CHEBI:65379 - albizoside A

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ChEBI Name albizoside A
ChEBI ID CHEBI:65379
Definition A triterpenoid saponin isolated from the stem bark of Albizia chinensis that exhibits cytotoxic activity against a small panel of human tumour cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C118H186O56
Net Charge 0
Average Mass 2500.70580
Monoisotopic Mass 2499.17067
InChI InChI=1S/C118H186O56/c1-20-112(14,172-104-87(145)76(134)68(126)49(5)154-104)35-25-28-55(42-120)98(150)166-95-80(138)70(128)51(7)156-108(95)174-114(16,22-3)33-23-26-48(4)96(148)165-90-52(8)158-105(88(146)82(90)140)173-113(15,21-2)34-24-27-54(41-119)97(149)163-67-40-118(109(151)171-107-94(81(139)73(131)60(44-122)161-107)170-103-89(147)92(168-102-86(144)77(135)72(130)59(43-121)159-102)91(53(9)157-103)167-101-84(142)74(132)61(45-123)160-101)57(38-110(67,10)11)56-29-30-64-115(17)36-32-66(111(12,13)63(115)31-37-116(64,18)117(56,19)39-65(118)125)164-100-85(143)78(136)75(133)62(162-100)47-153-106-93(79(137)69(127)50(6)155-106)169-99-83(141)71(129)58(124)46-152-99/h20-22,26-29,49-53,57-95,99-108,119-147H,1-3,23-25,30-47H2,4-19H3/b48-26+,54-27+,55-28+/t49-,50-,51-,52-,53+,57+,58-,59-,60-,61+,62-,63+,64-,65-,66+,67+,68-,69+,70-,71+,72-,73-,74+,75-,76+,77+,78+,79+,80+,81+,82-,83-,84-,85-,86-,87-,88-,89-,90-,91+,92+,93-,94-,95-,99+,100+,101+,102+,103+,104+,105+,106-,107+,108+,112-,113-,114-,115+,116-,117-,118-/m1/s1
InChIKey HURMKHBJYJPKHH-UTEFUEFASA-N
SMILES [H][C@]1(OC[C@@H](O)[C@H](O)[C@H]1O)O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](C)O[C@H]1OC[C@H]1O[C@@]([H])(O[C@H]2CC[C@@]3(C)[C@@]([H])(CC[C@]4(C)[C@]3([H])CC=C3[C@]5([H])CC(C)(C)[C@]([H])(C[C@@]5([C@H](O)C[C@@]43C)C(=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@]3([H])O[C@@H](C)[C@]([H])(O[C@@H]4O[C@@H](CO)[C@H](O)[C@H]4O)[C@@H](O[C@]4([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O)OC(=O)C(\CO)=C\CC[C@](C)(O[C@]3([H])O[C@H](C)[C@@H](OC(=O)C(\C)=C\CC[C@](C)(O[C@@H]4O[C@H](C)[C@@H](O)[C@H](O)[C@H]4OC(=O)C(\CO)=C\CC[C@](C)(O[C@@H]4O[C@H](C)[C@@H](O)[C@H](O)[C@H]4O)C=C)C=C)[C@H](O)[C@H]3O)C=C)C2(C)C)[C@H](O)[C@@H](O)[C@@H]1O
Metabolite of Species Details
Albizia chinensis (IPNI:473204-1) Found in stem (BTO:0001300). Previous component: stem bark; See: PubMed
Roles Classification
Biological Role(s): 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 saponin )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing albizoside A (CHEBI:65379) has functional parent acacic acid (CHEBI:70803)
albizoside A (CHEBI:65379) has role antineoplastic agent (CHEBI:35610)
albizoside A (CHEBI:65379) has role plant metabolite (CHEBI:76924)
albizoside A (CHEBI:65379) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
α-L-arabinofuranosyl-(1→4)-[β-D-glucopyranosyl-(1→3)]-6-deoxy-α-L-mannopyranosyl-(1→2)-1-O-[(3β,16α,21β)-21-{[(2E,6S)-6-({6-deoxy-4-O-[(2E,6S)-6-({6-deoxy-2-O-[(2E,6S)-6-[(6-deoxy-β-D-glucopyranosyl)oxy]-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]-β-D-glucopyranosyl}oxy)-2,6-dimethylocta-2,7-dienoyl]-β-D-glucopyranosyl}oxy)-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]oxy}-16-hydroxy-28-oxo-3-{[β-D-xylopyranosyl-(1→2)-6-deoxy-β-D-galactopyranosyl-(1→6)-β-D-glucopyranosyl]oxy}olean-12-en-28-yl]-β-D-glucopyranose
Synonym Source
21-O-{(2E,6S)-2-hydroxymethyl-6-methyl-6-O-{4-O-(2'E,6'S)-2',6'-dimethyl-6'-O-[2'-O-(2''E,6''S)-2''-hydroxymethyl-6''-methyl-6''-O-β-D-quinovopyranosyl-2'',7''-octadienoyl-β-D-quinovopyranosyl]-2',7'-octadienoyl-β-D-quinovopyranosyl}-2,7-octadienoyl}-3-O-[β-D-xylopyranosyl-(1→2)-β-D-fucopyranosyl-(1→6)-β-D-glucopyranosyl]acacic acid 28-O-β-D-glucopyranosyl-(1→3)-[α-L-arabinofuranosyl-(1→4)]-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl ester ChEBI
Registry Number Type Source
19854331 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19256478 PubMed citation Europe PMC
Last Modified
16 January 2014