(1R*,3S*,4S*,13R*,14S*,7E,11E)-3,13,18-triacetoxy-4-hydroxycembra-7,11,15(17)-trien-16,14-olide

ID: ALA562863

PubChem CID: 45271269

Max Phase: Preclinical

Molecular Formula: C26H36O9

Molecular Weight: 492.57

Molecule Type: Small molecule

Names and Identifiers

Synonyms: durumolide H | DURUMOLIDE H|CHEMBL562863

Canonical SMILES:  C=C1C(=O)O[C@@H]2[C@@H]1C[C@H](OC(C)=O)[C@@](O)(COC(C)=O)CC/C=C(\C)CC/C=C(\C)[C@H]2OC(C)=O

Standard InChI:  InChI=1S/C26H36O9/c1-15-9-7-11-16(2)23(34-20(6)29)24-21(17(3)25(30)35-24)13-22(33-19(5)28)26(31,12-8-10-15)14-32-18(4)27/h10-11,21-24,31H,3,7-9,12-14H2,1-2,4-6H3/b15-10+,16-11+/t21-,22+,23-,24-,26+/m1/s1

Standard InChI Key:  CIJZLEWXVWDHKF-QXBHXXQOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA562863

   DURUMOLIDE H

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: 492.57

Molecular Weight (Monoisotopic): 492.2359

AlogP: 3.10

#Rotatable Bonds: 4

Polar Surface Area: 125.43

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.01

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: 2.75

References

1. Cheng SY, Wen ZH, Wang SK, Chiou SF, Hsu CH, Dai CF, Duh CY..  (2009)  Anti-inflammatory cembranolides from the soft coral Lobophytum durum.,  17  (11): [PMID:19433363] [10.1016/j.bmc.2009.04.053]

Source

Source(1):

• Scientific Literature