cycloart-25-ene-3-beta-24-diol (24R)

ID: ALA225870

Chembl Id: CHEMBL225870

PubChem CID: 14313591

Max Phase: Preclinical

Molecular Formula: C30H50O2

Molecular Weight: 442.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@H](O)CC[C@@H](C)[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/c1-19(2)22(31)9-8-20(3)21-12-14-28(7)24-11-10-23-26(4,5)25(32)13-15-29(23)18-30(24,29)17-16-27(21,28)6/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21-,22-,23+,24+,25+,27-,28+,29-,30+/m1/s1

Standard InChI Key:  MHGLNDDJLDJDBG-BBEZHFTESA-N

Alternative Forms

1. Parent:

   

   ALA225870

   (1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R,5R)-5-hydroxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

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: 442.73

Molecular Weight (Monoisotopic): 442.3811

AlogP: 7.14

#Rotatable Bonds: 5

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: 6.37

CX LogD: 6.37

Aromatic Rings: 0

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: 3.40

References

1. Kikuchi T, Akihisa T, Tokuda H, Ukiya M, Watanabe K, Nishino H..  (2007)  Cancer chemopreventive effects of cycloartane-type and related triterpenoids in in vitro and in vivo models.,  70  (6): [PMID:17503850] [10.1021/np068044u]

2. 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(1):

• Scientific Literature