Structure Information
Structure

Compound Identification

SMILES

CC1=C2C(CC34C5CC(C(C)(C)C)C33[C@@H](O)C(=O)OC3OC24C(=O)O5)OC1=O

InChIKey

InChIKey=NFDZKHCIMGCVNP-ZQRXEAARSA-N

Formula

C20H22O8

Mass

390.388

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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

Aliphatic heteropolycyclic compounds

Substituents

Ginkgolide-skeleton - Diterpenoid - Tricarboxylic acid or derivatives - Furofuran - 2-furanone - Gamma butyrolactone - Dihydrofuran - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Oxolane - Carboxylic acid ester - Secondary alcohol - Lactone - Organoheterocyclic compound - Oxacycle - Acetal - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Alcohol - Organooxygen compound - Aliphatic 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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