Description
Naringin inhibits hepatic P-glycoprotein (P-gp) and some drug-metabolizing cytochrome P450 enzymes, including CYP3A4 and CYP1A2, which may result in drug-drug interactions. Naringin can be used as an edible additive, mainly for gum, refreshing drinks, etc. It is a plant polyphenol that can inhibit tyrosinase, block melanin synthesis, reduce skin pigment intensity, absorb UV, prevent photoaging, reduce sun damage and age spot formation, and whiten and lighten spots. It also has the anti-glycation and antibacterial effect, can effectively improve skin tone and skin texture, prevent the generation of age spots, remove red bloodlines, and improve skin blood microcirculation.
Synonyms
Aurantiin; AI3-19008; AI319008; AI3 19008; Naringoside; (2S)-Naringin; Naringenin 7-Rhamnoglucoside; Naringenin 7-O-neohesperidoside; 4',5,7-trihydroxyflavanone 7-rhamnoglucoside; Naringenin-7-beta-neohesperidoside; (2S)-7-[[2-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; K-ALL; KTB 30983; Naringenin 7-β-neohesperidoside; NSC 5548; OYL-BLP; Sanfix Naringin
IUPAC Name
(2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Molecular Formula
C27H32O14
Canonical SMILES
CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)O)O)CO)O)O)O)O)O
InChI
InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
InChIKey
DFPMSGMNTNDNHN-ZPHOTFPESA-N
Boiling Point
928.1±65.0°C at 760 Torr
Solubility
Soluble in DMSO, Water
Appearance
Off-white crystal
Application
antioxidant, anticancer, anti-atherogenic
Stability
Stable under normal temperatures and pressures.