ID: ALA510704

Max Phase: Preclinical

Molecular Formula: C31H38O10

Molecular Weight: 570.64

Molecule Type: Small molecule

Representations

Synonyms (1): 3,6-O,O-Diacetylswietenolide
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC(=O)[C@H](OC(C)=O)[C@H]1C(C)(C)[C@H](OC(C)=O)[C@@H]2CC3=C4CC(=O)O[C@@H](c5ccco5)[C@]4(C)CC[C@@H]3[C@@]1(C)C2=O

Standard InChI:  InChI=1S/C31H38O10/c1-15(32)39-23(28(36)37-7)24-29(3,4)26(40-16(2)33)18-13-17-19(31(24,6)25(18)35)10-11-30(5)20(17)14-22(34)41-27(30)21-9-8-12-38-21/h8-9,12,18-19,23-24,26-27H,10-11,13-14H2,1-7H3/t18-,19+,23-,24+,26-,27+,30-,31-/m1/s1

Standard InChI Key:  CSIWFZIPPCUIRA-RQWQTWRTSA-N

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

Properties

Molecular Weight: 570.64

Molecular Weight (Monoisotopic): 570.2465

AlogP: 4.27

#Rotatable Bonds: 5

Polar Surface Area: 135.41

Molecular Species: NEUTRAL

HBA: 10

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.29

Np Likeness Score: 2.50

References

1. Mootoo BS, Ali A, Motilal R, Pingal R, Ramlal A, Khan A, Reynolds WF, McLean S..  (1999)  Limonoids from Swietenia macrophylla and S. aubrevilleana.,  62  (11): [PMID:10579863] [10.1021/np990199x]

2. Fowles R, Mootoo B, Ramsewak R, Khan A, Ramsubhag A, Reynolds W, Nair M..  (2010)  Identification of new limonoids from Swietenia and their biological activity against insects.,  66  (12): [PMID:20799251] [10.1002/ps.2013]

Source

Source(1):

• Scientific Literature