Nicansteroidin A; 15alpha-acetoxy-5beta,6beta-epoxy-14beta,17beta,24beta-trihydroxy-1-oxo-witha-2,25(27)-dien-26,22-olide

ID: ALA4856947

PubChem CID: 164613050

Max Phase: Preclinical

Molecular Formula: C30H40O9

Molecular Weight: 544.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]([C@@H](C)[C@]2(O)C[C@H](OC(C)=O)[C@]3(O)[C@@H]4C[C@H]5O[C@]56CC=CC(=O)[C@]6(C)[C@H]4CC[C@@]32C)C[C@@]1(C)O

Standard InChI:  InChI=1S/C30H40O9/c1-15(20-13-25(4,34)16(2)24(33)38-20)28(35)14-23(37-17(3)31)30(36)19-12-22-29(39-22)10-7-8-21(32)27(29,6)18(19)9-11-26(28,30)5/h7-8,15,18-20,22-23,34-36H,2,9-14H2,1,3-6H3/t15-,18+,19-,20-,22-,23+,25-,26-,27+,28-,29-,30-/m1/s1

Standard InChI Key:  VBZHDYQJWVIEHS-HTDSCEMCSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4856947

   ---

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: 544.64

Molecular Weight (Monoisotopic): 544.2672

AlogP: 2.15

#Rotatable Bonds: 3

Polar Surface Area: 142.89

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.08

CX Basic pKa: ┄

CX LogP: 1.67

CX LogD: 1.67

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.28

Np Likeness Score: 3.07

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