16 18  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 13 27  1  0  0  0  0
 13 28  1  0  0  0  0
 10 26  1  0  0  0  0
  9 25  1  0  0  0  0
  4 24  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.0556    0.6218   -3.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    0.3808   -2.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4472   -0.7941   -1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2425   -1.9063   -2.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -0.9912   -0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084   -2.0937   -0.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4686    0.1382    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    1.3705   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0235    2.4810    0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8589    2.3729    2.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5008    1.1527    2.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3474    0.0056    1.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0306   -1.3416    2.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489   -1.4240    4.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600   -0.2129    4.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3238    1.0988    4.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    2.2544    4.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110    1.2242    4.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0020    1.5499   -1.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    2.6464   -1.9846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831    0.9618   -4.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3701    1.3880   -4.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068   -0.2772   -4.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0546   -2.6114   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043    3.4428    0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0258    3.2645    2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682   -2.1145    2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0174   -1.5808    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3192   -1.4954    4.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2110   -2.3417    4.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -0.1821    4.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2899   -0.3273    5.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    2.1486    5.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    3.2364    4.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    2.2699    4.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6363    1.1186    6.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4117    0.4649    4.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1682    2.2003    4.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  7  5  1  0
  8 19  1  0
  2  3  2  0
  3  5  1  0
 12  7  2  0
 12 11  1  0
  2 19  1  0
 14 15  1  0
 14 13  1  0
 11 10  2  0
  5  6  2  0
 10  9  1  0
 19 20  2  0
  9  8  2  0
  3  4  1  0
  7  8  1  0
  2  1  1  0
 15 16  1  0
 16 17  1  0
 16 11  1  0
 16 18  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 13 27  1  0
 13 28  1  0
 10 26  1  0
  9 25  1  0
  4 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END


  Mrv1652306192123193D          

 38 40  0  0  0  0            999 V2000
   -1.0556    0.6218   -3.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    0.3808   -2.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4472   -0.7941   -1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2425   -1.9063   -2.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -0.9912   -0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084   -2.0937   -0.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4686    0.1382    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    1.3705   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0235    2.4810    0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8589    2.3729    2.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5008    1.1527    2.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3474    0.0056    1.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0306   -1.3416    2.5265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2489   -1.4240    4.0309 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3600   -0.2129    4.7084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3238    1.0988    4.2585 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5691    2.2544    4.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110    1.2242    4.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0020    1.5499   -1.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    2.6464   -1.9846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831    0.9618   -4.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3701    1.3880   -4.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068   -0.2772   -4.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0546   -2.6114   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043    3.4428    0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0258    3.2645    2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682   -2.1145    2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0174   -1.5808    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3192   -1.4954    4.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2110   -2.3417    4.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -0.1821    4.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2899   -0.3273    5.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    2.1486    5.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    3.2364    4.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    2.2699    4.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6363    1.1186    6.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4117    0.4649    4.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1682    2.2003    4.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
  7  5  1  0  0  0  0
  8 19  1  0  0  0  0
  2  3  2  0  0  0  0
  3  5  1  0  0  0  0
 12  7  2  0  0  0  0
 12 11  1  0  0  0  0
  2 19  1  0  0  0  0
 14 15  1  0  0  0  0
 14 13  1  0  0  0  0
 11 10  2  0  0  0  0
  5  6  2  0  0  0  0
 10  9  1  0  0  0  0
 19 20  2  0  0  0  0
  9  8  2  0  0  0  0
  3  4  1  0  0  0  0
  7  8  1  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 11  1  0  0  0  0
 16 18  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 13 27  1  0  0  0  0
 13 28  1  0  0  0  0
 10 26  1  0  0  0  0
  9 25  1  0  0  0  0
  4 24  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029785

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=O)C2=C([H])C([H])=C3C(=C2C1=O)C([H])([H])C([H])([H])C([H])([H])C3(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O3/c1-9-14(18)11-6-7-12-10(5-4-8-17(12,2)3)13(11)16(20)15(9)19/h6-7,19H,4-5,8H2,1-3H3

> <INCHI_KEY>
NXKYAFGBRZSLBM-UHFFFAOYSA-N

> <FORMULA>
C17H18O3

> <MOLECULAR_WEIGHT>
270.328

> <EXACT_MASS>
270.12559444

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.814643632996777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-2,8,8-trimethyl-1,4,5,6,7,8-hexahydrophenanthrene-1,4-dione

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
3.410531181

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.897415288093294

> <JCHEM_PKA_STRONGEST_BASIC>
-5.148730553039035

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
79.0136

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-2,8,8-trimethyl-6,7-dihydro-5H-phenanthrene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.0556    0.6218   -3.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    0.3808   -2.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4472   -0.7941   -1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2425   -1.9063   -2.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -0.9912   -0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084   -2.0937   -0.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4686    0.1382    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    1.3705   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0235    2.4810    0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8589    2.3729    2.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5008    1.1527    2.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3474    0.0056    1.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0306   -1.3416    2.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489   -1.4240    4.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600   -0.2129    4.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3238    1.0988    4.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    2.2544    4.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110    1.2242    4.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0020    1.5499   -1.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    2.6464   -1.9846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831    0.9618   -4.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3701    1.3880   -4.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068   -0.2772   -4.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0546   -2.6114   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043    3.4428    0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0258    3.2645    2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682   -2.1145    2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0174   -1.5808    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3192   -1.4954    4.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2110   -2.3417    4.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -0.1821    4.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2899   -0.3273    5.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    2.1486    5.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    3.2364    4.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    2.2699    4.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6363    1.1186    6.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4117    0.4649    4.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1682    2.2003    4.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  7  5  1  0
  8 19  1  0
  2  3  2  0
  3  5  1  0
 12  7  2  0
 12 11  1  0
  2 19  1  0
 14 15  1  0
 14 13  1  0
 11 10  2  0
  5  6  2  0
 10  9  1  0
 19 20  2  0
  9  8  2  0
  3  4  1  0
  7  8  1  0
  2  1  1  0
 15 16  1  0
 16 17  1  0
 16 11  1  0
 16 18  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 13 27  1  0
 13 28  1  0
 10 26  1  0
  9 25  1  0
  4 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  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      -1.056   0.622  -3.877  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.817   0.381  -2.417  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.447  -0.794  -1.898  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.243  -1.906  -2.701  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.209  -0.991  -0.443  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.208  -2.094  -0.099  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.469   0.138   0.490  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.821   1.371  -0.070  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.024   2.481   0.752  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.859   2.373   2.129  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.501   1.153   2.731  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.347   0.006   1.906  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.031  -1.342   2.527  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.249  -1.424   4.031  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.360  -0.213   4.708  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.324   1.099   4.258  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.569   2.254   4.770  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.711   1.224   4.926  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.002   1.550  -1.526  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.306   2.646  -1.985  0.00  0.00           O+0
HETATM   21  H   UNK     0      -2.083   0.962  -4.044  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.370   1.388  -4.255  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.907  -0.277  -4.483  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.055  -2.611  -2.084  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.304   3.443   0.325  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.026   3.264   2.730  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.668  -2.115   2.083  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.017  -1.581   2.308  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.319  -1.495   4.255  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.211  -2.342   4.416  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.433  -0.182   4.470  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.290  -0.327   5.798  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.770   2.149   5.843  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.104   3.236   4.632  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.534   2.270   4.249  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.636   1.119   6.015  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.412   0.465   4.563  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.168   2.200   4.726  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3   19    1                                                  
CONECT    3    2    5    4                                                  
CONECT    4    3   24                                                       
CONECT    5    7    3    6                                                  
CONECT    6    5                                                            
CONECT    7    5   12    8                                                  
CONECT    8   19    9    7                                                  
CONECT    9   10    8   25                                                  
CONECT   10   11    9   26                                                  
CONECT   11   12   10   16                                                  
CONECT   12   13    7   11                                                  
CONECT   13   12   14   27   28                                             
CONECT   14   15   13   29   30                                             
CONECT   15   14   16   31   32                                             
CONECT   16   15   17   11   18                                             
CONECT   17   16   33   34   35                                             
CONECT   18   16   36   37   38                                             
CONECT   19    8    2   20                                                  
CONECT   20   19                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    4                                                            
CONECT   25    9                                                            
CONECT   26   10                                                            
CONECT   27   13                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   15                                                            
CONECT   33   17                                                            
CONECT   34   17                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
   -1.0556    0.6218   -3.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8169    0.3808   -2.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4472   -0.7941   -1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2425   -1.9063   -2.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -0.9912   -0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084   -2.0937   -0.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4686    0.1382    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    1.3705   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0235    2.4810    0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8589    2.3729    2.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5008    1.1527    2.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3474    0.0056    1.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0306   -1.3416    2.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489   -1.4240    4.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600   -0.2129    4.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3238    1.0988    4.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    2.2544    4.7701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7110    1.2242    4.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0020    1.5499   -1.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    2.6464   -1.9846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831    0.9618   -4.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3701    1.3880   -4.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068   -0.2772   -4.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0546   -2.6114   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3043    3.4428    0.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0258    3.2645    2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682   -2.1145    2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0174   -1.5808    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3192   -1.4954    4.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2110   -2.3417    4.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325   -0.1821    4.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2899   -0.3273    5.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7699    2.1486    5.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    3.2364    4.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    2.2699    4.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6363    1.1186    6.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4117    0.4649    4.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1682    2.2003    4.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  7  5  1  0
  8 19  1  0
  2  3  2  0
  3  5  1  0
 12  7  2  0
 12 11  1  0
  2 19  1  0
 14 15  1  0
 14 13  1  0
 11 10  2  0
  5  6  2  0
 10  9  1  0
 19 20  2  0
  9  8  2  0
  3  4  1  0
  7  8  1  0
  2  1  1  0
 15 16  1  0
 16 17  1  0
 16 11  1  0
 16 18  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 13 27  1  0
 13 28  1  0
 10 26  1  0
  9 25  1  0
  4 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₇H₁₈O₃

Average Mass

270.3280 Da

Monoisotopic Mass

270.12559 Da

IUPAC Name

3-hydroxy-2,8,8-trimethyl-1,4,5,6,7,8-hexahydrophenanthrene-1,4-dione

Traditional Name

3-hydroxy-2,8,8-trimethyl-6,7-dihydro-5H-phenanthrene-1,4-dione

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C(=O)C2=C([H])C([H])=C3C(=C2C1=O)C([H])([H])C([H])([H])C([H])([H])C3(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C17H18O3/c1-9-14(18)11-6-7-12-10(5-4-8-17(12,2)3)13(11)16(20)15(9)19/h6-7,19H,4-5,8H2,1-3H3

InChI Key

NXKYAFGBRZSLBM-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Salvia miltiorrhiza	JEOL database	Lin, H.-C., et al, Phytochemistry 53, 951 (2000)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Phenanthrols

Direct Parent

Phenanthrols

Alternative Parents

Substituents

Phenanthrol
Hydrophenanthrene
Naphthoquinone
Tetralin
Naphthalene
Aryl ketone
Quinone
Vinylogous acid
Ketone
Enol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen 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	3.24	ALOGPS
logP	3.41	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	5.9	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	79.01 m³·mol⁻¹	ChemAxon
Polarizability	29.81 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00037545

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lin, H.-C., et al. (2000). Lin, H.-C., et al, Phytochemistry 53, 951 (2000). Phytochem..

Showing NP-Card for neocryptotanshinone II (NP0029785)

MOL for NP0029785 (neocryptotanshinone II)

3D MOL for NP0029785 (neocryptotanshinone II)

3D SDF for NP0029785 (neocryptotanshinone II)

3D-SDF for NP0029785 (neocryptotanshinone II)

PDB for NP0029785 (neocryptotanshinone II)

3D PDB for NP0029785 (neocryptotanshinone II)

SMILES for NP0029785 (neocryptotanshinone II)

INCHI for NP0029785 (neocryptotanshinone II)

Structure for NP0029785 (neocryptotanshinone II)

3D Structure for NP0029785 (neocryptotanshinone II)