cycloart-24-en-3,29-diol-23-one

ID: ALA525629

Chembl Id: CHEMBL525629

PubChem CID: 9981502

Max Phase: Preclinical

Molecular Formula: C30H48O3

Molecular Weight: 456.71

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H48O3/c1-19(2)15-21(32)16-20(3)22-9-11-28(6)24-8-7-23-26(4,18-31)25(33)10-12-29(23)17-30(24,29)14-13-27(22,28)5/h15,20,22-25,31,33H,7-14,16-18H2,1-6H3/t20-,22-,23+,24+,25+,26+,27-,28+,29-,30+/m1/s1

Standard InChI Key:  AIFSZKWYZWWHDQ-PAEBMLBLSA-N

Alternative Forms

1. Parent:

   

   ALA525629

   (6R)-6-[(1S,3R,6S,7R,8R,11S,12S,15R,16R)-6-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-en-4-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: 456.71

Molecular Weight (Monoisotopic): 456.3603

AlogP: 6.32

#Rotatable Bonds: 5

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.45

CX LogD: 5.45

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: 3.16

References

1. Jiang RW, Lane AL, Mylacraine L, Hardcastle KI, Fairchild CR, Aalbersberg W, Hay ME, Kubanek J..  (2008)  Structures and absolute configurations of sulfate-conjugated triterpenoids including an antifungal chemical defense of the green macroalga Tydemania expeditionis.,  71  (9): [PMID:18763828] [10.1021/np800307h]

Source

Source(1):

• Scientific Literature