(1S,3R,4R,5S,6R,7S,9R,12R)-4-acetyl-12-(acetyloxy)-7-(benzoyloxy)-3-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-5-yl benzoate

ID: ALA2287534

PubChem CID: 76320165

Max Phase: Preclinical

Molecular Formula: C33H38O9

Molecular Weight: 578.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1[C@H]2C[C@H](OC(=O)c3ccccc3)[C@]3(C)[C@@H](OC(=O)c4ccccc4)[C@H](C(C)=O)[C@H](O)C(C)[C@@]13OC2(C)C

Standard InChI:  InChI=1S/C33H38O9/c1-18-26(36)25(19(2)34)28(41-30(38)22-15-11-8-12-16-22)32(6)24(40-29(37)21-13-9-7-10-14-21)17-23-27(39-20(3)35)33(18,32)42-31(23,4)5/h7-16,18,23-28,36H,17H2,1-6H3/t18?,23-,24+,25-,26-,27-,28+,32-,33-/m1/s1

Standard InChI Key:  XYFDAILRPCOQSS-GJYAALHSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2287534

   [(1S,3R,4R,5S,6R,7S,9R,12R)-4-acetyl-12-acetyloxy-5-benzoyloxy-3-hydroxy-2,6,10,10-tetramethyl-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: 578.66

Molecular Weight (Monoisotopic): 578.2516

AlogP: 4.16

#Rotatable Bonds: 6

Polar Surface Area: 125.43

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.40

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