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
Taxonomic Classification
Taxonomy Tree
-
Kingdom
Organic compounds
-
Superclass
Lipids and lipid-like molecules
-
Class
Steroids and steroid derivatives
-
Subclass
Steroidal alkaloids
- Level 5 Batrachotoxins and derivatives
-
Subclass
Steroidal alkaloids
-
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 Aminobenzoic acids and derivatives Benzoic acid esters Alkaloids and derivatives Phenylalkylamines Aniline and substituted anilines Benzoyl derivatives 1,4-oxazepines Secondary alkylarylamines Oxanes Vinylogous amides Hemiacetals Cyclic alcohols and derivatives Carboxylic acid esters Secondary alcohols Amino acids and derivatives Trialkylamines Dialkyl ethers Oxacyclic compounds Azacyclic compounds Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organopnictogen compounds
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