rel-(2S,5R,6R,8S,9S,10R,18S,19R)-6,18,19-triacetoxy-18,19-epoxy-2-(2-Epsilon-methylbutanoyloxy)cleroda-3,13(16),14-triene

ID: ALA458249

Chembl Id: CHEMBL458249

PubChem CID: 44584137

Max Phase: Preclinical

Molecular Formula: C31H44O9

Molecular Weight: 560.68

Molecule Type: Small molecule

Names and Identifiers

Synonyms: casearlucin D | CASEARLUCIN D|CHEMBL458249

Canonical SMILES:  C=CC(=C)CC[C@]1(C)[C@H]2C[C@H](OC(=O)C(C)CC)C=C3[C@H](OC(C)=O)O[C@H](OC(C)=O)[C@@]32[C@H](OC(C)=O)C[C@@H]1C

Standard InChI:  InChI=1S/C31H44O9/c1-10-17(3)12-13-30(9)19(5)14-26(36-20(6)32)31-24(28(37-21(7)33)40-29(31)38-22(8)34)15-23(16-25(30)31)39-27(35)18(4)11-2/h10,15,18-19,23,25-26,28-29H,1,3,11-14,16H2,2,4-9H3/t18?,19-,23+,25+,26+,28+,29-,30-,31-/m0/s1

Standard InChI Key:  SVSGAQXPAAFAGR-VPPCHDCASA-N

Alternative Forms

1. Parent:

   

   ALA458249

   CASEARLUCIN D

Molecule Features

Natural Product: Yes

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: 560.68

Molecular Weight (Monoisotopic): 560.2985

AlogP: 5.19

#Rotatable Bonds: 10

Polar Surface Area: 114.43

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.00

CX LogD: 5.00

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.15

Np Likeness Score: 3.22

References

1. Sai Prakash CV, Hoch JM, Kingston DG..  (2002)  Structure and stereochemistry of new cytotoxic clerodane diterpenoids from the bark of Casearia lucida from the Madagascar rainforest.,  65  (2): [PMID:11858738] [10.1021/np010405c]

Source

Source(1):

• Scientific Literature