Acnistin B

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Basic information

CAS: 157998-91-9
Standard SMILES: CC12CC([C@@]3(O)CCC4C5C=CC6=CC=CC(=O)[C@]6(C)C5CC[C@@]43C)[C@@H](C1)OC(=O)C2(C)C
InChIKey: PUUBDLMPBUSJAL-GPGMWLRRSA-N
Molecular formula: C29H38O4
Average molar mass: 450.6 g/mol
Monoisotopic mass: 450.27700969

Overview

a withanolide; from Dunalia solanacea; structure given in first source

Names & identifiers

Preferred name: Acnistin B
IUPAC: (1R)-7-[(10R,13S,17S)-17-hydroxy-10,13-dimethyl-1-oxo-9,11,12,14,15,16-hexahydro-8H-cyclopenta[a]phenanthren-17-yl]-4,4,5-trimethyl-2-oxabicyclo[3.2.1]octan-3-one

Names & synonyms

Acnistin B157998-91-9RefChem:109284(1R)-7-[(10R,13S,17S)-17-hydroxy-10,13-dimethyl-1-oxo-9,11,12,14,15,16-hexahydro-8H-cyclopenta[a]phenanthren-17-yl]-4,4,5-trimethyl-2-oxabicyclo[3.2.1]octan-3-oneDTXSID10935839(8xi,9xi,14xi,22R,24xi)-17-Hydroxy-25-methyl-20xi-22,26-epoxy-21,24-cycloergosta-2,4,6-triene-1,26-dione17-Hydroxy-17-(4,4,5-trimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl)androsta-2,4,6-trien-1-one2-Oxabicyclo(3.2.1)octan-3-one, 7-((17beta)-17-hydroxy-1-oxoandrosta-2,4,6-trien-17-yl)-4,4,5-trimethyl-, (1R,5R,7S)-Androsta-2,4,6-trien-1-one, 17-hydroxy-17-(4,4,5-trimethyl-3-oxo-2-oxabicyclo(3.2.1)oct-7-yl)-, (17beta,17(1R,5R,7S))-

Database identifiers

CAS: 157998-91-9
PubChem CID: 178002
DTXSID: DTXSID10935839

Properties

Computed structural properties

XLogP: 5.1
Topological polar surface area: 63.6 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 33
Formal charge: 0
Complexity: 1,030

Related reactions

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Compound notes

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