5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 83588
• Molecular Formular: C15H12O5
• Molecular Mass: 272.25278
• Monoisotopic Mass: 272.06847348
• SMILES: O1c2cc(cc(c2C(=O)CC1c1ccc(cc1)O)O)O
• Canonical SMILES: Oc1ccc(cc1)C1CC(=O)c2c(O1)cc(cc2O)O
• InChI: 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
• InChIKey: FTVWIRXFELQLPI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: naringenine; asahina
• Synonyms: (±)-Naringenin; 4',5,7-Trihydroxyflavanone; 2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; Naringetol; Salipurpol; Pelargidanon 1602; NARINGENIN; 5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one; (±)-Naringenin; (±)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 4′,5,7-Trihydroxyflavanone; Naringenin; Naringenin; 4',5,7-Trihydroxyflavanone; (±)-柚皮素; (±)-柚皮素; (±)-2,3-二氢-5,7-二羟基-2-(4-羟基苯基)-4H-1-苯并吡喃-4-酮; 4′,5,7-三羟基黄烷酮; 柚皮素; 4',5,7-三羟基黄烷酮

Database IDs

• CAS Number: 67604-48-2; 480-41-1
• EC Number: 266-769-1; 207-550-2
• MDL Number: MFCD00006844
• Merck Index: 146424
• PubChem SID: 24897761; 24900390; 24886148; 162070705
• PubChem CID: 932

CALCULATED PROPERTIES

• Acid pKa: 7.856156
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.833213
• LogD (pH = 7.4): 2.7041416
• Log P: 2.835108
• Molar Refractivity: 71.2898 cm^3
• Polarizability: 27.291258 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 247-250 °C(lit.); 247-250°C; 248-251°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: DJ2981530
• European Hazard Symbols: Irritant (Xi)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... CYP1A2(1544)

Product Information

• Purity: ~95% (HPCE); ≥95%; ≥95% (TLC); 95%; 95+%; 97%; 98%
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C15H12O5

DETAILS

MP Biomedicals - 02102430

Purity: 95%
Synthetic crystals
Off-white color

Sigma Aldrich - N5893

Packaging
1 g in poly tube
5, 25 g in poly bottle

Sigma Aldrich - W530098

Packaging
1 sample in glass bottle
500 g in poly bottle

Sigma Aldrich - T66001

Packaging
1, 10 g in glass bottle