EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

(-)-epiafzelechin

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CAS Number: 24808-04-6Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J18.806I
XlogP3:0.70 (est)
Molecular Weight:274.27258000
Formula:C15 H14 O5
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: 583.40 °C. @ 760.00 mm Hg (est)
Flash Point: 584.00 °F. TCC ( 306.60 °C. ) (est)
logP (o/w): 1.090 (est)
Soluble in:
 water, 8200 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
(-)-Epiafzelechin > 95%
Odor: characteristic
Use: (-)-Epiafzelechin exhibits various modes of action in suppressing HSV-2 multiplication.
Carbosynth
For experimental / research use only.
(-)-epiAfzelechin
 
Safety Information:
 
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 (-)-epiafzelechin usage levels up to:
 not for fragrance use.
 
Recommendation for (-)-epiafzelechin 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 :443639
National Institute of Allergy and Infectious Diseases:Data
(2R,3R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
 
References:
 (2R,3R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):443639
Pubchem (sid):36886878
 
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
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C12128
HMDB (The Human Metabolome Database):HMDB30822
FooDB:FDB002778
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 juniper
Search Trop Picture
 kiwi fruit
Search Trop Picture
 tea leaf
Search Trop Picture
 
Synonyms:
(2R,3R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
(2R,3R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
 

Articles:

PubMed:Development of a UPLC-MS/MS bioanalytical method for the pharmacokinetic study of (-)-epiafzelechin, a flavan-3-ol with osteoprotective activity, in C57BL/6J mice.
PubMed:Phytotoxic flavonoids from roots of Stellera chamaejasme L. (Thymelaeaceae).
PubMed:Isolation and purification of condensed tannins from flamboyant tree and their antioxidant and antityrosinase activities.
PubMed:Preparation and characterisation of peanut seed skin polyphenols.
PubMed:Proanthocyanidins from Spenceria ramalana and their effects on AGE formation in vitro and hyaloid-retinal vessel dilation in larval zebrafish in vivo.
PubMed:Promoting osteoblast differentiation by the flavanes from Huangshan Maofeng tea is linked to a reduction of oxidative stress.
PubMed:[Chemical constituents of Camellia sinensis var. assamica].
PubMed:Flavan-3-ol-cysteine and acetylcysteine conjugates from edible reagents and the stems of Cynomorium songaricum as potent antioxidants.
PubMed:A new flavan-3-ol dimer from Ficus spragueana leaves and its cytotoxic activity.
PubMed:2,3-cis-2R,3R-(-)-epiafzelechin-3-O-p-coumarate, a novel flavan-3-ol isolated from Fallopia convolvulus seed, is an estrogen receptor agonist in human cell lines.
PubMed:[A new flavanol glycoside from Phymatopteris hastata with effect on glucose metabolism].
PubMed:Antioxidant activity and proanthocyanidin profile of Selliguea feei rhizomes.
PubMed:Proanthocyanidin oligomers isolated from Salacia reticulata leaves potently inhibit pancreatic lipase activity.
PubMed:Bioassay-guided isolation of proanthocyanidins with antiangiogenic activities.
PubMed:Antioxidant phenolic compounds from Pu-erh tea.
PubMed:Unified approach to catechin hetero-oligomers: first total synthesis of trimer EZ-EG-CA isolated from Ziziphus jujuba.
PubMed:[Flavonoids from Artocarpus hypargyreus].
PubMed:Flavan-3-ols from the rhizomes of Drynaria fortunei.
PubMed:Antioxidant activity and low cytotoxicity of extracts and isolated compounds from Araucaria angustifolia dead bark.
PubMed:New hopane triterpenes and antioxidant constituents from Potentilla fulgens.
PubMed:Epiafzelechin from the root bark of Cassia sieberiana: detection by DART mass spectrometry, spectroscopic characterization, and antioxidant properties.
PubMed:A-type proanthocyanidins from lychee seeds and their antioxidant and antiviral activities.
PubMed:[Chemical constituents of Acacia catechu].
PubMed:Proanthocyanidins and a phloroglucinol derivative from Rumex acetosa L.
PubMed:Muscarinic-dependent inhibition of gastric emptying and intestinal motility by fractions of Maytenus ilicifolia Mart ex. Reissek.
PubMed:Separation of proanthocyanidins isolated from tea leaves using high-speed counter-current chromatography.
PubMed:Flavonoids from Daphne giraldii Nitsche.
PubMed:Antimicrobial activity of the crude extracts and compounds from Ficus chlamydocarpa and Ficus cordata (Moraceae).
PubMed:Identification of galloylated propelargonidins and procyanidins in buckwheat grain and quantification of rutin and flavanols from homostylous hybrids originating from F. esculentumxF. homotropicum.
PubMed:Redirection of flavonoid biosynthesis through the down-regulation of an anthocyanidin glucosyltransferase in ripening strawberry fruit.
PubMed:HPLC/ESI-MS and NMR analysis of flavonoids and tannins in bioactive extract from leaves of Maytenus ilicifolia.
PubMed:Oligomeric proanthocyanidins from mangosteen pericarps.
PubMed:Cytoprotective constituent of Hoveniae Lignum on both Hep G2 cells and rat primary hepatocytes.
PubMed:Floral Trifolium proanthocyanidins: polyphenol formation and compositional diversity.
PubMed:ent-Epiafzelechin-(4alpha-->8)-epiafzelechin extracted from Cassia javanica inhibits herpes simplex virus type 2 replication.
PubMed:[Isolation and indentification of chemical compounds from Drynaria fortunei].
PubMed:Lipoxygenase inhibitory constituents from Periploca aphylla.
PubMed:Dimeric anthocyanins from strawberry (Fragaria ananassa) consisting of pelargonidin 3-glucoside covalently linked to four flavan-3-ols.
PubMed:Proliferative effects of flavan-3-ols and propelargonidins from rhizomes of Drynaria fortunei on MCF-7 and osteoblastic cells.
PubMed:New perspectives on proanthocyanidin biochemistry and molecular regulation.
PubMed:Typhaphthalide and typharin, two phenolic compounds from Typha capensis.
PubMed:Constituents of the bark and twigs of Artocarpus dadah with cyclooxygenase inhibitory activity.
PubMed:Antioxidant benzoylated flavan-3-ol glycoside from Celastrus orbiculatus.
PubMed:Two A-type proanthocyanidins from Prunus armeniaca roots.
PubMed:Inhibitory effects on HIV-1 protease of constituents from the wood of Xanthoceras sorbifolia.
PubMed:(-)-Epiafzelechin: cyclooxygenase-1 inhibitor and anti-inflammatory agent from aerial parts of Celastrus orbiculatus.
PubMed:An A-type proanthocyanidin from Prunus armeniaca.
PubMed:Methylated A-type proanthocyanidins and related metabolites from Cassipourea gummiflua.
PubMed:Selligueain A, a novel highly sweet proanthocyanidin from the rhizomes of Selliguea feei.
PubMed:[Chemical constituents of Drynaria propinqua (Wall) J. Sm].
PubMed:Metabolism of apigenin and related compounds in the rat. Metabolite formation in vivo and by the intestinal microflora in vitro.
 
Notes:
Constit. of Actinidia chinensis (kiwi fruit) and Juniperus communis (juniper)
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