(1R*,3R*,4S*,9S*,13R*,14R*,7E,11E)-13,18-diacetoxy-9-hydroxy-3,4-epoxycembra-7,11,15(17)-trien-16,14-olide

ID: ALA563967

PubChem CID: 45269601

Max Phase: Preclinical

Molecular Formula: C24H32O8

Molecular Weight: 448.51

Molecule Type: Small molecule

Names and Identifiers

Synonyms: durumolide I | DURUMOLIDE I|CHEMBL563967

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

Standard InChI:  InChI=1S/C24H32O8/c1-13-7-6-10-24(12-29-16(4)25)20(32-24)11-18-15(3)23(28)31-22(18)21(30-17(5)26)14(2)8-9-19(13)27/h7-8,18-22,27H,3,6,9-12H2,1-2,4-5H3/b13-7+,14-8+/t18-,19+,20-,21-,22-,24+/m1/s1

Standard InChI Key:  VSTYNZDFMUKSDB-GSCLGNEASA-N

Molfile:  

     RDKit          2D

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  2 29  1  1
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M  END

Alternative Forms

1. Parent:

   

   ALA563967

   DURUMOLIDE I

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: 448.51

Molecular Weight (Monoisotopic): 448.2097

AlogP: 2.54

#Rotatable Bonds: 3

Polar Surface Area: 111.66

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.10

CX LogD: 2.10

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.23

Np Likeness Score: 3.22

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