N5893

(±)-Naringenin

≥95%

• Synonym(s): (±)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 4′,5,7-Trihydroxyflavanone
• Empirical Formula (Hill Notation): C₁₅H₁₂O₅
• CAS Number: 67604-48-2
• Molecular Weight: 272.25
• EC Number: 266-769-1
• MDL number: MFCD00006844
• UNSPSC Code: 12352100
• PubChem Substance ID: 57654457
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥95%
• form: powder
• mp: 247-250 °C (lit.)
• SMILES string: OC1=CC=C(C=C1)C(C2)OC3=CC(O)=CC(O)=C3C2=O
• 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
• InChI key: FTVWIRXFELQLPI-UHFFFAOYSA-N
• Gene Information: human ... CYP1A2(1544)

Description

Application

(±)-Naringenin, a polyphenolic material, is used to prepare nickel(II) naringenin-oxime complex, which can be used as a catalyst for Mizoroki−Heck cross-coupling reaction. It has been used as a hypochlorite scavenger to prevent the formation of chloramines from oxidation of hypochlorite in the human serum albumin. It induces apoptosis in human pancreatic cancer SNU-213 cells. It also shows cytotoxic effects on various human cancer cells such as breast, cervix, stomach, colon and liver cancer cells.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves