Structure Information
Structure

Compound Identification

SMILES

CC(O)C1=CC[C@@]23OCCN(C)CC12C[C@@H](O)C12O[C@@]4(O)CC[C@@]1(C)[C@H](CC=C32)C4

InChIKey

InChIKey=ZKCSFQZJDZSMCH-SGCABGHSSA-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 - Azasteroid - Alkaloid or derivatives - Para-oxazepine - Oxane - Cyclic alcohol - Hemiacetal - Secondary alcohol - Tertiary amine - Tertiary aliphatic amine - Azacycle - Ether - Dialkyl ether - Organoheterocyclic compound - Oxacycle - Alcohol - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Amine - 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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