CHEBI:65758 - dianversicoside D

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name dianversicoside D
ChEBI ID CHEBI:65758
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 No supplier information found for this compound.
Download Molfile XML SDF
Formula C60H94O29
Net Charge 0
Average Mass 1279.37100
Monoisotopic Mass 1278.58808
InChI InChI=1S/C60H94O29/c1-54(2)14-16-60(17-15-57(5)25(26(60)18-54)8-9-31-56(4)12-11-33(63)59(7,52(77)78)32(56)10-13-58(31,57)6)53(79)89-50-45(76)46(87-48-43(74)40(71)36(67)27(21-61)83-48)39(70)30(85-50)24-82-51-47(88-49-44(75)41(72)37(68)28(22-62)84-49)42(73)38(69)29(86-51)23-81-35(66)20-55(3,80)19-34(64)65/h8,26-33,36-51,61-63,67-76,80H,9-24H2,1-7H3,(H,64,65)(H,77,78)/t26-,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 NMZXWJLQTSMVIG-YDKKYBOASA-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)CC3)[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 D (CHEBI:65758) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831)
dianversicoside D (CHEBI:65758) has functional parent gypsogenic acid (CHEBI:71531)
dianversicoside D (CHEBI:65758) has parent hydride oleanane (CHEBI:36481)
dianversicoside D (CHEBI:65758) has role antineoplastic agent (CHEBI:35610)
dianversicoside D (CHEBI:65758) has role plant metabolite (CHEBI:76924)
dianversicoside D (CHEBI:65758) is a carboxylic ester (CHEBI:33308)
dianversicoside D (CHEBI:65758) is a hydroxy carboxylic acid (CHEBI:24669)
dianversicoside D (CHEBI:65758) is a pentacyclic triterpenoid (CHEBI:25872)
dianversicoside D (CHEBI:65758) is a tetrasaccharide derivative (CHEBI:63567)
dianversicoside D (CHEBI:65758) is a triterpenoid saponin (CHEBI:61778)
Synonym Source
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 Number Type Source
19700155 Reaxys Registry Number Reaxys
Citation
Ma L, Gu YC, Luo JG, Wang JS, Huang XF, Kong LY (2009)
Triterpenoid saponins from Dianthus versicolor.
Journal of natural products 72, 640-644 [PubMed:19290648]
[show Abstract]
Last Modified
20 January 2014