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Classification
Quality
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Receptors

Compound Summary

General Compound Information

limonin

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Description

Limonin is a limonoid, an epoxide, a hexacyclic triterpenoid, a member of furans, an organic heterohexacyclic compound and a lactone. It has a role as a metabolite, an inhibitor and a volatile oil component.

Synonyms

Limonin; 1180-71-8; Dictamnolactone; Obaculactone; Citrolimonin;

Evodin;Limonine;7,16-Dioxo-7,16-dideoxylimondiol;Limoni;Limonoic acid 3,19:16,17 dilactone;Limonoic acid, di-delta-lactone;Evodia fruit;NSC 36508;limonoic acid 3,19:16,17-dilactone;Limonoate D-ring-lactone;(4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-1H,3H-oxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione;DTXSID8045985;CHEBI:16226;L0F260866S;(4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(Furan-3-yl)-6,6,8a,12a-tetramethyldecahydrooxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(1H,6H,8aH)-trione;11H,13H-Oxireno(d)pyrano(4',3':3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furyl)decahydro-2,2,4a,8a-tetramethyl-;DTXCID6025985;Limone;MFCD00075922;(1R,2R,7S,10R,13R,14R,16S,19S,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione;(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;11H,13H-Oxireno(d)pyrano(4',3':3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furanyl)decahydro-2,2,4a,8a-tetramethyl-, (2aR,4aR,4bR,5aS,8S,8aS,10aR,10bR,14aS)-;1809582-56-6;rel-(4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(Furan-3-yl)-6,6,8a,12a-tetramethyldecahydrooxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(1H,6H,8aH)-trione;CAS-1180-71-8;limonoic acid di-delta-lactone;3-furyl(tetramethyl)[?]trione;Linonin;NSC36508;CCRIS 4047;NSC-36508;UNII-L0F260866S;NCGC00095714-01;Limonoic acid, di-.delta.-lactone;AI3-37932;LIMONIN [MI];Spectrum2_001728;Spectrum3_001012;Spectrum4_001140;Spectrum5_000935;Limonin, analytical standard;BSPBio_002763;KBioGR_001659;Limonoic acid di-del.-lactone;SCHEMBL320315;SPECTRUM1800018;SPBio_001776;CHEMBL517449;ACon1_001996;KBio3_001983;Limonoic acid di-.delta.-lactone;ZINC4096134;Tox21_111513;BDBM50418089;CCG-38796;AKOS015965307;Tox21_111513_1;AC-8045;CS-1237;SDCCGMLS-0066837.P001;NCGC00178483-01;NCGC00178483-02;NCGC00178483-04;NCGC00178483-05;NCGC00178483-14;NCGC00263659-01;AS-15249;HY-17411;L0258;Limonin, from citrus seeds, >90% (HPLC);S2319;C03514;A854522;Q-100083;Q2398745;BRD-K05906022-001-03-6;BRD-K05906022-001-05-1;Limone; Citrolimonin; Evodine; Dictamnolactone; Obaculactone;(4aS,14bR)-12-(Furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-1H,3H-oxireno[2,3-d]pyrano[4',3':3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione;(4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-12-(furan-3-yl)-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;11H,13H-Oxireno(d)pyrano(4',3':3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furanyl)decahydro-2,2,4a,8a-tetramethyl-, (2aR-(2aalpha,4abeta,4bR,5aalpha,8alpha,8aalpha,10aalpha,10bR*,14aalpha))-;

FlavorDB ID

343

PUBCHEM ID

179651

Molecular Weight

470.5

Molecular Formula

C26H30O8

Openeye Can Smiles

CC1(C2CC(=O)C3(C(C24COC(=O)CC4O1)CCC5(C36C(O6)C(=O)OC5C7=COC=C7)C)C)C

IUPAC Inchikey

KBDSLGBFQAGHBE-MSGMIQHVSA-N

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Similarity

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Compound Classification

Classification (Parent Nodes)

ClassyFire Ontology

Compound Quality

CATEGORY	QUALITY	THRESHOLD	OCCURENCE	REFERENCE
taste	bitter	4.000e+0 µmol/L	orange juice	details

Compound Toxicity and Food Additive Safety (OFAS)

Toxicity Summary
Link to the Distributed Structure-Searchable Toxicity (DSSTox) Database

Receptors

Receptor	REFERENCE	EC50 [µM]	Effective Concentration [µM]
TAS2R38	details	Activated	100.00

Consensus Spectra

Spectrum Type	Spectrum View	Description	Polarity
Experimental LCMS	view	LCMS_Positive	positive
Experimental LCMS	view	LCMS_Negative	negative