NP-MRD: Showing NP-Card for methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate (NP0280427)

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Record Information

Version

2.0

Created at

2022-09-09 06:13:08 UTC

Updated at

2022-09-09 06:13:09 UTC

NP-MRD ID

NP0280427

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate

Description

CHEMBL4451146 belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate is found in Salvia lanigera and Salvia officinalis. Based on a literature review very few articles have been published on CHEMBL4451146.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092208132D          

 31 33  0  0  1  0            999 V2000
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  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
    1.2176    1.4651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  2  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
    3.6020    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   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  2  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  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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2574    1.4651    0.0000 C   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
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 O   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    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    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
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 26 31  2  0  0  0  0
 15 31  1  0  0  0  0
  5 31  1  0  0  0  0
M  END

     RDKit          3D

 65 67  0  0  0  0  0  0  0  0999 V2000
   -1.4803   -0.6221    4.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471   -0.0817    2.7494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7889   -0.5074    1.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6702   -1.3767    1.7238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364    0.0561    0.2793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5983    1.5491    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9586    2.0684   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6598    1.4412   -1.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5959   -0.0734   -1.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6561   -0.5950   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9463   -0.5026   -2.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2001   -0.4994   -0.8678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1430   -1.9906   -1.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938   -2.5833   -0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2590   -1.5876   -0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5716   -2.0175   -0.6784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6243   -1.2030   -0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0169   -1.6791   -0.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9710   -3.1990   -0.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5112   -1.1110   -1.9856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3665    0.0352    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    0.9103    0.4146 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6330    2.0173   -0.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7226    2.9940   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    2.1883   -1.3845 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0524    0.4781    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393    1.7612    0.8764 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3152    2.0295    2.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785    3.4184    2.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7541    1.0721    2.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005   -0.3348    0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5449   -0.8751    4.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9830   -1.6062    3.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1734   -0.0026    4.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9159    1.9764   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3149    2.0257    1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6286    2.0509    0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470    3.1640   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2807    1.8174   -2.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7504    1.7072   -1.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6404   -0.3679   -0.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7001   -1.6672   -0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7793    0.0063    0.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0720   -0.2856   -3.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    0.1792   -2.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2993   -1.5310   -2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6327   -0.1106   -1.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8606   -2.4746   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4773   -2.2674   -2.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4438   -3.1322   -1.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8316   -3.3726    0.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7500   -3.0156   -1.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -1.4588    0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3760   -3.6340   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9953   -3.6283   -0.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567   -3.4600   -1.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6353   -1.1475   -1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2233   -1.8353   -2.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1017   -0.1243   -2.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3784    3.0143   -1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3476    2.6303    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3455    4.0098    0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5630    4.1685    1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7293    3.5007    3.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203    3.6913    2.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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 23 24  1  0
 23 25  2  0
 21 26  1  0
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 28 30  2  0
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 12  5  1  0
 31 15  1  0
 31  5  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
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 12 47  1  6
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 20 58  1  0
 20 59  1  0
 24 60  1  0
 24 61  1  0
 24 62  1  0
 29 63  1  0
 29 64  1  0
 29 65  1  0
M  END


  Mrv1652309092208132D          

 31 33  0  0  1  0            999 V2000
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  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
    1.2176    1.4651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  2  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
    3.6020    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   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  2  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  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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2574    1.4651    0.0000 C   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
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 O   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    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    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
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  5 12  1  0  0  0  0
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 16 17  1  0  0  0  0
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  5 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0280427

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@]12CCCC(C)(C)[C@@H]1CCC1=CC(C(C)C)=C(OC(C)=O)C(OC(C)=O)=C21

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O6/c1-14(2)18-13-17-9-10-19-24(5,6)11-8-12-25(19,23(28)29-7)20(17)22(31-16(4)27)21(18)30-15(3)26/h13-14,19H,8-12H2,1-7H3/t19-,25+/m0/s1

> <INCHI_KEY>
OYZXDVPSGCKVOQ-UQBPGWFLSA-N

> <FORMULA>
C25H34O6

> <MOLECULAR_WEIGHT>
430.541

> <EXACT_MASS>
430.235538815

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
47.139967569431235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (4aR,10aS)-5,6-bis(acetyloxy)-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylate

> <JCHEM_LOGP>
5.109180732666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.677081572979633

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
116.47789999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4aR,10aS)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.414   3.437   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.273   2.735   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.414   0.770   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       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.494   0.770   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  C   UNK     0       8.171  -1.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.456  -2.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.564  -0.564   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  C   UNK     0      -1.746   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.516  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.347   2.735   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.746   3.437   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.516   2.104   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.516   4.771   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.874   3.437   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.104   4.771   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.564   4.771   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.874   6.105   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   12   31                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9    5   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   31                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   26   15    5                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₄O₆

Average Mass

430.5410 Da

Monoisotopic Mass

430.23554 Da

IUPAC Name

methyl (4aR,10aS)-5,6-bis(acetyloxy)-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-4a-carboxylate

Traditional Name

methyl (4aR,10aS)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@]12CCCC(C)(C)[C@@H]1CCC1=CC(C(C)C)=C(OC(C)=O)C(OC(C)=O)=C21

InChI Identifier

InChI=1S/C25H34O6/c1-14(2)18-13-17-9-10-19-24(5,6)11-8-12-25(19,23(28)29-7)20(17)22(31-16(4)27)21(18)30-15(3)26/h13-14,19H,8-12H2,1-7H3/t19-,25+/m0/s1

InChI Key

OYZXDVPSGCKVOQ-UQBPGWFLSA-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
Salvia lanigera	LOTUS Database	35616633
Salvia officinalis	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
1-naphthalenecarboxylic acid or derivatives
Tetralin
Tricarboxylic acid or derivatives
Benzenoid
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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	5.11	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	116.48 m³·mol⁻¹	ChemAxon
Polarizability	47.14 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

10051847

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11877519

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate (NP0280427)

MOL for NP0280427 (methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate)

3D MOL for NP0280427 (methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate)

3D SDF for NP0280427 (methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate)

3D-SDF for NP0280427 (methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate)

PDB for NP0280427 (methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate)

3D PDB for NP0280427 (methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate)

SMILES for NP0280427 (methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate)

INCHI for NP0280427 (methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate)

Structure for NP0280427 (methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate)

3D Structure for NP0280427 (methyl (4ar,10as)-5,6-bis(acetyloxy)-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate)