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CHEBI:66275 - tripterifordin

ChEBI IDCHEBI:66275
ChEBI Nametripterifordin
Stars
DefinitionA kaurane diterpenoid that is (5β,8α,13α)-18,20-epoxykauran-18-one substituted by a hydroxy group at position 16. Isolated from the roots of Tripterygium wilfordii, it exhibits anti-HIV activity.
Last Modified26 November 2014
DownloadsMolfile
FormulaC20H30O3
Net Charge0
Average Mass318.457
Monoisotopic Mass318.21949
SMILES[H][C@@]12CC[C@@]3([H])[C@@](CC[C@@]4([H])[C@]35CCC[C@]4(C)C(=O)OC5)(C1)C[C@]2(C)O
InChIInChI=1S/C20H30O3/c1-17-7-3-8-20(12-23-16(17)21)14(17)6-9-19-10-13(4-5-15(19)20)18(2,22)11-19/h13-15,22H,3-12H2,1-2H3/t13-,14-,15+,17+,18+,19+,20-/m1/s1
InChIKeyKLMZPLYXGZZBCX-TYOHIEAGSA-N
Species of MetaboliteComponentSourceComments
Tripterygium wilfordii (ncbitaxon:458696) root (BTO:0001188) PubMed (1602302)
Roles Classification
Biological Roles:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
tripterifordin (CHEBI:66275) has role anti-HIV agent (CHEBI:64946)
tripterifordin (CHEBI:66275) has role plant metabolite (CHEBI:76924)
tripterifordin (CHEBI:66275) is a diterpene lactone (CHEBI:49193)
tripterifordin (CHEBI:66275) is a kaurane diterpenoid (CHEBI:53666)
tripterifordin (CHEBI:66275) is a organic heteropentacyclic compound (CHEBI:38164)
tripterifordin (CHEBI:66275) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(5β,8α,13α)-16-hydroxy-18,20-epoxykauran-18-one
Synonyms  Source
Kauran-18-oic acid, 16,20-dihydroxy-, delta-lactone,(4alpha)-ChemIDplus
hypodiolide AChEBI
Manual XrefsDatabases
C00041947KNApSAcK
Registry NumbersSources
Reaxys:8587307Reaxys
CAS:139122-81-9ChemIDplus
Citations