cycloart-23-ene-3beta,25-diol

ID: ALA1641872

Chembl Id: CHEMBL1641872

Cas Number: 14599-48-5

PubChem CID: 5470009

Max Phase: Preclinical

Molecular Formula: C30H50O2

Molecular Weight: 442.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](C/C=C/C(C)(C)O)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@@H](O)CC[C@@]45C[C@@]35CC[C@]12C

Standard InChI:  InChI=1S/C30H50O2/c1-20(9-8-14-25(2,3)32)21-12-15-28(7)23-11-10-22-26(4,5)24(31)13-16-29(22)19-30(23,29)18-17-27(21,28)6/h8,14,20-24,31-32H,9-13,15-19H2,1-7H3/b14-8+/t20-,21-,22+,23+,24+,27-,28+,29-,30+/m1/s1

Standard InChI Key:  JSPGKOBNHWTKNT-CPGXJQKCSA-N

Alternative Forms

1. Parent:

   

   ALA1641872

   Cycloart-23-ene-3beta,25-diol

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: 442.73

Molecular Weight (Monoisotopic): 442.3811

AlogP: 7.14

#Rotatable Bonds: 4

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.28

CX LogD: 6.28

Aromatic Rings: 0

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: 3.40

References

1. Maldonado E, Díaz-Arumir H, Toscano RA, Martínez M..  (2010)  Lupane triterpenes with a δ-lactone at ring E, from Lippia mexicana.,  73  (11): [PMID:20942442] [10.1021/np100571v]

2. PubChem BioAssay data set, 

3. Ferreira RJ, Kincses A, Gajdács M, Spengler G, Dos Santos DJVA, Molnár J, Ferreira MU..  (2018)  Terpenoids from Euphorbia pedroi as Multidrug-Resistance Reversers.,  81  (9): [PMID:30199257] [10.1021/acs.jnatprod.8b00326]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays