ID: ALA1093269

Max Phase: Preclinical

Molecular Formula: C31H48O6

Molecular Weight: 516.72

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4C[C@H](OC(C)=O)[C@H]([C@H](C)C(=O)CC[C@@H](C)CO)[C@@]4(C)CC[C@@H]32)C1

Standard InChI:  InChI=1S/C31H48O6/c1-18(17-32)7-10-27(35)19(2)29-28(37-21(4)34)16-26-24-9-8-22-15-23(36-20(3)33)11-13-30(22,5)25(24)12-14-31(26,29)6/h8,18-19,23-26,28-29,32H,7,9-17H2,1-6H3/t18-,19-,23+,24-,25+,26+,28+,29+,30+,31+/m1/s1

Standard InChI Key:  INUVWOFKWFJJFJ-WLMGVJRSSA-N

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

Properties

Molecular Weight: 516.72

Molecular Weight (Monoisotopic): 516.3451

AlogP: 5.65

#Rotatable Bonds: 8

Polar Surface Area: 89.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 0

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: 2.43

References

1. Fernández-Herrera MA, López-Muñoz H, Hernández-Vázquez JM, López-Dávila M, Escobar-Sánchez ML, Sánchez-Sánchez L, Pinto BM, Sandoval-Ramírez J..  (2010)  Synthesis of 26-hydroxy-22-oxocholestanic frameworks from diosgenin and hecogenin and their in vitro antiproliferative and apoptotic activity on human cervical cancer CaSki cells.,  18  (7): [PMID:20303770] [10.1016/j.bmc.2010.02.051]

2. Fernández-Herrera MA, López-Muñoz H, Hernández-Vázquez JM, López-Dávila M, Mohan S, Escobar-Sánchez ML, Sánchez-Sánchez L, Pinto BM, Sandoval-Ramírez J..  (2011)  Synthesis and biological evaluation of the glycoside (25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl β-d-glucopyranoside: a selective anticancer agent in cervicouterine cell lines.,  46  (9): [PMID:21703733] [10.1016/j.ejmech.2011.05.058]

3. Challinor VL, Stuthe JM, Parsons PG, Lambert LK, Lehmann RP, Kitching W, De Voss JJ..  (2012)  Structure and bioactivity of steroidal saponins isolated from the roots of Chamaelirium luteum (false unicorn).,  75  (8): [PMID:22880631] [10.1021/np300393y]

Source

Source(1):

• Scientific Literature