CAS 10236-47-2: Naringin
Description:Naringin is a flavonoid glycoside primarily found in grapefruit and other citrus fruits, contributing to their characteristic bitter taste. Its chemical structure consists of a naringenin aglycone linked to a rutinose sugar moiety. Naringin is known for its antioxidant properties, which help combat oxidative stress in biological systems. Additionally, it exhibits various pharmacological effects, including anti-inflammatory, anti-cancer, and cholesterol-lowering activities. The substance is also recognized for its potential to interact with certain medications by inhibiting cytochrome P450 enzymes, particularly CYP3A4, which can affect drug metabolism. Naringin is often studied for its health benefits and is available in dietary supplements. Its solubility is relatively low in water but can be enhanced in organic solvents, making it a subject of interest in both food science and pharmacology. Overall, naringin's unique properties and health benefits make it a valuable compound in both nutrition and medicinal chemistry.
Formula:C27H32O14
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
InChI key:InChIKey=DFPMSGMNTNDNHN-ZPHOTFPESA-N
SMILES:O=C1C2=C(O)C=C(OC3OC(CO)C(O)C(O)C3OC4OC(C)C(O)C(O)C4O)C=C2OC(C5=CC=C(O)C=C5)C1
- Synonyms:
- (2S)-7-[[2-O-(6-Deoxy-α-<span class="text-smallcaps">L</smallcap>-mannopyranosyl)-β-<smallcap>D</span>-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
- (2S)-Naringin
- 4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-α-<span class="text-smallcaps">L</smallcap>-mannopyranosyl)-β-<smallcap>D</span>-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)-
- 4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-α-<span class="text-smallcaps">L</smallcap>-mannopyranosyl)-β-<smallcap>D</span>-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (S)-
- 4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (S)-
- 7-(2-O-(6-Desoxy-α-L-mannopyranosyl)-β-D-glucopyranosyloxy)-2,3-dihydro-4',5,7-trihydroxyflavon
- 7-(2-O-(6-Desoxy-α-L-mannopyranosyl)-β-D-glucopyranosyloxy)-2,3-dihydro-4',5,7-trihydroxyflavone
- 7-(2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyloxy)-2,3-dihydro-4',5,7-trihydroxyflavone
- 7-(2-O-(6-desoxi-α-L-manopiranosil)-β-D-glucopiranosiloxi)-2,3-dihidro-4',5,7-trihidroxiflavona
- 7-(2-O-(6-desoxy-α-L-mannopyrannosyl)-β-D-glucopyrannosyloxy)-2,3-dihydro-4',5,7-trihydroxyflavone
- See more synonyms
- 7-[2-O-(6-Deoxy-α-<span class="text-smallcaps">L</smallcap>-mannopyranosyl)-β-<smallcap>D</span>-glucopyranosyloxy]-2,3-dihydro-4′,5,7-trihydroxyflavone
- Aurantiin
- K-All
- Ktb 30983
- NSC 5548
- Naringenin 7-O-neohesperidoside
- Naringenin 7-neohesperidoside
- Naringenin 7-rhamnoglucoside
- Naringenin 7-β-neohesperidoside
- Naringenin 7β-neohesperidoside
- Naringin
- Naringoside
- Sanfix Naringin
- 4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)-
- (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
- 4H-1-benzopyran-4-one, 7-[[2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-
- 7-{[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}tetrahydro-2H-pyran-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
- (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-D-galactopyranosyl)-beta-D-glucopyranoside
- (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-alpha-D-glucopyranoside
- 7-{[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}tetrahydro-2H-pyran-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-on
- 2-O-(6-Désoxy-alpha-L-mannopyranosyl)-bêta-D-glucopyranoside de 5-hydroxy-2-(4-hydroxyphényl)-4-oxo-3,4-dihydro-2H-chromén-7-yle
- 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl-2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
- 7-{[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxyméthyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-méthyltétrahydro-2H-pyran-2-yl]oxy}tétrahydro-2H-pyran-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphényl)-2,3-dihydro-4H-chromén-4-one
- 7-(2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyloxy)-2,3-dihydro-4',5,7-trihydroxyflavone
- 7-[[2-O-(6-Deoxy-a-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
- 4',5,7-trihydroxyflavanone 7-rhamnoglucoside
- 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
- (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside