(+)-catechin
(+)-3,3',4',5,7-pentahydroxyflavan
 
Notes:
an antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms.
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      Product(s):
      154-23-4 Catechin >98%
      (+)-Catechin is a flavonoid found primarily in higher woody plants as (+)-Catechin along with (-)-Epicatechin (cis form). Antidiarrheal.
       
       
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CAS Number: 154-23-4Picture of molecule3D/inchi
Other(deleted CASRN): 159761-73-6
ECHA EINECS - REACH Pre-Reg: 205-825-1
FDA UNII: 8R1V1STN48
Nikkaji Web: J9.391B
MDL: MFCD00075649
XlogP3: 0.40 (est)
Molecular Weight: 290.27178000
Formula: C15 H14 O6
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome 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
 FDA/DG SANTE Petitions, Reviews, Notices:
GRN 259 P1 Catechins from green tea extract View - notice PDF
GRN 259 P2 Catechins from green tea extract View - notice PDF
GRN 225 Catechins from green tea extract View - notice PDF
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 214.00 °C. @ 760.00 mm Hg
Boiling Point: 630.38 °C. @ 760.00 mm Hg (est)
Flash Point: 635.00 °F. TCC ( 335.00 °C. ) (est)
logP (o/w): 0.510
Soluble in:
 water, 6.311e+004 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Alfa Biotechnology
For experimental / research use only.
Catechol 98%
BOC Sciences
For experimental / research use only.
Catechin >98%
Odor: characteristic
Use: (+)-Catechin is a flavonoid found primarily in higher woody plants as (+)-Catechin along with (-)-Epicatechin (cis form). Antidiarrheal.
Carbosynth
For experimental / research use only.
(+)-Catechin
Coompo
For experimental / research use only.
Catechin from Plants ≥96%
ExtraSynthese
For experimental / research use only.
(+)-Catechin (HPLC) ≥99%
Santa Cruz Biotechnology
For experimental / research use only.
(+)-Catechin ≥98%
Sigma-Aldrich
For experimental / research use only.
(+)-Catechin
analytical standard
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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:
intraperitoneal-mouse LD50  68 mg/kg
Toxicology. Vol. 62, Pg. 203, 1990.

intravenous-mouse LD50  > 100 mg/kg
Drugs in Japan Vol. -, Pg. 430, 1990.

oral-mouse LD50  > 10000 mg/kg
Drugs in Japan Vol. -, Pg. 430, 1990.

intraperitoneal-rat LD50  1084 mg/kg
LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Oyo Yakuri. Pharmacometrics. Vol. 24, Pg. 361, 1982.

intravenous-rat LD50  > 100 mg/kg
Drugs in Japan Vol. -, Pg. 430, 1990.

oral-rat LD50  > 10000 mg/kg
Drugs in Japan Vol. -, Pg. 430, 1990.

Dermal Toxicity:
subcutaneous-mouse LD50 > 5000 mg/kg
Drugs in Japan Vol. -, Pg. 430, 1990.

subcutaneous-rat LD50 > 5000 mg/kg
Drugs in Japan Vol. -, Pg. 430, 1990.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for (+)-catechin usage levels up to:
 not for fragrance use.
 
Recommendation for (+)-catechin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
ClinicalTrials.gov: search
Daily Med: search
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 9064
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Chemidplus: 0000154234
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References:
 (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 9064
Pubchem (sid): 134974091
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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
Golm Metabolome Database: Search
KEGG (GenomeNet): C06562
HMDB (The Human Metabolome Database): HMDB02780
YMDB (Yeast Metabolome Database): YMDB01653
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 tea green tea
Search Trop  Picture
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Synonyms:
2H-1-benzopyran-3,5,7-triol, 2- (3, 4-dihydroxyphenyl)-3,4-dihydro-, (2R-trans)-
2H-1-benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-trans)-
2H-benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3S)-
2H-1-benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3S)-
(2R,3S)-catechin
(2R,3S)-(+)-catechin
D-catechin
D-(+)-catechin
(+)-catechol
D-catechol
 cianidanol
(+)-cianidanol
(+)-cyanidan-3-ol
(+)-cyanidanol
(2R-trans)-2-(3,4-dihydroxyphenyl)-3-4-dihydro-2H-1-benzopyran-3,5,7-triol
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1H-chromene-3,5,7-triol
(2R-trans)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
trans-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol, (2R-trans)
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromen-3,5,7-triol
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-chromanetriol
(2R,3S)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol
(3S,2R)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol
trans-(+)-3,3',4',5,7-flavanpentol
(+)-3,3',4',5,7-pentahydroxyflavan
 sunkatol no. 1
(+)-3',4',5,7-tetrahydroxy-2,3-trans-flavan-3-ol
(+)-(2R,3S)-5,7,3',4'-tetrahydroxyflavan-3-ol
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Articles:
PubMed: The Tea Tree Genome Provides Insights into Tea Flavor and Independent Evolution of Caffeine Biosynthesis.
J-Stage: Analysis of the Mechanism of Inhibition of Human Matrix Metalloproteinase 7 (MMP-7) Activity by Green Tea Catechins
PubMed: Mass spectrometry for the characterization of brewing process.
PubMed: Phenolic compounds reduce formation of N(ε)-(carboxymethyl)lysine and pyrazines formed by Maillard reactions in a model bread system.
PubMed: Metabolic Flux Redirection and Transcriptomic Reprogramming in the Albino Tea Cultivar 'Yu-Jin-Xiang' with an Emphasis on Catechin Production.
PubMed: A Chitosan Coating Containing Essential Oil from Origanum vulgare L. to Control Postharvest Mold Infections and Keep the Quality of Cherry Tomato Fruit.
PubMed: Effect of glutathione during bottle storage of sparkling wine.
PubMed: Isolation and dynamic expression of four genes involving in shikimic acid pathway in Camellia sinensis 'Baicha 1' during periodic albinism.
PubMed: In Depth Proteome Analysis of Ripening Muscadine Grape Berry cv. Carlos Reveals Proteins Associated with Flavor and Aroma Compounds.
PubMed: Oolong tea made from tea plants from different locations in Yunnan and Fujian, China showed similar aroma but different taste characteristics.
PubMed: Physicochemical properties and antioxidant capacity of raw, roasted and puffed cacao beans.
PubMed: Influencing factors of hydrogen bonding intensity in beer.
PubMed: Effect of fermentation and drying on cocoa polyphenols.
PubMed: Application of recombinant Pediococcus acidilactici BD16 (fcs⁺/ech⁺) in malolactic fermentation.
PubMed: New phenylpropanoid-substituted flavan-3-ols from Pu-er ripe tea.
PubMed: Design, formulation and evaluation of green tea chewing gum.
PubMed: Control of Maillard-type off-flavor development in ultrahigh-temperature-processed bovine milk by phenolic chemistry.
PubMed: Astringency is a trigeminal sensation that involves the activation of G protein-coupled signaling by phenolic compounds.
PubMed: The strawberry pathogenesis-related 10 (PR-10) Fra a proteins control flavonoid biosynthesis by binding to metabolic intermediates.
PubMed: Green tea catechins: a fresh flavor to anticancer therapy.
PubMed: Biological activity and fatty acid composition of Caesar's mushroom.
PubMed: Characterization of cocoa liquors by GC-MS and LC-MS/MS: focus on alkylpyrazines and flavanols.
PubMed: Optimizing the orosensory properties of model functional beverages: the influence of novel sweeteners, odorants, bitter blockers, and their mixtures on (+)-catechin.
PubMed: Impact of fermentation, drying, roasting and Dutch processing on flavan-3-ol stereochemistry in cacao beans and cocoa ingredients.
PubMed: Pu-erh tea tasting in Yunnan, China: correlation of drinkers' perceptions to phytochemistry.
PubMed: Polyphenolic chemistry of tea and coffee: a century of progress.
PubMed: Increase of theaflavin gallates and thearubigins by acceleration of catechin oxidation in a new fermented tea product obtained by the tea-rolling processing of loquat ( Eriobotrya japonica ) and green tea leaves.
PubMed: Identification and quantification of free radical scavengers in Pu-erh tea by HPLC-DAD-MS coupled online with 2,2'-Azinobis(3-ethylbenzthiazolinesulfonic acid) diammonium salt assay.
PubMed: Changes in the concentrations of acrylamide, selected odorants, and catechins caused by roasting of green tea.
PubMed: [The roots of Cha and Gambir].
PubMed: Formation of strecker aldehydes from polyphenol-derived quinones and alpha-amino acids in a nonenzymic model system.
PubMed: Reduction of stale flavor development in low-heat skim milk powder via epicatechin addition.
PubMed: Antioxidant properties of kilned and roasted malts.
PubMed: Proanthocyanidins--a final frontier in flavonoid research?
PubMed: Inhibition of key aroma compound generated during ultrahigh-temperature processing of bovine milk via epicatechin addition.
PubMed: Relationship between procyanidin and flavor contents of cocoa liquors from different origins.
PubMed: Role of anthocyanidin reductase, encoded by BANYULS in plant flavonoid biosynthesis.
PubMed: Headspace solid-phase microextraction method for the study of the volatility of selected flavor compounds.
PubMed: Effect of kilning on the antioxidant and pro-oxidant activities of pale malts.
PubMed: Modification of the levels of polyphenols in wort and beer by addition of hexamethylenetetramine or sulfite during mashing.
PubMed: Interactions between wine polyphenols and aroma substances. An insight at the molecular level.
PubMed: Mutual interactions among ingredients of betel quid in inducing genotoxicity on Chinese hamster ovary cells.
PubMed: The biochemistry and technology of tea manufacture.
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