CHEBI:65756 - dianversicoside B

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ChEBI Name dianversicoside B
ChEBI ID CHEBI:65756
Definition A pentacyclic triterpenoid saponin isolated from the aerial parts of Dianthus versicolor. It has been shown to exhibit cytotoxic activity against a panel of cancer cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C60H94O30
Net Charge 0
Average Mass 1295.37040
Monoisotopic Mass 1294.58299
InChI InChI=1S/C60H94O30/c1-54(2)14-15-60(25(16-54)24-8-9-30-56(4)12-11-32(63)59(7,52(78)79)31(56)10-13-57(30,5)58(24,6)17-33(60)64)53(80)90-50-45(77)46(88-48-43(75)40(72)36(68)26(20-61)84-48)39(71)29(86-50)23-83-51-47(89-49-44(76)41(73)37(69)27(21-62)85-49)42(74)38(70)28(87-51)22-82-35(67)19-55(3,81)18-34(65)66/h8,25-33,36-51,61-64,68-77,81H,9-23H2,1-7H3,(H,65,66)(H,78,79)/t25-,26+,27+,28+,29+,30+,31+,32-,33+,36+,37+,38+,39+,40-,41-,42-,43+,44+,45+,46-,47+,48-,49-,50-,51+,55-,56+,57+,58+,59-,60+/m0/s1
InChIKey PNSMADRLWPYERC-USFLOVTGSA-N
SMILES [H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)O[C@H]1[C@H](O)[C@@H](CO[C@@H]2O[C@H](COC(=O)C[C@@](C)(O)CC(O)=O)[C@@H](O)[C@H](O)[C@H]2O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@@H](OC(=O)[C@]23CCC(C)(C)C[C@@]2([H])C2=CC[C@]4([H])[C@@]5(C)CC[C@H](O)[C@@](C)(C(O)=O)[C@]5([H])CC[C@@]4(C)[C@]2(C)C[C@H]3O)[C@@H]1O
Metabolite of Species Details
Dianthus versicolor (NCBI:txid746817) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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 dianversicoside B (CHEBI:65756) has functional parent 16α-hydroxygypsogenic acid (CHEBI:71529)
dianversicoside B (CHEBI:65756) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831)
dianversicoside B (CHEBI:65756) has parent hydride oleanane (CHEBI:36481)
dianversicoside B (CHEBI:65756) has role antineoplastic agent (CHEBI:35610)
dianversicoside B (CHEBI:65756) has role plant metabolite (CHEBI:76924)
dianversicoside B (CHEBI:65756) is a carboxylic ester (CHEBI:33308)
dianversicoside B (CHEBI:65756) is a hydroxy carboxylic acid (CHEBI:24669)
dianversicoside B (CHEBI:65756) is a pentacyclic triterpenoid (CHEBI:25872)
dianversicoside B (CHEBI:65756) is a tetrasaccharide derivative (CHEBI:63567)
dianversicoside B (CHEBI:65756) is a triterpenoid saponin (CHEBI:61778)
Synonym Source
3β,16α-dihydroxyolean-12-en-23α,28β-dioic acid 28-O-[β-D-glucopyranosyl(1→3)]{[β-D-glucopyranosyl(1→2)][β-D-6-O-((3S)-3-hydroxy-3-methylglutaryl)glucopyranosyl(1→6)]}-β-D-glucopyranoside ChEBI
Registry Number Type Source
19700157 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19290648 PubMed citation Europe PMC
Last Modified
20 January 2014