Benzoic acid(1S,2S,5S,6R,7R,8R,9R,12R)-6,8,12-triacetoxy-2-hydroxy-2,10,10-trimethyl-5-styryloxy-11-oxa-tricyclo[7.2.1.0*1,6*]dodec-7-yl ester

ID: ALA2287542

PubChem CID: 76327380

Max Phase: Preclinical

Molecular Formula: C35H40O11

Molecular Weight: 636.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1[C@@H]2[C@@H](OC(C)=O)[C@@]3(OC2(C)C)[C@@](OC(C)=O)([C@@H](O/C=C/c2ccccc2)CC[C@]3(C)O)[C@@H]1OC(=O)c1ccccc1

Standard InChI:  InChI=1S/C35H40O11/c1-21(36)42-28-27-29(43-22(2)37)35(46-32(27,4)5)33(6,40)19-17-26(41-20-18-24-13-9-7-10-14-24)34(35,45-23(3)38)30(28)44-31(39)25-15-11-8-12-16-25/h7-16,18,20,26-30,40H,17,19H2,1-6H3/b20-18+/t26-,27+,28+,29+,30+,33-,34+,35-/m0/s1

Standard InChI Key:  LESSBBDHZMNQNS-SNYSUNAISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2287542

   [(1S,2S,5S,6R,7R,8R,9R,12R)-6,8,12-triacetyloxy-2-hydroxy-2,10,10-trimethyl-5-[(E)-2-phenylethenoxy]-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: 636.69

Molecular Weight (Monoisotopic): 636.2571

AlogP: 4.16

#Rotatable Bonds: 8

Polar Surface Area: 143.89

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.68

CX Basic pKa: ┄

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.25

Np Likeness Score: 1.98

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