3beta-hydroxyolean-12-enone

ID: ALA517597

Chembl Id: CHEMBL517597

PubChem CID: 44566912

Max Phase: Preclinical

Molecular Formula: C30H48O2

Molecular Weight: 440.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)C5C(=O)C[C@]43C)[C@H]2C1

Standard InChI:  InChI=1S/C30H48O2/c1-25(2)13-14-27(5)15-16-29(7)19(20(27)17-25)9-10-22-28(6)12-11-23(32)26(3,4)24(28)21(31)18-30(22,29)8/h9,20,22-24,32H,10-18H2,1-8H3/t20-,22-,23+,24?,27-,28-,29-,30-/m1/s1

Standard InChI Key:  JOZYDRGQGVTMSG-SFXLBNCLSA-N

Alternative Forms

1. Parent:

   

   ALA517597

   (3S,6aR,6bS,8aR,12aS,14aR,14bR)-3-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-2,3,4a,6,7,8,9,10,12,12a,14,14a-dodecahydro-1H-picen-5-one

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: 440.71

Molecular Weight (Monoisotopic): 440.3654

AlogP: 7.35

#Rotatable Bonds: 0

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.48

CX LogD: 6.48

Aromatic Rings: 0

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: 3.27

References

1. Chang FR, Hayashi K, Chen IH, Liaw CC, Bastow KF, Nakanishi Y, Nozaki H, Cragg GM, Wu YC, Lee KH..  (2003)  Antitumor agents. 228. five new agarofurans, Reissantins A-E, and cytotoxic principles from Reissantia buchananii.,  66  (11): [PMID:14640511] [10.1021/np030241v]

Source

Source(1):

• Scientific Literature