NP-MRD: Showing NP-Card for (4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one (NP0214112)

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Record Information

Version

2.0

Created at

2022-09-05 13:18:56 UTC

Updated at

2022-09-05 13:18:56 UTC

NP-MRD ID

NP0214112

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one

Description

Hinokione belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one is found in Chamaecyparis formosensis, Chamaecyparis obtusa, Cupressus sempervirens, Cupressus torulosa, Juniperus thurifera, Salvia multicaulis, Tetraclinis articulata and Thuja occidentalis. (4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one was first documented in 2008 (PMID: 18232669). Based on a literature review a small amount of articles have been published on Hinokione (PMID: 25801906) (PMID: 28558679).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    4.6667    1.7443   -1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4222    0.3946   -1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1500    0.3066    0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0008    0.0924   -0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0095    1.0106   -1.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6845    0.7062   -0.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3183   -0.5416   -0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3081   -1.4675   -0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6564   -1.1637   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6573   -2.0907   -0.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301   -0.8021   -0.2000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7390   -0.9675   -1.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2392   -2.0681    0.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6305   -2.3351    1.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2780   -1.1464    1.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9747   -1.2796    2.6891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987    0.1837    1.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087    1.2097    2.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1655    0.3989    0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818    0.3512    0.5971 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4043    1.7007    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916    1.7081   -1.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9435    1.9645   -2.4793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131    2.5706   -0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6799    1.6651   -2.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8140   -0.3790   -1.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.3536    0.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5182   -0.2474    0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1001   -0.2449    0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2182    2.0056   -1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0482   -2.4421    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4706   -3.0340    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1276   -2.0178   -1.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5252   -0.2667   -1.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9789   -0.8971   -2.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5156   -2.0739    1.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9911   -2.9216   -0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2780   -2.8131    0.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5194   -3.1125    1.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2455    1.0468    2.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2838    2.2116    1.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4090    1.1668    2.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1052    0.6725    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0397    1.1923   -0.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4826   -0.5439   -0.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0798    0.3121    1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9986    2.4251    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099    2.2178   -0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1024    2.6998   -1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8829    1.5449   -2.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
  9  4  1  0
 20 11  1  0
 22  6  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  8 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  1
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
M  END


  Mrv1652309052215192D          

 22 24  0  0  1  0            999 V2000
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733    1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    1.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
  6 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0214112

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=CC2=C(C=C1O)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1CC2

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O2/c1-12(2)14-10-13-6-7-17-19(3,4)18(22)8-9-20(17,5)15(13)11-16(14)21/h10-12,17,21H,6-9H2,1-5H3/t17-,20+/m0/s1

> <INCHI_KEY>
QBSIRAFQXBAHET-FXAWDEMLSA-N

> <FORMULA>
C20H28O2

> <MOLECULAR_WEIGHT>
300.442

> <EXACT_MASS>
300.208930142

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
35.81591753663097

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aS,10aR)-6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-2-one

> <JCHEM_LOGP>
5.586223446

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.638945474446306

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.229841673921854

> <JCHEM_PKA_STRONGEST_BASIC>
-5.682076898970924

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
90.4009

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4aS,10aR)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3H-phenanthren-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.494  -1.897   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.883   2.630   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.831   3.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9                                                            
CONECT   11    7   12   13   20                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   11   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21    6                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₂

Average Mass

300.4420 Da

Monoisotopic Mass

300.20893 Da

IUPAC Name

(4aS,10aR)-6-hydroxy-1,1,4a-trimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-2-one

Traditional Name

(4aS,10aR)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3H-phenanthren-2-one

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC2=C(C=C1O)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1CC2

InChI Identifier

InChI=1S/C20H28O2/c1-12(2)14-10-13-6-7-17-19(3,4)18(22)8-9-20(17,5)15(13)11-16(14)21/h10-12,17,21H,6-9H2,1-5H3/t17-,20+/m0/s1

InChI Key

QBSIRAFQXBAHET-FXAWDEMLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Chamaecyparis formosensis	LOTUS Database	35616633
Chamaecyparis obtusa	LOTUS Database	35616633
Cupressus sempervirens	LOTUS Database	35616633
Cupressus torulosa	LOTUS Database	35616633
Juniperus thurifera	LOTUS Database	35616633
Salvia multicaulis	LOTUS Database	35616633
Tetraclinis articulata	LOTUS Database	35616633
Thuja occidentalis	LOTUS Database	35616633

Chemical Taxonomy

Description

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
Tetralin
Cumene
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Ketone
Cyclic ketone
Organooxygen compound
Aldehyde
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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	5.59	ChemAxon
pKa (Strongest Acidic)	10.23	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.4 m³·mol⁻¹	ChemAxon
Polarizability	35.82 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

Chemspider ID

9875596

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11700871

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Borras-Linares I, Perez-Sanchez A, Lozano-Sanchez J, Barrajon-Catalan E, Arraez-Roman D, Cifuentes A, Micol V, Carretero AS: A bioguided identification of the active compounds that contribute to the antiproliferative/cytotoxic effects of rosemary extract on colon cancer cells. Food Chem Toxicol. 2015 Jun;80:215-222. doi: 10.1016/j.fct.2015.03.013. Epub 2015 Mar 20. [PubMed:25801906 ]
Zeb A, Ullah F, Ayaz M, Ahmad S, Sadiq A: Demonstration of biological activities of extracts from Isodon rugosus Wall. Ex Benth: Separation and identification of bioactive phytoconstituents by GC-MS analysis in the ethyl acetate extract. BMC Complement Altern Med. 2017 May 30;17(1):284. doi: 10.1186/s12906-017-1798-9. [PubMed:28558679 ]
Saito K, Mitsutani T, Imai T, Matsushita Y, Fukushima K: Discriminating the indistinguishable sapwood from heartwood in discolored ancient wood by direct molecular mapping of specific extractives using time-of-flight secondary ion mass spectrometry. Anal Chem. 2008 Mar 1;80(5):1552-7. doi: 10.1021/ac7021162. Epub 2008 Jan 31. [PubMed:18232669 ]
LOTUS database [Link]

Showing NP-Card for (4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one (NP0214112)

MOL for NP0214112 ((4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

3D MOL for NP0214112 ((4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

3D SDF for NP0214112 ((4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

3D-SDF for NP0214112 ((4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

PDB for NP0214112 ((4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

3D PDB for NP0214112 ((4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

SMILES for NP0214112 ((4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

INCHI for NP0214112 ((4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

Structure for NP0214112 ((4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

3D Structure for NP0214112 ((4as,10ar)-6-hydroxy-7-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)