Crotonolide I

ID: ALA3263385

Chembl Id: CHEMBL3263385

PubChem CID: 90676769

Max Phase: Preclinical

Molecular Formula: C20H34O3

Molecular Weight: 322.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\CO)[C@@H]1C[C@@H]2[C@@]3(C)CCCC(C)(C)[C@@H]3C[C@H](O)[C@@]2(C)O1

Standard InChI:  InChI=1S/C20H34O3/c1-13(7-10-21)14-11-16-19(4)9-6-8-18(2,3)15(19)12-17(22)20(16,5)23-14/h7,14-17,21-22H,6,8-12H2,1-5H3/b13-7+/t14-,15-,16+,17-,19-,20-/m0/s1

Standard InChI Key:  POGFNKXITAADKD-ZPAHIADASA-N

Alternative Forms

1. Parent:

   

   ALA3263385

   (2S,3aS,4S,5aS,9aS,9bR)-2-[(E)-4-hydroxybut-2-en-2-yl]-3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran-4-ol

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: 322.49

Molecular Weight (Monoisotopic): 322.2508

AlogP: 3.69

#Rotatable Bonds: 2

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.97

CX Basic pKa:

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 0

Heavy Atoms: 23

QED Weighted: 0.76

Np Likeness Score: 3.10

References

1. Liu CP, Xu JB, Zhao JX, Xu CH, Dong L, Ding J, Yue JM..  (2014)  Diterpenoids from Croton laui and their cytotoxic and antimicrobial activities.,  77  (4): [PMID:24735527] [10.1021/np500042c]

2. Yang L, Zhang YB, Chen LF, Chen NH, Wu ZN, Jiang SQ, Jiang L, Li GQ, Li YL, Wang GC..  (2016)  New labdane diterpenoids from Croton laui and their anti-inflammatory activities.,  26  (19): [PMID:27575472] [10.1016/j.bmcl.2016.08.052]

Source

Source(1):

• Scientific Literature