CHEBI:67583 - breynceanothanolic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name breynceanothanolic acid
Definition A triterpenoid of the nor-ceanothane-type isolated from the roots of Breynia fruticosa and has been shown to exhibit cytotoxicity against human cancer cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C29H40O5
Net Charge 0
Average Mass 468.62490
Monoisotopic Mass 468.28757
InChI InChI=1S/C29H40O5/c1-16(2)18-7-9-25(21(30)31)12-13-26-19(20(18)25)8-10-28(33-22(26)32)24(26,6)11-14-27-23(4,5)15-17(3)29(27,28)34-27/h17-20H,1,7-15H2,2-6H3,(H,30,31)/t17-,18-,19+,20+,24-,25-,26+,27+,28+,29-/m0/s1
SMILES C[C@H]1CC(C)(C)[C@]23CC[C@]4(C)[C@]5(CC[C@@H]6[C@H]7[C@@H](CC[C@@]7(CC[C@@]46C(=O)O5)C(O)=O)C(C)=C)[C@]12O3
Metabolite of Species Details
Breynia fruticosa (NCBI:txid296042) Found in root (BTO:0001188). 90% Methanolic extract of air-dried, crushed roots 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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing breynceanothanolic acid (CHEBI:67583) has role antineoplastic agent (CHEBI:35610)
breynceanothanolic acid (CHEBI:67583) has role plant metabolite (CHEBI:76924)
breynceanothanolic acid (CHEBI:67583) is a epoxide (CHEBI:32955)
breynceanothanolic acid (CHEBI:67583) is a monocarboxylic acid (CHEBI:25384)
breynceanothanolic acid (CHEBI:67583) is a organic heteroheptacyclic compound (CHEBI:52157)
breynceanothanolic acid (CHEBI:67583) is a terpene lactone (CHEBI:37668)
breynceanothanolic acid (CHEBI:67583) is a triterpenoid (CHEBI:36615)
(1S,3aR,5aS,5bS,7aS,10R,10aR,10bR,12aR,12bS)-1,3,3,5a-tetramethyl-15-oxo-10-(prop-1-en-2-yl)dodecahydro-1H,4H-3a,12b-epoxy-12a,5b-(epoxymethano)dicyclopenta[a,i]phenanthrene-7a(8H)-carboxylic acid
Synonym Source
5α,10α-epoxy-9α,27α-lactone-25(10→2α)abeo-A(1)-norlup-20(29)-en-28-oic acid ChEBI
Registry Number Type Source
21553370 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21428418 PubMed citation Europe PMC
Last Modified
09 January 2014