NP-MRD: Showing NP-Card for (2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate (NP0318532)

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Record Information

Version

2.0

Created at

2022-09-11 19:05:21 UTC

Updated at

2022-09-11 19:05:21 UTC

NP-MRD ID

NP0318532

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate

Description

Decipinone belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. (2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate is found in Euphorbia decipiens. Based on a literature review very few articles have been published on decipinone.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309112221052D          

 47 50  0  0  1  0            999 V2000
    1.4680   -3.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8570   -2.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714   -2.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0316   -1.9255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4206   -1.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5952   -0.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3807   -0.3128    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5553    0.4935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443    1.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1587    0.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1189    1.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -0.8672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8475   -0.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4788    0.4762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3346    1.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5590    1.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2761    2.1114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310   -0.5009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7218    0.3240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4316    0.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2510    0.8399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224    1.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7033    1.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941    2.7989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4039    3.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1229    2.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1322    1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4782   -0.8506    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1817   -0.4195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2464    0.4029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9911    0.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0559    1.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6710    0.2908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8090   -0.9553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6112   -0.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -1.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708   -1.6528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0035   -2.4077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -2.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5299   -3.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -2.3127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5995   -2.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313   -3.1149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328   -3.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1254   -4.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1418   -3.4485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172   -1.6735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 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  1  0  0  0  0
 15 17  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  6  0  0  0
 41 43  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 41 47  1  0  0  0  0
 47  4  1  6  0  0  0
 12 47  1  0  0  0  0
M  END


  Mrv1652309112221052D          

 47 50  0  0  1  0            999 V2000
    1.4680   -3.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8570   -2.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0714   -2.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0316   -1.9255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4206   -1.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5952   -0.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3807   -0.3128    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5553    0.4935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443    1.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1587    0.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1189    1.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -0.8672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8475   -0.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4788    0.4762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3346    1.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5590    1.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2761    2.1114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310   -0.5009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7218    0.3240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4316    0.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2510    0.8399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224    1.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7033    1.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941    2.7989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4039    3.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1229    2.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1322    1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4782   -0.8506    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1817   -0.4195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2464    0.4029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9911    0.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0559    1.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6710    0.2908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8090   -0.9553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6112   -0.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -1.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708   -1.6528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0035   -2.4077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -2.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5299   -3.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -2.3127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5995   -2.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313   -3.1149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328   -3.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1254   -4.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1418   -3.4485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172   -1.6735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 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  1  0  0  0  0
 15 17  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  1  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  6  0  0  0
 41 43  1  1  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 41 47  1  0  0  0  0
 47  4  1  6  0  0  0
 12 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318532

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@]2(O)[C@H]([C@H]1OC(C)=O)[C@@H](OC(=O)C1=CC=CC=C1)[C@]1(COC(C)=O)[C@H](OC(C)=O)C=C[C@@H]([C@H]1[C@](C)(OC(C)=O)C2=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C35H42O12/c1-18(2)25-14-15-26(44-21(5)37)34(17-43-20(4)36)29(25)33(8,47-23(7)39)32(41)35(42)16-19(3)28(45-22(6)38)27(35)30(34)46-31(40)24-12-10-9-11-13-24/h9-15,19,25-30,42H,1,16-17H2,2-8H3/t19-,25+,26+,27+,28-,29-,30+,33-,34+,35+/m0/s1

> <INCHI_KEY>
HOGZGYQYXIPIFE-WPTDIIRDSA-N

> <FORMULA>
C35H42O12

> <MOLECULAR_WEIGHT>
654.709

> <EXACT_MASS>
654.267626792

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
65.74323200398325

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,3aR,4R,4aR,5R,8S,8aR,9S,10aR)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1H,2H,3H,3aH,4H,4aH,5H,8H,8aH,9H,10H,10aH-cyclohexa[f]azulen-4-yl benzoate

> <JCHEM_LOGP>
3.1206278756666688

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.584687457182504

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8552577062283726

> <JCHEM_POLAR_SURFACE_AREA>
168.8

> <JCHEM_REFRACTIVITY>
164.70140000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,3aR,4R,4aR,5R,8S,8aR,9S,10aR)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1H,2H,3H,3aH,4H,5H,8H,8aH-cyclohexa[f]azulen-4-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       2.740  -6.134   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.600  -5.099   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.133  -5.570   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.926  -3.594   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.785  -2.559   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.111  -1.054   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.577  -0.584   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.903   0.921   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.763   1.956   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.296   1.486   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.089   3.461   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.718  -1.619   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.449  -0.102   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.627   0.889   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.358   2.405   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.910   2.930   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.249   3.941   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.098  -0.935   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.081   0.605   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.406   1.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.935   1.568   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.388   2.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.046   3.685   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.029   5.225   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.354   6.009   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.696   5.254   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.713   3.714   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.493  -1.588   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.806  -0.783   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.927   0.752   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.317   1.415   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.438   2.950   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.586   0.543   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.977  -1.783   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.474  -1.424   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.387  -3.206   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.852  -3.085   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       7.473  -4.494   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       5.906  -4.300   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       6.589  -5.680   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       4.366  -4.317   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.986  -5.001   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       4.725  -5.815   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       3.608  -6.875   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.967  -8.372   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       2.131  -6.437   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       3.392  -3.124   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   47                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13   18   47                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   12   19   28                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   18   29   37                                                  
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   29   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   28   38   39                                             
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43   47                                             
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   41    4   12                                                  
MASTER        0    0    0    0    0    0    0    0   47    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₄₂O₁₂

Average Mass

654.7090 Da

Monoisotopic Mass

654.26763 Da

IUPAC Name

(2S,3S,3aR,4R,4aR,5R,8S,8aR,9S,10aR)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1H,2H,3H,3aH,4H,4aH,5H,8H,8aH,9H,10H,10aH-cyclohexa[f]azulen-4-yl benzoate

Traditional Name

(2S,3S,3aR,4R,4aR,5R,8S,8aR,9S,10aR)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1H,2H,3H,3aH,4H,5H,8H,8aH-cyclohexa[f]azulen-4-yl benzoate

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@]2(O)[C@H]([C@H]1OC(C)=O)[C@@H](OC(=O)C1=CC=CC=C1)[C@]1(COC(C)=O)[C@H](OC(C)=O)C=C[C@@H]([C@H]1[C@](C)(OC(C)=O)C2=O)C(C)=C

InChI Identifier

InChI=1S/C35H42O12/c1-18(2)25-14-15-26(44-21(5)37)34(17-43-20(4)36)29(25)33(8,47-23(7)39)32(41)35(42)16-19(3)28(45-22(6)38)27(35)30(34)46-31(40)24-12-10-9-11-13-24/h9-15,19,25-30,42H,1,16-17H2,2-8H3/t19-,25+,26+,27+,28-,29-,30+,33-,34+,35+/m0/s1

InChI Key

HOGZGYQYXIPIFE-WPTDIIRDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Euphorbia decipiens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Alpha-acyloxy ketone
Monocyclic benzene moiety
Benzenoid
Cyclic alcohol
Tertiary alcohol
Ketone
Carboxylic acid ester
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
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	3.12	ChemAxon
pKa (Strongest Acidic)	12.58	ChemAxon
pKa (Strongest Basic)	-3.9	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	13	ChemAxon
Refractivity	164.7 m³·mol⁻¹	ChemAxon
Polarizability	65.74 Å³	ChemAxon
Number of Rings	4	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

C00058451

Chemspider ID

353641

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

398942

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate (NP0318532)

MOL for NP0318532 ((2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate)

3D MOL for NP0318532 ((2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate)

3D SDF for NP0318532 ((2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate)

3D-SDF for NP0318532 ((2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate)

PDB for NP0318532 ((2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate)

3D PDB for NP0318532 ((2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate)

SMILES for NP0318532 ((2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate)

INCHI for NP0318532 ((2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate)

Structure for NP0318532 ((2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate)

3D Structure for NP0318532 ((2s,3s,3ar,4r,4ar,5r,8s,8ar,9s,10ar)-3,5,9-tris(acetyloxy)-4a-[(acetyloxy)methyl]-10a-hydroxy-2,9-dimethyl-10-oxo-8-(prop-1-en-2-yl)-1h,2h,3h,3ah,4h,5h,8h,8ah-cyclohexa[f]azulen-4-yl benzoate)