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
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Lipids and lipid-like molecules
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Class
Prenol lipids
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Subclass
Terpene lactones
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Level 5
Diterpene lactones
- Level 6 Ginkgolides and bilobalides
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Level 5
Diterpene lactones
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Subclass
Terpene lactones
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Class
Prenol lipids
-
Superclass
Lipids and lipid-like molecules
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
Diterpenoids Tricarboxylic acids and derivatives Benzylethers Phenylazides Furofurans Fluorobenzenes Aryl fluorides Gamma butyrolactones Tetrahydrofurans Tertiary alcohols Secondary alcohols Azo compounds Azo imides Carboxylic acid esters Cyclic alcohols and derivatives Dialkyl ethers Oxacyclic compounds Acetals Carbonyl compounds Organopnictogen compounds Organofluorides Organic zwitterions Organic oxides Hydrocarbon derivatives
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