(1S,2S,5S,6R,7R,8R,9R,12R)-6,12-bis(acetyloxy)-7,8-bis(benzoyloxy)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-5-yl benzoate

ID: ALA2287540

PubChem CID: 76309237

Max Phase: Preclinical

Molecular Formula: C39H40O12

Molecular Weight: 700.74

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C39H40O12/c1-23(40)46-31-29-30(48-34(43)26-17-11-7-12-18-26)32(49-35(44)27-19-13-8-14-20-27)38(50-24(2)41)28(47-33(42)25-15-9-6-10-16-25)21-22-37(5,45)39(31,38)51-36(29,3)4/h6-20,28-32,45H,21-22H2,1-5H3/t28-,29+,30+,31+,32+,37-,38+,39-/m0/s1

Standard InChI Key:  UGZJBYQMLKPSRO-IBYODGHESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2287540

   [(1S,2S,5S,6R,7R,8R,9R,12R)-6,12-diacetyloxy-7,8-dibenzoyloxy-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-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: 700.74

Molecular Weight (Monoisotopic): 700.2520

AlogP: 4.62

#Rotatable Bonds: 8

Polar Surface Area: 160.96

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.68

CX Basic pKa: ┄

CX LogP: 5.71

CX LogD: 5.71

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.26

Np Likeness Score: 1.64

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