RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0128467
RefMet name	Naringenin
Systematic name	(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Synonyms	PubChem Synonyms
Exact mass	272.068475 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C15H12O5	View other entries in RefMet with this formula
Molecular descriptors
Molfile	27166 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1
InChIKey	FTVWIRXFELQLPI-ZDUSSCGKSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	c1cc(ccc1[C@@H]1CC(=O)c2c(cc(cc2O1)O)O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Polyketides
Main Class	Flavonoids
Sub Class	Flavanones
Distribution of Naringenin in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Naringenin
External Links
Pubchem CID	439246
LIPID MAPS	LMPK12140001
ChEBI ID	17846
KEGG ID	C00509
HMDB ID	HMDB0002670
Chemspider ID	388383
EPA CompTox	DTXCID50196624
Spectral data for Naringenin standards
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Naringenin

Rxn ID	KEGG Reaction	Enzyme
R02897	UDP-glucose + Naringenin <=> UDP + Naringenin 7-O-beta-D-glucoside	UDPglucose:flavanone 7-O-beta-D-glucosyltransferase
R13081	Naringenin 7-O-beta-D-glucoside + H2O <=> Naringenin + beta-D-Glucose	naringenin 7-O-beta-D-glucoside glucohydrolase

Table of KEGG human pathways containing Naringenin

Pathway ID	Human Pathway	# of reactions
hsa01100	Metabolic pathways	2