(8S,9S,10R,13R,14S,17R)-17-((1R,4R)-4-Ethyl-1,5-dimethyl-hexyl)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

ID: ALA66926

Chembl Id: CHEMBL66926

Cas Number: 67392-96-5

PubChem CID: 5484202

Max Phase: Preclinical

Molecular Formula: C29H48O

Molecular Weight: 412.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C

Standard InChI:  InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h18-21,24-27H,7-17H2,1-6H3/t20-,21-,24+,25-,26+,27+,28+,29-/m1/s1

Standard InChI Key:  RUVUHIUYGJBLGI-XJZKHKOHSA-N

Alternative Forms

1. Parent:

   

   ALA66926

   Stigmast-4-en-3-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: 412.70

Molecular Weight (Monoisotopic): 412.3705

AlogP: 8.23

#Rotatable Bonds: 6

Polar Surface Area: 17.07

Molecular Species: NEUTRAL

HBA: 1

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 8.41

CX LogD: 8.41

Aromatic Rings: 0

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: 2.40

References

1. Suzuki K, Shimizu T, Nakata T..  (1998)  The cholesterol metabolite cholest-4-en-3-one and its 3-oxo derivatives suppress body weight gain, body fat accumulation and serum lipid concentration in mice.,  8  (16): [PMID:9873500] [10.1016/s0960-894x(98)00362-x]

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]

3. Kishore N, Kumar P, Shanker K, Verma AK..  (2019)  Human disorders associated with inflammation and the evolving role of natural products to overcome.,  179  [PMID:31255927] [10.1016/j.ejmech.2019.06.034]

Source

Source(1):

• Scientific Literature