Structure Information
Structure

Compound Identification

SMILES

C[C@@H]1C(=O)O[C@H]2[C@H](O)[C@@]34C5C[C@@H](C(C)(C)C)C33C(OC(=O)[C@@H]3OCC3=C(F)C(F)=C(N=[N+]=[N-])C(F)=C3F)OC4(C(=O)O5)[C@@]12O

InChIKey

InChIKey=JMDFCGAPZIZOFO-HBKFHRJQSA-N

Formula

C27H25F4N3O10

Mass

627.502

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Taxonomic Classification

Taxonomy Tree

Kingdom

Organic compounds

Superclass

Lipids and lipid-like molecules

Class

Prenol lipids

Subclass

Terpene lactones

Intermediate Tree Nodes

Diterpene lactones

Direct Parent

Ginkgolides and bilobalides

Alternative Parents

Molecular Framework

Aromatic heteropolycyclic compounds

Substituents

Ginkgolide-skeleton - Diterpenoid - Benzylether - Tricarboxylic acid or derivatives - Furofuran - Phenylazide - Fluorobenzene - Halobenzene - Gamma butyrolactone - Monocyclic benzene moiety - Benzenoid - Aryl fluoride - Aryl halide - Cyclic alcohol - Tetrahydrofuran - Tertiary alcohol - Carboxylic acid ester - Secondary alcohol - Lactone - Azo imide - Azo compound - Oxacycle - Carboxylic acid derivative - Organoheterocyclic compound - Ether - Acetal - Dialkyl ether - Organic zwitterion - Organic oxygen compound - Organopnictogen compound - Organic oxide - Carbonyl group - Organic nitrogen compound - Alcohol - Organohalogen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound

Description

This compound belongs to the class of organic compounds known as ginkgolides and bilobalides. These are diterpene lactones with a structure based either on the gingkolide or the bilobalide skeleton. The ginkgolide skeleton is a very rigid structure consisting of hexacyclic C20 trilactone. The cis-fused F/A/D/C ring junction forms an empty semi-ball hole, the D ring contains a cage form tetrahydrofuran ring which occupies the center of the empty hole, and the oxygen atoms of the D,C and F ring and 10-hydroxyl group consist of an analogous crown ether structure.

External Descriptors

Not available

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