NP-MRD: Showing NP-Card for (4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one (NP0201416)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 20:27:30 UTC

Updated at

2022-09-04 20:27:30 UTC

NP-MRD ID

NP0201416

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one

Description

Totarolone belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one is found in Apis mellifera, Chamaecyparis formosensis, Cupressus sempervirens, Juniperus chinensis, Juniperus formosana and Tetraclinis articulata. (4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one was first documented in 2010 (PMID: 20597470). Based on a literature review very few articles have been published on Totarolone (PMID: 31872777).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    4.2754   -0.6080    1.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4307   -0.9541    0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2121   -1.6487   -1.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4581    0.0525   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073    0.9350   -1.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0886    0.8618   -1.9124 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9273    1.8674   -1.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6518    1.9377   -1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2856    1.0700   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1891    0.1170    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7761   -0.8909    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6960   -1.0118    1.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4731   -0.3615    0.3051 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9299   -0.6474    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736   -2.1539    0.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7024   -0.2639    1.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5123   -0.0427   -0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440   -0.2767   -1.3004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6584    0.8580   -1.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0379    1.8077   -0.7332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883    1.1060    0.1650 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0697    1.8479    1.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4778   -1.5005    1.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468    0.1602    1.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2856   -0.2201    0.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7859   -1.8363    0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2437   -1.2838   -1.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6814   -1.6236   -2.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3373   -2.7588   -0.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3466    1.5583   -2.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008    2.5586   -2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0058    2.6811   -1.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0311   -1.8934    0.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3769   -0.8146    2.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9186   -2.1202    1.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269   -0.6687    2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0866   -0.8279   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402   -2.7794    0.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2891   -2.2764    0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9234   -2.4875   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4651   -1.0180    1.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2419    0.6703    1.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0678   -0.1467    2.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9063    0.3305   -2.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2405    1.4775   -2.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7241    2.7137   -1.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9553    2.1251   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2796    2.6604    1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0040    2.4343    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8548    1.2844    2.3661 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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 10  4  1  0
 21 13  1  0
 21  9  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
  6 30  1  0
  7 31  1  0
  8 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  6
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
M  END


  Mrv1652309042222272D          

 22 24  0  0  1  0            999 V2000
    4.8395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.7309    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    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 O   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
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  1  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
    0.4452   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -0.5841    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
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    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
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0201416

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=C(O)C=CC2=C1CC[C@H]1C(C)(C)C(=O)CC[C@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O2/c1-12(2)18-13-6-9-16-19(3,4)17(22)10-11-20(16,5)14(13)7-8-15(18)21/h7-8,12,16,21H,6,9-11H2,1-5H3/t16-,20+/m0/s1

> <INCHI_KEY>
AOHUEFCBXPOOLQ-OXJNMPFZSA-N

> <FORMULA>
C20H28O2

> <MOLECULAR_WEIGHT>
300.442

> <EXACT_MASS>
300.208930142

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
35.61380479705756

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aS,10aR)-7-hydroxy-1,1,4a-trimethyl-8-(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>
19.638396945664006

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.070855126129755

> <JCHEM_PKA_STRONGEST_BASIC>
-5.7131044752570626

> <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)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3H-phenanthren-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       9.034  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.724  -3.231   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       9.034   0.770   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.874  -1.897   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       0.831  -2.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.883  -1.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.564   2.104   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   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   21                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    9   13   22                                             
CONECT   22   21                                                            
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)-7-hydroxy-1,1,4a-trimethyl-8-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-2-one

Traditional Name

(4aS,10aR)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3H-phenanthren-2-one

CAS Registry Number

Not Available

SMILES

CC(C)C1=C(O)C=CC2=C1CC[C@H]1C(C)(C)C(=O)CC[C@]21C

InChI Identifier

InChI=1S/C20H28O2/c1-12(2)18-13-6-9-16-19(3,4)17(22)10-11-20(16,5)14(13)7-8-15(18)21/h7-8,12,16,21H,6,9-11H2,1-5H3/t16-,20+/m0/s1

InChI Key

AOHUEFCBXPOOLQ-OXJNMPFZSA-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
Apis mellifera	LOTUS Database	35616633
Chamaecyparis formosensis	LOTUS Database	35616633
Cupressus sempervirens	LOTUS Database	35616633
Juniperus chinensis	LOTUS Database	35616633
Juniperus formosana	LOTUS Database	35616633
Tetraclinis articulata	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

Totarane-skeleton
Diterpenoid
Hydrophenanthrene
Phenanthrene
Tetralin
Cumene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Cyclic ketone
Ketone
Carbonyl group
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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)	10.07	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	35.61 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

C00040509

Chemspider ID

20054395

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22295782

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hau DV, Sa NH, Tam NT, Diep NT, Hoang Anh NT, Thuy Linh NT, Ngoc Ni HT, Adorisio S, Delfino DV, Thuy TT: Pro-apoptoticeffect of diterpenoids from Fokienia hodginsii on acute myeloid leukemia cells. Nat Prod Res. 2021 Nov;35(22):4685-4689. doi: 10.1080/14786419.2019.1705818. Epub 2019 Dec 24. [PubMed:31872777 ]
Kim MB, Shaw JT: Synthesis of antimicrobial natural products targeting FtsZ: (+)-totarol and related totarane diterpenes. Org Lett. 2010 Aug 6;12(15):3324-7. doi: 10.1021/ol100929z. [PubMed:20597470 ]
LOTUS database [Link]

Showing NP-Card for (4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one (NP0201416)

MOL for NP0201416 ((4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

3D MOL for NP0201416 ((4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

3D SDF for NP0201416 ((4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

3D-SDF for NP0201416 ((4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

PDB for NP0201416 ((4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

3D PDB for NP0201416 ((4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

SMILES for NP0201416 ((4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

INCHI for NP0201416 ((4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

Structure for NP0201416 ((4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)

3D Structure for NP0201416 ((4as,10ar)-7-hydroxy-8-isopropyl-1,1,4a-trimethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one)