Structure Information
Structure

Compound Identification

SMILES

CNC1=CC=CC=C1C(=O)OC(C)C1=CC[C@@]23OCCN(C)CC12C[C@@H](O)C12O[C@@]4(O)CC[C@@]1(C)[C@H](CC=C32)C4

InChIKey

InChIKey=WRXNSZUMLDUSOO-OCXZKYLZSA-N

Formula

C32H42N2O6

Mass

550.696

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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

Aromatic heteropolycyclic compounds

Substituents

Batrachotoxin skeleton - Azasteroid - Aminobenzoic acid or derivatives - Benzoate ester - Benzoic acid or derivatives - Alkaloid or derivatives - Benzoyl - Aniline or substituted anilines - Phenylalkylamine - Para-oxazepine - Secondary aliphatic/aromatic amine - Monocyclic benzene moiety - Benzenoid - Oxane - Vinylogous amide - Cyclic alcohol - Amino acid or derivatives - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Carboxylic acid ester - Hemiacetal - Azacycle - Oxacycle - Organoheterocyclic compound - Secondary amine - Carboxylic acid derivative - Dialkyl ether - Ether - Monocarboxylic acid or derivatives - Organic oxide - Amine - Hydrocarbon derivative - Alcohol - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organopnictogen compound - Aromatic 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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