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

Supplier Sponsors

Name:2-(2-hydroxyphenyl)-2,3-dihydrochromen-4-one
CAS Number: 17348-76-4Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J285.124E
MDL:MFCD00017702
XlogP3-AA:2.50 (est)
Molecular Weight:240.25824000
Formula:C15 H12 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
ExtraSynthese
For experimental / research use only.
2-Hydroxyflavanone (HPLC) ≥90%
Penta International
2-HYDROXYFLAVANONE
Santa Cruz Biotechnology
For experimental / research use only.
2'-Hydroxyflavanone
Sigma-Aldrich: Aldrich
For experimental / research use only.
2'-Hydroxyflavanone
TCI AMERICA
For experimental / research use only.
2'-Hydroxyflavanone >98.0%(HPLC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for 2-hydroxyflavanone usage levels up to:
 not for fragrance use.
 
Recommendation for 2-hydroxyflavanone flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :176925
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-(2-hydroxyphenyl)-2,3-dihydrochromen-4-one
Chemidplus:0017348764
 
References:
 2-(2-hydroxyphenyl)-2,3-dihydrochromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):176925
Pubchem (sid):135154663
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2932.99.7000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 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
 

Articles:

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.
 
Notes:
None found
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