Compound Identification
SMILES
C[C@@H](OC(=O)C1=C(C)NC=C1C)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=ISNYUQWBWALXEY-ARGJWPBQSA-N
Formula
C31H42N2O6
Mass
538.685
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 Hemiacetals Cyclic alcohols and derivatives Carboxylic acid esters Amino acids and derivatives Oxacyclic compounds Monocarboxylic acids and derivatives Dialkyl ethers Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Batrachotoxin skeleton - Azasteroid - Alkaloid or derivatives - Pyrrole-3-carboxylic acid or derivatives - Para-oxazepine - Substituted pyrrole - Oxane - Heteroaromatic compound - Vinylogous amide - Pyrrole - Cyclic alcohol - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Hemiacetal - Carboxylic acid ester - Amino acid or derivatives - Oxacycle - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Ether - Dialkyl ether - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Amine - Alcohol - 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