Naringin

SIGMA/71162 - ≥95% (HPLC)

Synonym: 4′,5,7-Trihydroxyflavanone 7-rhamnoglucoside; Naringenin 7-neohesperidoside; Naringenine-7-rhamnosidoglucoside; Naringoside

CAS Number: 10236-47-2
Empirical Formula (Hill Notation): C₂₇H₃₂O₁₄
Molecular Weight: 580.53
EC Number: 233-566-4
MDL Number: MFCD00148888
Linear Formula: C₂₇H₃₂O₁₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-71162-25G	25 g	$55.80 1/EA	Add To Favorites
45-71162-100G	100 g	$196.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95% (HPLC)
form	powder
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	DFPMSGMNTNDNHN-JJLSSNRUSA-N
mp	83 °C ((181 °F ))
optical activity	[α]20/D −80±10°, c = 1% in ethanol
Quality Level	200
SMILES string	C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2Oc3cc(O)c4C(=O)CC(Oc4c3)c5ccc(O)cc5)[C@H](O)[C@H](O)[C@H]1O
solubility	ethanol: o.1 g/10 mL, clear to hazy, colorless to light greenish-yellow

Application:	Naringin has been used: • as a bitter tastant to compare the behavioral response of the Drosophila larva and adult(2) • to study its anti-inflammatory property and to determine its effect on nucleus pulposus (NP) cells(3) • to determine its effect on bone metabolism like osteogenic differentiation, inhibition of osteoclast formation(4)
Biochem/physiol Actions:	Naringin can interact with signaling molecules and modulates signaling pathways. It possesses anti-inflammatory and anti-cancer activities. It also exhibits pharmacological effects on oxidative stress, bone regeneration, genetic damage, metabolic syndrome and central nervous system (CNS) diseases.
Biochem/physiol Actions:	Naringin, a flavanoid in grapefruit and other citrus fruits, potently inhibits intestinal organic anion-transporting polypeptide 1A2 (OATP1A2). Grapefruit juice thereby reduces bioavailability of many pharmacological agents taken at the same time.
Other Notes:	To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Symbol	GHS07
Signal word	Warning
Hazard statements	H302
Precautionary statements	P264 - P270 - P301 + P312 - P501
Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26
RIDADR	NONH for all modes of transport
WGK Germany	WGK 2
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95% (HPLC)
mp	83 °C ((181 °F ))
UNSPSC	12352201

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