CHEBI:16419 - limonoic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name limonoic acid
ChEBI ID CHEBI:16419
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6466, CHEBI:14510, CHEBI:25041
Supplier Information
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Formula C26H34O10
Net Charge 0
Average Mass 506.54216
Monoisotopic Mass 506.21520
InChI InChI=1S/C26H34O10/c1-22(2)15-9-16(28)24(4)14(25(15,12-27)17(35-22)10-18(29)30)5-7-23(3,19(31)13-6-8-34-11-13)26(24)20(36-26)21(32)33/h6,8,11,14-15,17,19-20,27,31H,5,7,9-10,12H2,1-4H3,(H,29,30)(H,32,33)/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1
InChIKey WOJQWDNWUNSRTA-MSGMIQHVSA-N
SMILES [H][C@@]1(CC(O)=O)OC(C)(C)[C@]2([H])CC(=O)[C@]3(C)[C@]([H])(CC[C@@](C)([C@@H](O)c4ccoc4)[C@@]33O[C@@H]3C(O)=O)[C@@]12CO
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing limonoic acid (CHEBI:16419) is a dicarboxylic acid (CHEBI:35692)
limonoic acid (CHEBI:16419) is a epoxide (CHEBI:32955)
limonoic acid (CHEBI:16419) is a furans (CHEBI:24129)
limonoic acid (CHEBI:16419) is a limonoid (CHEBI:39434)
limonoic acid (CHEBI:16419) is conjugate acid of limonoate(2−) (CHEBI:57763)
Incoming limonoate(2−) (CHEBI:57763) is conjugate base of limonoic acid (CHEBI:16419)
IUPAC Name
(1S,3'S,3aR,5aR,6R,7S,9aR,9bR)-1-(carboxymethyl)-7-[(R)-3-furyl(hydroxy)methyl]-9b-(hydroxymethyl)-3,3,5a,7-tetramethyl-5-oxodecahydro-3H-spiro[naphtho[1,2-c]furan-6,2'-oxirane]-3'-carboxylic acid
Synonym Source
Limonoate KEGG COMPOUND
Manual Xref Database
C01593 KEGG COMPOUND
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Last Modified
10 January 2019