Nicansteroidin C; 15alpha-acetoxy-6beta,14beta-dihydroxy-1-oxo-2alpha,5alpha-dioxy-witha-3,16,24-trien-26,22-olide

ID: ALA4847049

PubChem CID: 164608736

Max Phase: Preclinical

Molecular Formula: C30H38O9

Molecular Weight: 542.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C=C([C@H](C)[C@H]2CC(C)=C(C)C(=O)O2)[C@@]2(C)CC[C@H]3[C@@H](C[C@@H](O)[C@]45C=C[C@H](OO4)C(=O)[C@]35C)[C@@]12O

Standard InChI:  InChI=1S/C30H38O9/c1-14-11-22(37-26(34)15(14)2)16(3)19-13-24(36-17(4)31)30(35)20-12-23(32)29-10-8-21(38-39-29)25(33)28(29,6)18(20)7-9-27(19,30)5/h8,10,13,16,18,20-24,32,35H,7,9,11-12H2,1-6H3/t16-,18-,20+,21-,22+,23+,24-,27+,28-,29-,30+/m0/s1

Standard InChI Key:  GRYHZOQPGFHYQF-BJTOZDDNSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4847049

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 542.63

Molecular Weight (Monoisotopic): 542.2516

AlogP: 2.89

#Rotatable Bonds: 3

Polar Surface Area: 128.59

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.05

CX Basic pKa: ┄

CX LogP: 3.08

CX LogD: 3.08

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.31

Np Likeness Score: 2.83

References

1. Taddeo VA, Núñez MJ, Beltrán M, Castillo UG, Menjívar J, Jiménez IA, Alcamí J, Bedoya LM, Bazzocchi IL..  (2021)  Withanolide-Type Steroids from Physalis nicandroides Inhibit HIV Transcription.,  84  (10.0): [PMID:34549952] [10.1021/acs.jnatprod.1c00637]

Source

Source(1):

• Scientific Literature