Structure Information
Structure

Compound Identification

SMILES

[H][C@@](C)(O)C1=CC[C@@]23OCCN(C)C[C@@]12C[C@@]([H])(O)[C@]12O[C@@]4(O)CC[C@@]1(C)[C@]([H])(CC=C32)C4

InChIKey

InChIKey=ZKCSFQZJDZSMCH-FMZFLZIJSA-N

Formula

C24H35NO5

Mass

417.546

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Taxonomic Classification

Taxonomy Tree

Kingdom

Organic compounds

Superclass

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Subclass

Steroidal alkaloids

Intermediate Tree Nodes

Not available

Direct Parent

Batrachotoxins and derivatives

Alternative Parents

Molecular Framework

Aliphatic heteropolycyclic compounds

Substituents

Batrachotoxin skeleton - Diterpenoid - Azasteroid - Alkaloid or derivatives - Para-oxazepine - Oxane - Hemiketal - Cyclic alcohol - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Ether - Dialkyl ether - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Amine - Alcohol - Aliphatic heteropolycyclic compound

Description

This compound belongs to the class of organic compounds known as batrachotoxins and derivatives. These are potent cardiotoxic and neurotoxic alkaloids containing a C21-steroid backbone. They have been characterized from skin extracts of different frog species. The batrachotoxins have a homomorpholine ring at the steroidal CD-ring junction, a 3,9-hemiketal bridge and, in some cases, a 20beta-2,4-dialkylpyrrole-3-carboxylate moiety.

External Descriptors

Not available

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