Structure Information
Structure

Compound Identification

SMILES

CC[C@@]1(OC(=O)C2=CC=C(Br)C=C2)C(=O)OCC2=C1C=C1N(CC3=C1N=C1C=CC=C(C1=C3)[N+]([O-])=O)C2=O

InChIKey

InChIKey=GLEPIVAYWMJHOD-MHZLTWQESA-N

Formula

C27H18BrN3O7

Mass

576.359

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Taxonomic Classification

Taxonomy Tree

Kingdom

Organic compounds

Superclass

Alkaloids and derivatives

Class

Camptothecins

Subclass

Not available

Intermediate Tree Nodes

Not available

Direct Parent

Camptothecins

Alternative Parents

Molecular Framework

Aromatic heteropolycyclic compounds

Substituents

Camptothecin - Nitroquinoline - 4-halobenzoic acid or derivatives - Halobenzoic acid or derivatives - Quinoline - Pyranopyridine - Benzoate ester - Benzoic acid or derivatives - Nitroaromatic compound - Benzoyl - Bromobenzene - Halobenzene - Pyridinone - Aryl bromide - Monocyclic benzene moiety - Pyridine - Benzenoid - Aryl halide - Heteroaromatic compound - Lactam - Carboxylic acid ester - Organic nitro compound - C-nitro compound - Lactone - Oxacycle - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Monocarboxylic acid or derivatives - Organic oxoazanium - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic nitrogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organohalogen compound - Organic salt - Organobromide - Organic cation - Aromatic heteropolycyclic compound

Description

This compound belongs to the class of organic compounds known as camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring).

External Descriptors

Not available

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