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CHEBI:66060 - hypoglaunine B

ChEBI IDCHEBI:66060
ChEBI Namehypoglaunine B
Stars
DefinitionA 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.
Last Modified12 July 2016
DownloadsMolfile
FormulaC41H47NO20
Net Charge0
Average Mass873.814
Monoisotopic Mass873.26914
SMILES[H][C@@]12[C@@H](OC(C)=O)[C@@]34O[C@@]1(C)COC(=O)c1cnccc1C(C)C(C)(O)C(=O)O[C@@]([H])([C@H](OC(=O)c1ccco1)[C@H](OC(C)=O)[C@@]3(COC(C)=O)[C@H](OC(C)=O)[C@@H]2OC(C)=O)[C@]4(C)O
InChIInChI=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
InChIKeyJXQXTWWCCNHEQZ-PEWXIWONSA-N
Species of MetaboliteComponentSourceComments
Tripterygium hypoglaucum (ncbitaxon:205465) root (BTO:0001188) DOI (10.1016/S0040-4039(99)00339-1) Previous component: root bark;
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
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-dihydroagarofuranChEBI
Registry NumbersSources
Reaxys:8105725Reaxys
Citations