NP-MRD: Showing NP-Card for 3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate (NP0318645)

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Record Information

Version

2.0

Created at

2022-09-11 19:15:36 UTC

Updated at

2022-09-11 19:15:36 UTC

NP-MRD ID

NP0318645

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate

Description

3-(Acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-tetradecahydrophenanthren-2-yl benzoate belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate is found in Orthosiphon aristatus. 3-(Acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-tetradecahydrophenanthren-2-yl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004231522242D          

 46 50  0  0  0  0            999 V2000
   -3.4914    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7289   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9664   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -1.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -2.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783   -1.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
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 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 29 33  1  0  0  0  0
 23 33  1  0  0  0  0
 33 34  2  0  0  0  0
 25 35  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
M  END


  Mrv1533004231522242D          

 46 50  0  0  0  0            999 V2000
   -3.4914    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7289   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9664   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -1.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -2.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -0.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -1.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783   -1.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 29 33  1  0  0  0  0
 23 33  1  0  0  0  0
 33 34  2  0  0  0  0
 25 35  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318645

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C(OC(=O)C2=CC=CC=C2)C(C)(C)C2CC(O)C3(O)C(C(O)CC(C)(C=C)C3=O)C2(C)C1OC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C36H42O10/c1-7-34(5)19-23(38)27-35(6)24(18-25(39)36(27,43)32(34)42)33(3,4)28(45-30(40)21-14-10-8-11-15-21)26(44-20(2)37)29(35)46-31(41)22-16-12-9-13-17-22/h7-17,23-29,38-39,43H,1,18-19H2,2-6H3

> <INCHI_KEY>
ADVJBOBFOAHJLA-UHFFFAOYSA-N

> <FORMULA>
C36H42O10

> <MOLECULAR_WEIGHT>
634.722

> <EXACT_MASS>
634.277797552

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
66.2606343249096

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-tetradecahydrophenanthren-2-yl benzoate

> <ALOGPS_LOGP>
3.36

> <JCHEM_LOGP>
4.831325308666667

> <ALOGPS_LOGS>
-4.87

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.411282058397202

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.847611056060286

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8989298714533778

> <JCHEM_POLAR_SURFACE_AREA>
156.66

> <JCHEM_REFRACTIVITY>
165.77589999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.64e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2H-phenanthren-2-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      -6.517   2.461   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.747   1.127   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.517  -0.206   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -4.207   1.127   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.437  -0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.207  -1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.747  -1.540   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -6.517  -2.874   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.747  -4.207   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -8.057  -2.874   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.827  -4.207   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -10.367  -4.207   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -11.137  -2.874   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -10.367  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.827  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.437  -2.874   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.884  -3.400   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.170  -4.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.897  -2.874   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.127  -4.207   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.413  -4.207   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.183  -5.541   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.183  -2.874   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.953  -4.207   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.413  -1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.183  -0.206   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.413   1.127   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.723  -0.206   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.493  -1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.672  -0.550   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.672  -2.530   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.119  -2.003   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.723  -2.874   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.493  -4.207   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -1.127  -1.540   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.357  -0.206   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.897  -0.206   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -1.127   1.127   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.897   2.461   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -3.437   2.461   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -1.127   3.795   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.897   5.128   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.127   6.462   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.413   6.462   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.183   5.128   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       0.413   3.795   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   37                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    6   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20   35                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25   33                                             
CONECT   24   23                                                            
CONECT   25   23   26   35                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31   33                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   29   23   34                                                  
CONECT   34   33                                                            
CONECT   35   25   19   36   37                                             
CONECT   36   35                                                            
CONECT   37   35    5   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   41                                                       
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Value	Source
3-(Acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-tetradecahydrophenanthren-2-yl benzoic acid	Generator

Chemical Formula

C₃₆H₄₂O₁₀

Average Mass

634.7220 Da

Monoisotopic Mass

634.27780 Da

IUPAC Name

3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-tetradecahydrophenanthren-2-yl benzoate

Traditional Name

3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2H-phenanthren-2-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C(OC(=O)C2=CC=CC=C2)C(C)(C)C2CC(O)C3(O)C(C(O)CC(C)(C=C)C3=O)C2(C)C1OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C36H42O10/c1-7-34(5)19-23(38)27-35(6)24(18-25(39)36(27,43)32(34)42)33(3,4)28(45-30(40)21-14-10-8-11-15-21)26(44-20(2)37)29(35)46-31(41)22-16-12-9-13-17-22/h7-17,23-29,38-39,43H,1,18-19H2,2-6H3

InChI Key

ADVJBOBFOAHJLA-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Orthosiphon aristatus	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

Diterpenoid
Pimarane diterpenoid
Hydrophenanthrene
Phenanthrene
Benzoate ester
Benzoic acid or derivatives
Tricarboxylic acid or derivatives
Benzoyl
Cyclitol or derivatives
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Alcohol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
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	3.36	ALOGPS
logP	4.83	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	11.85	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	156.66 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	165.78 m³·mol⁻¹	ChemAxon
Polarizability	66.26 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

85105214

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate (NP0318645)

MOL for NP0318645 (3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate)

3D MOL for NP0318645 (3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate)

3D SDF for NP0318645 (3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate)

3D-SDF for NP0318645 (3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate)

PDB for NP0318645 (3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate)

3D PDB for NP0318645 (3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate)

SMILES for NP0318645 (3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate)

INCHI for NP0318645 (3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate)

Structure for NP0318645 (3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate)

3D Structure for NP0318645 (3-(acetyloxy)-4-(benzoyloxy)-7-ethenyl-5,8a,9-trihydroxy-1,1,4a,7-tetramethyl-8-oxo-octahydro-2h-phenanthren-2-yl benzoate)