dianversicoside C (CHEBI:65757)

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CHEBI:65757 - dianversicoside C

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ChEBI ID	CHEBI:65757
ChEBI Name	dianversicoside C
Stars
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.
Last Modified	20 January 2014
Downloads	Molfile

Formula	C66H104O34
Net Charge	0
Average Mass	1441.524
Monoisotopic Mass	1440.64090
SMILES	[H][C@@]1(O[C@@H]2[C@@H](O)[C@H](OC(=O)[C@]34CCC(C)(C)C[C@@]3([H])C3=CC[C@]5([H])[C@@]6(C)CC[C@H](O)[C@@](C)(C(=O)O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@]6([H])CC[C@@]5(C)[C@]3(C)CC4)O[C@H](CO[C@@H]3O[C@H](COC(=O)C[C@@](C)(O)CC(=O)O)[C@@H](O)[C@H](O)[C@H]3O[C@]3([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChI	InChI=1S/C66H104O34/c1-60(2)14-16-66(17-15-63(5)26(27(66)18-60)8-9-33-62(4)12-11-35(70)65(7,34(62)10-13-64(33,63)6)58(87)99-55-49(85)45(81)40(76)30(23-69)94-55)59(88)100-56-50(86)51(97-53-47(83)43(79)38(74)28(21-67)92-53)42(78)32(95-56)25-91-57-52(98-54-48(84)44(80)39(75)29(22-68)93-54)46(82)41(77)31(96-57)24-90-37(73)20-61(3,89)19-36(71)72/h8,27-35,38-57,67-70,74-86,89H,9-25H2,1-7H3,(H,71,72)/t27-,28+,29+,30+,31+,32+,33+,34+,35-,38+,39+,40+,41+,42+,43-,44-,45-,46-,47+,48+,49+,50+,51-,52+,53-,54-,55-,56-,57+,61-,62+,63+,64+,65-,66-/m0/s1
InChIKey	AIBXBOWACXMYQP-SOZRLZBRSA-N

Species of Metabolite	Component	Source	Comments
Dianthus versicolor (ncbitaxon:746817)	whole plant (BTO:0001461)	PubMed (19290648)

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:	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.
Application:	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	dianversicoside C (CHEBI:65757) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831)
	dianversicoside C (CHEBI:65757) has functional parent gypsogenic acid (CHEBI:71531)
	dianversicoside C (CHEBI:65757) has parent hydride oleanane (CHEBI:36481)
	dianversicoside C (CHEBI:65757) has role antineoplastic agent (CHEBI:35610)
	dianversicoside C (CHEBI:65757) has role plant metabolite (CHEBI:76924)
	dianversicoside C (CHEBI:65757) is a carboxylic ester (CHEBI:33308)
	dianversicoside C (CHEBI:65757) is a hydroxy monocarboxylic acid (CHEBI:35868)
	dianversicoside C (CHEBI:65757) is a pentacyclic triterpenoid (CHEBI:25872)
	dianversicoside C (CHEBI:65757) is a triterpenoid saponin (CHEBI:61778)

Synonym	Source
23-O-β-D-glucopyranosyl-3β-hydroxyolean-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 Numbers	Sources
Reaxys:19700160	Reaxys

Citations