Compound Identification
SMILES
CC(OC(=O)C1=C(C)NC(C(C)=O)=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=FXHBECTXWAOHHI-SCWIFJEDSA-N
Formula
C33H44N2O7
Mass
580.722
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
-
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
-
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 Aryl alkyl ketones Pyrrole carboxylic acids and derivatives 1,4-oxazepines Substituted pyrroles Oxanes Heteroaromatic compounds Vinylogous amides Hemiacetals Cyclic alcohols and derivatives Carboxylic acid esters Secondary alcohols Amino acids and derivatives Trialkylamines Monocarboxylic acids and derivatives Dialkyl ethers Azacyclic compounds Oxacyclic 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 - Aryl ketone - Aryl alkyl ketone - Para-oxazepine - Oxane - Substituted pyrrole - Cyclic alcohol - Pyrrole - Heteroaromatic compound - Vinylogous amide - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Amino acid or derivatives - Carboxylic acid ester - Ketone - Hemiacetal - Organoheterocyclic compound - Azacycle - Oxacycle - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Ether - Dialkyl ether - Amine - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organopnictogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - 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