NP-MRD: Showing NP-Card for 4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate (NP0219297)

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Record Information

Version

2.0

Created at

2022-09-05 20:14:33 UTC

Updated at

2022-09-05 20:14:34 UTC

NP-MRD ID

NP0219297

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate

Description

4,6,8-Tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-tetradecahydro-1H-cyclopenta[a]s-indacen-7-yl benzoate belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate is found in Euphorbia portlandica. 4,6,8-Tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-tetradecahydro-1H-cyclopenta[a]s-indacen-7-yl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241515552D          

 47 51  0  0  0  0            999 V2000
    4.4537    4.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7766    4.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0298    4.7700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8463    3.5973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693    3.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    2.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616    2.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5635    2.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128    1.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147    0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5373    1.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3269    1.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8576    0.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3820    2.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9463    2.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3942    1.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6333    0.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7702    0.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9254    0.1437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3014   -0.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4566   -1.2061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5220   -0.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908    1.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0605    0.4026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2682    0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663    1.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    1.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681    0.7333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6505    0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1487    0.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9708    1.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0170    2.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189    2.8603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2059    2.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6327    2.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    3.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288    3.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8268    4.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000    5.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752    5.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1772    4.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8356    2.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596    2.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3044    3.3848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5250    3.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    3.1158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3698    4.4657    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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 16  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
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 18 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  2  0  0  0  0
 29 31  1  0  0  0  0
 26 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 32 42  1  0  0  0  0
 23 42  1  0  0  0  0
 42 43  1  0  0  0  0
  6 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
M  END


  Mrv1533004241515552D          

 47 51  0  0  0  0            999 V2000
    4.4537    4.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7766    4.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0298    4.7700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8463    3.5973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693    3.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    2.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616    2.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5635    2.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128    1.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147    0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5373    1.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3269    1.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8576    0.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3820    2.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9463    2.6368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3942    1.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6333    0.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7702    0.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9254    0.1437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3014   -0.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4566   -1.2061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5220   -0.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908    1.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0605    0.4026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2682    0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663    1.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    1.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681    0.7333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6505    0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1487    0.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9708    1.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0170    2.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189    2.8603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2059    2.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6327    2.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    3.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288    3.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8268    4.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000    5.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752    5.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1772    4.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8356    2.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596    2.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3044    3.3848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5250    3.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010    3.1158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3698    4.4657    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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 16  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
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 18 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  2  0  0  0  0
 29 31  1  0  0  0  0
 26 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 32 42  1  0  0  0  0
 23 42  1  0  0  0  0
 42 43  1  0  0  0  0
  6 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219297

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCC12CC3C(CC(C)(C)C3=O)C1(C)C(OC(C)=O)C1(O)CC(C)(OC(C)=O)C(OC(=O)C3=CC=CC=C3)C1C2OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H44O12/c1-18(36)43-17-34-14-23-24(15-31(5,6)26(23)40)33(34,8)30(45-20(3)38)35(42)16-32(7,47-21(4)39)27(25(35)28(34)44-19(2)37)46-29(41)22-12-10-9-11-13-22/h9-13,23-25,27-28,30,42H,14-17H2,1-8H3

> <INCHI_KEY>
BIDYDXADHKPCAI-UHFFFAOYSA-N

> <FORMULA>
C35H44O12

> <MOLECULAR_WEIGHT>
656.725

> <EXACT_MASS>
656.283276857

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
67.9423337425905

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-tetradecahydro-1H-cyclopenta[a]s-indacen-7-yl benzoate

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
2.748665162666665

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.099529725668667

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.319289132316424

> <JCHEM_PKA_STRONGEST_BASIC>
-3.53394258374853

> <JCHEM_POLAR_SURFACE_AREA>
168.8

> <JCHEM_REFRACTIVITY>
161.68379999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3H-cyclopenta[a]s-indacen-7-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       8.313   9.129   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.050   8.249   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.656   8.904   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.180   6.715   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.916   5.835   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.046   4.301   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.395   5.044   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.518   3.990   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.864   2.596   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.987   1.543   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.336   2.286   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.810   2.732   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.934   0.867   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.046   3.799   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.100   4.922   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.336   2.788   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.782   1.314   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.171   1.781   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.461   0.268   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.296  -0.739   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.586  -2.251   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.841  -0.234   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.716   2.286   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.846   0.752   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.367   1.543   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.244   2.596   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.074   3.393   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.314   1.369   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.214   1.561   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.144   0.333   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.812   2.980   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.898   3.990   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.155   5.339   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.384   5.370   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.181   4.052   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -1.127   6.719   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.667   6.750   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -3.410   8.099   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.613   9.417   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.074   9.386   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.331   8.037   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.426   3.799   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.591   4.806   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       4.302   6.318   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       2.847   6.823   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       1.682   5.816   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       2.557   8.336   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                                                       
CONECT    6    5    7   16   43                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11    8   15                                                  
CONECT   15   14                                                            
CONECT   16    9    6   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   18   24   25   42                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28   32                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   26   33   42                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   36                                                       
CONECT   42   32   23   43                                                  
CONECT   43   42    6   44                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  102    0
END

View in JSmol

Synonyms

Value	Source
4,6,8-Tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-tetradecahydro-1H-cyclopenta[a]S-indacen-7-yl benzoic acid	Generator

Chemical Formula

C₃₅H₄₄O₁₂

Average Mass

656.7250 Da

Monoisotopic Mass

656.28328 Da

IUPAC Name

4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-tetradecahydro-1H-cyclopenta[a]s-indacen-7-yl benzoate

Traditional Name

4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3H-cyclopenta[a]s-indacen-7-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC12CC3C(CC(C)(C)C3=O)C1(C)C(OC(C)=O)C1(O)CC(C)(OC(C)=O)C(OC(=O)C3=CC=CC=C3)C1C2OC(C)=O

InChI Identifier

InChI=1S/C35H44O12/c1-18(36)43-17-34-14-23-24(15-31(5,6)26(23)40)33(34,8)30(45-20(3)38)35(42)16-32(7,47-21(4)39)27(25(35)28(34)44-19(2)37)46-29(41)22-12-10-9-11-13-22/h9-13,23-25,27-28,30,42H,14-17H2,1-8H3

InChI Key

BIDYDXADHKPCAI-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Euphorbia portlandica	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
Pentacarboxylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Cyclic alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
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	3.32	ALOGPS
logP	2.75	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.32	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	168.8 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	161.68 m³·mol⁻¹	ChemAxon
Polarizability	67.94 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate (NP0219297)

MOL for NP0219297 (4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate)

3D MOL for NP0219297 (4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate)

3D SDF for NP0219297 (4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate)

3D-SDF for NP0219297 (4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate)

PDB for NP0219297 (4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate)

3D PDB for NP0219297 (4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate)

SMILES for NP0219297 (4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate)

INCHI for NP0219297 (4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate)

Structure for NP0219297 (4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate)

3D Structure for NP0219297 (4,6,8-tris(acetyloxy)-8a-[(acetyloxy)methyl]-4a-hydroxy-2,2,3b,6-tetramethyl-1-oxo-octahydro-3h-cyclopenta[a]s-indacen-7-yl benzoate)