Benzoic acid(1S,2S,5S,6R,7R,8R,9R,12R)-6,12-diacetoxy-2,5-dihydroxy-8-(4-methoxy-butyl)-2,10,10-trimethyl-11-oxa-tricyclo[7.2.1.0*1,6*]dodec-7-yl ester

ID: ALA2287544

PubChem CID: 76312941

Max Phase: Preclinical

Molecular Formula: C30H42O10

Molecular Weight: 562.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCCC[C@@H]1[C@@H]2[C@@H](OC(C)=O)[C@@]3(OC2(C)C)[C@](OC(C)=O)([C@@H]1OC(=O)c1ccccc1)[C@@H](O)CC[C@]3(C)O

Standard InChI:  InChI=1S/C30H42O10/c1-18(31)37-25-23-21(14-10-11-17-36-6)24(38-26(34)20-12-8-7-9-13-20)29(39-19(2)32)22(33)15-16-28(5,35)30(25,29)40-27(23,3)4/h7-9,12-13,21-25,33,35H,10-11,14-17H2,1-6H3/t21-,22+,23-,24-,25-,28+,29-,30+/m1/s1

Standard InChI Key:  WHRRRQKCCIUXGV-HVCOLZBISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2287544

   [(1S,2S,5S,6R,7R,8R,9R,12R)-6,12-diacetyloxy-2,5-dihydroxy-8-(4-methoxybutyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 562.66

Molecular Weight (Monoisotopic): 562.2778

AlogP: 2.96

#Rotatable Bonds: 9

Polar Surface Area: 137.82

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.43

CX Basic pKa: ┄

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.26

Np Likeness Score: 1.89

References

1. Gonzalez AG, Jimenez IA, Ravelo AG, Coll J, Gonzalez JA, Lloria J.  (1997)  Antifeedant activity of sesquiterpenes from celastraceae,  25  (6): [10.1016/S0305-1978(97)00035-5]

Source

Source(1):

• Scientific Literature