2-hydroxyflavanone

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

CAS: 17348-76-4 C15 H12 O3 MW: 240.25824000

Identification

Name2-hydroxyflavanone
IUPAC2-(2-hydroxyphenyl)-2,3-dihydrochromen-4-one
CAS Number17348-76-4
FDA UNIISearch
Molecular FormulaC15 H12 O3
Molecular Weight240.25824000
MDL NumberMFCD00017702
Nikkaji NumberJ285.124E

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 376.87 °C. @ 760.00 mm Hg (est)
Flash Point 289.00 °F. TCC ( 142.60 °C. ) (est)
logP (o/w) 2.978 (est)
Soluble in water, 416.5 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for 2-hydroxyflavanone usage levels up tonot for fragrance use.
Recommendation for 2-hydroxyflavanone flavor usage levels up tonot for flavor use.

Penta International Corporation

Chemistry innovation

At Penta, our products and services help businesses do business better.

View All Website (973) 740-2300 lisaa@pentamfg.com

TCI AMERICA

Moving Your Chemistry Forward

We continuously strive to advance our technology.

View All Website 1-800-423-8616 Sales-US@TCIchemicals.com;

Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

4H-1- benzopyran-4-one, 2,3-dihydro-2-(2-hydroxyphenyl)- 2-(2- hydroxy-phenyl)-chroman-4-one 2'- hydroxyflavanone 2'- hydroxyflavone 2-(2- hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one 2-(2- hydroxyphenyl)-2,3-dihydrochromen-4-one 2-(2- hydroxyphenyl)chroman-4-one PubMed: Purification, molecular cloning and functional characterization of flavonoid C-glucosyltransferases from Fagopyrum esculentum M. (buckwheat) cotyledon. PubMed: 2'-hydroxyflavanone inhibits prostate tumor growth through inactivation of AKT/STAT3 signaling and induction of cell apoptosis. PubMed: Functional characterization of a Plagiochasma appendiculatum flavone synthase I showing flavanone 2-hydroxylase activity. PubMed: Cytochrome P450 93G1 Is a Flavone Synthase II That Channels Flavanones to the Biosynthesis of Tricin O-Linked Conjugates in Rice. PubMed: Anthracycline resistance mediated by reductive metabolism in cancer cells: the role of aldo-keto reductase 1C3. PubMed: 2'-hydroxyflavanone induces apoptosis of human osteosarcoma 143 B cells by activating the extrinsic TRAIL- and intrinsic mitochondria-mediated pathways. PubMed: [Inhibitory effect of 2'-hydroxyflavanone on proliferation, invasion and migration of bladder cancer cells in vitro via blocking AKT/STAT3 signaling pathway]. PubMed: Nonsteroidal anti-inflammatory drug activated gene-1 (NAG-1) modulators from natural products as anti-cancer agents. PubMed: Repression of cell proliferation and androgen receptor activity in prostate cancer cells by 2'-hydroxyflavanone. PubMed: The influence of β-cyclodextrin encapsulation on the binding of 2'-hydroxyflavanone with calf thymus DNA. PubMed: Evaluation of novel amylose and cellulose-based chiral stationary phases for the stereoisomer separation of flavanones by means of nano-liquid chromatography. PubMed: 2'-Hydroxyflavanone induces apoptosis through Egr-1 involving expression of Bax, p21, and NAG-1 in colon cancer cells. PubMed: Aldo-keto reductase 1C3 is expressed in differentiated human epidermis, affects keratinocyte differentiation, and is upregulated in atopic dermatitis. PubMed: 2'-hydroxyflavanone inhibits proliferation, tumor vascularization and promotes normal differentiation in VHL-mutant renal cell carcinoma. PubMed: CYP93G2 is a flavanone 2-hydroxylase required for C-glycosylflavone biosynthesis in rice. PubMed: Optical isomer separation of flavanones and flavanone glycosides by nano-liquid chromatography using a phenyl-carbamate-propyl-beta-cyclodextrin chiral stationary phase. PubMed: The C-glycosylation of flavonoids in cereals. PubMed: AKR1C3 as a potential target for the inhibitory effect of dietary flavonoids. PubMed: Chiral separation of hydroxyflavanones in cyclodextrin-modified capillary zone electrophoresis using sulfated cyclodextrins as chiral selectors. PubMed: [Effects of flavonoids with different structures on proliferation of leukemia cell line HL-60]. PubMed: Flavanone and 2'-OH flavanone inhibit metastasis of lung cancer cells via down-regulation of proteinases activities and MAPK pathway. PubMed: A new 2-hydroxyflavanone from Mosla soochouensis. PubMed: Rapid hepatic metabolism of 7-ketocholesterol by 11beta-hydroxysteroid dehydrogenase type 1: species-specific differences between the rat, human, and hamster enzyme. PubMed: A rapid screening assay for inhibitors of 11beta-hydroxysteroid dehydrogenases (11beta-HSD): flavanone selectively inhibits 11beta-HSD1 reductase activity. PubMed: A novel 2-hydroxyflavanone from collinsonia canadensis PubMed: Antimutagenic effects of flavonoids, chalcones and structurally related compounds on the activity of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and other heterocyclic amine mutagens from cooked food. PubMed: Purification and characterization of flavone synthase I, a 2-oxoglutarate-dependent desaturase.