CHEBI:66060 - hypoglaunine B

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ChEBI Name hypoglaunine B
ChEBI ID CHEBI:66060
Definition A sesquiterpene alkaloid that is a macrolide incorporating a substituted pyridine and dihydroagarofuran moieties. Isolated from root barks of Tripterygium hypoglaucum, it exhibits anti-HIV activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C41H47NO20
Net Charge 0
Average Mass 873.80660
Monoisotopic Mass 873.26914
InChI InChI=1S/C41H47NO20/c1-18-24-12-13-42-15-25(24)34(48)55-16-37(7)27-28(56-20(3)44)32(58-22(5)46)40(17-54-19(2)43)33(59-23(6)47)29(60-35(49)26-11-10-14-53-26)31(61-36(50)38(18,8)51)39(9,52)41(40,62-37)30(27)57-21(4)45/h10-15,18,27-33,51-52H,16-17H2,1-9H3/t18?,27-,28-,29+,30-,31+,32-,33+,37+,38?,39+,40-,41+/m1/s1
InChIKey JXQXTWWCCNHEQZ-PEWXIWONSA-N
SMILES [H][C@]12OC(=O)C(C)(O)C(C)c3ccncc3C(=O)OC[C@]3(C)O[C@@]4([C@H](OC(C)=O)[C@@]3([H])[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@]4(COC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(=O)c1ccco1)[C@@]2(C)O
Metabolite of Species Details
Tripterygium hypoglaucum (NCBI:txid205465) Found in root (BTO:0001188). Previous component: root bark; See: DOI
Roles Classification
Biological Role(s): 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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing hypoglaunine B (CHEBI:66060) has role anti-HIV agent (CHEBI:64946)
hypoglaunine B (CHEBI:66060) has role plant metabolite (CHEBI:76924)
hypoglaunine B (CHEBI:66060) is a 2-furoate ester (CHEBI:50856)
hypoglaunine B (CHEBI:66060) is a acetate ester (CHEBI:47622)
hypoglaunine B (CHEBI:66060) is a dihydroagarofuran sesquiterpenoid (CHEBI:71548)
hypoglaunine B (CHEBI:66060) is a macrolide (CHEBI:25106)
hypoglaunine B (CHEBI:66060) is a pyridine alkaloid (CHEBI:26416)
hypoglaunine B (CHEBI:66060) is a sesquiterpene alkaloid (CHEBI:26657)
Synonym Source
1,5,7,8,11-pentaacetoxy-2-furanoyl-4-hydroxy-3,15[2'-hydroxy-2',3'-dimethyl-3'-(3''-carboxy-4''-pyridyl)-propanoic acid]dicarbolactone-dihydroagarofuran ChEBI
Registry Number Type Source
8105725 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10757718 PubMed citation Europe PMC
Last Modified
12 July 2016
General Comment
2013-02-27 Phytochemistry (1998), 49(7), 2185-2189.