CHEBI:16226 - limonin

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ChEBI Name limonin
ChEBI ID CHEBI:16226
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6467, CHEBI:14509, CHEBI:14511, CHEBI:25042
Supplier Information ChemicalBook:CB8201162, eMolecules:480371, ZINC000001680692
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Formula C26H30O8
Net Charge 0
Average Mass 470.51160
Monoisotopic Mass 470.19407
InChI InChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1
InChIKey KBDSLGBFQAGHBE-MSGMIQHVSA-N
SMILES [H][C@]12CC(=O)OC[C@]11[C@@]3([H])CC[C@@]4(C)[C@@H](OC(=O)[C@H]5O[C@@]45[C@]3(C)C(=O)C[C@@]1([H])C(C)(C)O2)c1ccoc1
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
inhibitor
A substance that diminishes the rate of a chemical reaction.
volatile oil component
Any plant metabolite that is found naturally as a component of a volatile oil.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing limonin (CHEBI:16226) has role inhibitor (CHEBI:35222)
limonin (CHEBI:16226) has role metabolite (CHEBI:25212)
limonin (CHEBI:16226) has role volatile oil component (CHEBI:27311)
limonin (CHEBI:16226) is a epoxide (CHEBI:32955)
limonin (CHEBI:16226) is a furans (CHEBI:24129)
limonin (CHEBI:16226) is a hexacyclic triterpenoid (CHEBI:70994)
limonin (CHEBI:16226) is a lactone (CHEBI:25000)
limonin (CHEBI:16226) is a limonoid (CHEBI:39434)
limonin (CHEBI:16226) is a organic heterohexacyclic compound (CHEBI:51914)
Incoming deoxylimonoic acid (CHEBI:17133) has functional parent limonin (CHEBI:16226)
limonin 17-β-D-glucoside (CHEBI:16063) has functional parent limonin (CHEBI:16226)
IUPAC Name
(4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-12-(3-furyl)-6,6,8a,12a-tetramethyldecahydro-3H-oxireno[d]pyrano[4',3':3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione
Synonyms Sources
7,16-Dioxo-7,16-dideoxylimondiol ChemIDplus
Citrolimonin ChemIDplus
Dictamnolactone ChemIDplus
Evodin KEGG COMPOUND
Limonin KEGG COMPOUND
limonin UniProt
Limonoate D-ring-lactone KEGG COMPOUND
limonoic acid 3,19:16,17-dilactone ChEBI
Limonoic acid, di-delta-lactone ChemIDplus
Obaculactone ChemIDplus
Brand Name Source
Evodia fruit KEGG DRUG
Manual Xrefs Databases
C00003719 KNApSAcK
C03514 KEGG COMPOUND
C16717 KEGG COMPOUND
D00173 KEGG DRUG
Limonin Wikipedia
View more database links
Registry Numbers Types Sources
1180-71-8 CAS Registry Number KEGG COMPOUND
1180-71-8 CAS Registry Number ChemIDplus
Citations Types Sources
19782062 PubMed citation Europe PMC
21338095 PubMed citation Europe PMC
22907263 PubMed citation Europe PMC
22999474 PubMed citation Europe PMC
IND44319571 Agricola citation Europe PMC
Last Modified
08 July 2015