Compound Identification
SMILES
CC(OC(=O)c1c(C)[nH]c(C)c1C)C1=CC[C@@]23OCCN(C)CC12C[C@@H](O)C12O[C@@]4(O)CC[C@@]1(C)[C@H](CC=C32)C4
InChIKey
InChIKey=MBORMZYFFQKAPD-CHTMVKQESA-N
Formula
C32H44N2O6
Mass
552.712
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Lipids and lipid-like molecules
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Class
Steroids and steroid derivatives
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Subclass
Steroidal alkaloids
- Level 5 Batrachotoxins and derivatives
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Subclass
Steroidal alkaloids
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Class
Steroids and steroid derivatives
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Superclass
Lipids and lipid-like molecules
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
Azasteroids and derivatives Alkaloids and derivatives Pyrrole carboxylic acids and derivatives 1,4-oxazepines Substituted pyrroles Oxanes Vinylogous amides Heteroaromatic compounds Trialkylamines Secondary alcohols Amino acids and derivatives Carboxylic acid esters Cyclic alcohols and derivatives Hemiacetals Oxacyclic compounds Dialkyl ethers Azacyclic compounds Monocarboxylic acids and derivatives Organopnictogen compounds Hydrocarbon derivatives Organic oxides
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Batrachotoxin skeleton - Azasteroid - Alkaloid or derivatives - Pyrrole-3-carboxylic acid or derivatives - Para-oxazepine - Oxane - Substituted pyrrole - Heteroaromatic compound - Cyclic alcohol - Vinylogous amide - Pyrrole - Amino acid or derivatives - Carboxylic acid ester - Hemiacetal - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Carboxylic acid derivative - Oxacycle - Azacycle - Dialkyl ether - Ether - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Amine - Alcohol - Organic oxide - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organic oxygen 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