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CHEBI:67480 - lansic acid 3-ethyl ester

ChEBI IDCHEBI:67480
ChEBI Namelansic acid 3-ethyl ester
Stars
DefinitionA triterpenoid that is the 3-ethyl ester of lansic acid. It has been isolated from the twigs of Lansium domesticum.
Last Modified2 March 2015
DownloadsMolfile
FormulaC32H50O4
Net Charge0
Average Mass498.748
Monoisotopic Mass498.37091
SMILES[H][C@@]1(C(=C)C)CCC(=C)[C@H](CC[C@H]2C(C)=CC[C@@H](C(=C)C)[C@]2(C)CCC(=O)O)[C@@]1(C)CCC(=O)OCC
InChIInChI=1S/C32H50O4/c1-10-36-30(35)18-20-32(9)26(22(4)5)14-12-24(7)28(32)16-15-27-23(6)11-13-25(21(2)3)31(27,8)19-17-29(33)34/h11,25-28H,2,4,7,10,12-20H2,1,3,5-6,8-9H3,(H,33,34)/t25-,26-,27-,28-,31-,32-/m0/s1
InChIKeyZLSDLEGKMGQSFU-BFIHGEENSA-N
Species of MetaboliteComponentSourceComments
Lansium domesticum (ncbitaxon:201017) twig (BTO:0001411) PubMed (21401117) 95% ethanolic extract of air-dried and powdered twigs
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
lansic acid 3-ethyl ester (CHEBI:67480) has functional parent lansic acid (CHEBI:67482)
lansic acid 3-ethyl ester (CHEBI:67480) has role antibacterial agent (CHEBI:33282)
lansic acid 3-ethyl ester (CHEBI:67480) has role plant metabolite (CHEBI:76924)
lansic acid 3-ethyl ester (CHEBI:67480) is a dicarboxylic acid monoester (CHEBI:36244)
lansic acid 3-ethyl ester (CHEBI:67480) is a ethyl ester (CHEBI:23990)
lansic acid 3-ethyl ester (CHEBI:67480) is a triterpenoid (CHEBI:36615)
IUPAC Name 
3-[(1S,2S,6S)-2-{2-[(1S,2S,3S)-2-(3-ethoxy-3-oxopropyl)-2-methyl-6-methylidene-3-(prop-1-en-2-yl)cyclohexyl]ethyl}-1,3-dimethyl-6-(prop-1-en-2-yl)cyclohex-3-en-1-yl]propanoic acid
Registry NumbersSources
Reaxys:21534277Reaxys
Citations