Showing metabocard for Naringenin (MMDBc0000416)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:37:16 UTC
Update Date2024-09-27 19:58:15 UTC
Metabolite IDMMDBc0000416
Metabolite Identification
Common NameNaringenin
DescriptionNaringenin is a flavorless, colorless flavanone, a type of flavonoid. It is the predominant flavanone in grapefruit, and is found in a variety of fruits and herbs. Naringenin has the skeleton structure of a flavanone with three hydroxy groups at the 4', 5, and 7 carbons. It may be found both in the aglycol form, naringenin, or in its glycosidic form, naringin, which has the addition of the disaccharide neohesperidose attached via a glycosidic linkage at carbon 7. Naringenin (not to be confused with naringin) is a flavanone that is considered to have a bioactive effect on human health as antioxidant, free radical scavenger, antiinflammatory, carbohydrate metabolism promoter, immunity system modulater. This substance has also been shown to repair DNA. Scientists exposed cells to 80 micomoles of naringenin per liter, for 24 hours, and found that the amount of hydroxyl damage to the DNA was reduced by 24 percent in that very short period of time. Unfortunately, this bioflavonoid is difficult to absorb on oral ingestion. Only 15% of ingested naringenin will get absorbed, in the human gastrointestinal tract, in the best case scenario. A full glass of orange juice will supply about enough naringenin to achieve a concentration of about 0.5 micromoles per liter. Naringenin is a biomarker for the consumption of citrus fruits.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f46c47bdad8>

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3D MOL for #<Metabolite:0x00007f46c47bdad8>
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3D SDF for #<Metabolite:0x00007f46c47bdad8>
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3D-SDF for #<Metabolite:0x00007f46c47bdad8>
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PDB for #<Metabolite:0x00007f46c47bdad8>
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3D PDB for #<Metabolite:0x00007f46c47bdad8>
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SMILES for #<Metabolite:0x00007f46c47bdad8>
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INCHI for #<Metabolite:0x00007f46c47bdad8>
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Synonyms
ValueSource
(-)-(2S)-NaringeninChEBI
(2S)-NaringeninChEBI
(S)-2,3-Dihydo-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneChEBI
4',5,7-TrihydroxyflavanoneChEBI
NaringetolChEBI
PelargidanonChEBI
SalipurpolChEBI
(-)-NaringeninHMDB
AsahinaHMDB
NaringenineHMDB
SalipurolHMDB
(2S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-onePhytoBank
(2S)-4',5,7-TrihydroxyflavanonePhytoBank
(2S)-4’,5,7-TrihydroxyflavanonePhytoBank
(S)-NaringeninPhytoBank
S-DihydrogenisteinPhytoBank
5,7,4'-TrihydroxyflavanonePhytoBank
5,7,4’-TrihydroxyflavanonePhytoBank
Molecular FormulaC15H12O5
Average Mass272.2528
Monoisotopic Mass272.068473494
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILESNot Available
InChI Identifier
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
InChI KeyFTVWIRXFELQLPI-ZDUSSCGKSA-N