| Name: | (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol |
| CAS Number: | 20315-25-7 |  3D/inchi
|
| FDA UNII: | 0566J48E7X |
| Nikkaji Web: | J56.252A |
| MDL: | MFCD01861512 |
| XlogP3-AA: | 2.40 (est) |
| Molecular Weight: | 578.52762000 |
| Formula: | C30 H26 O12 |
| 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:
Physical Properties:
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Boiling Point: | 955.30 °C. @ 760.00 mm Hg (est)
|
| Flash Point: | 989.00 °F. TCC ( 531.60 °C. ) (est)
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| logP (o/w): | 0.300 (est) |
| Soluble in: |
| | water, 20.86 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
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
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| Dermal Toxicity: |
|
Not determined
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| Inhalation Toxicity: |
|
Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for procyanidin B1 usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for procyanidin B1 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 :11250133 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol |
| Chemidplus:0020315257 |
References:
| | (2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 11250133 |
| Pubchem (sid): | 135103058 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (4,8- | bi-2H-1-benzopyran)-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro- | | 2,2'-bis(3,4- | dihydroxyphenyl)-3,3',4,4'-tetrahydro-(4,8-Bi-2H-1-benzopyran)-3,3',5,5',7,7'-hexol | | (2R,3S)-2-(3,4- | dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol |
Articles:
| PubMed:Phenolic compounds, organic acids and antioxidant activity of grape juices produced from new Brazilian varieties planted in the Northeast Region of Brazil. |
| PubMed:Development of a fluorometric microplate antiadhesion assay using uropathogenic Escherichia coli and human uroepithelial cells. |
| PubMed:Variation of quantitative composition of phenolic compounds in rowan (Sorbus aucuparia L.) leaves during the growth season. |
| PubMed:Inhibitory activity of synthesized acetylated Procyanidin B1 analogs against HeLa S3 cells proliferation. |
| PubMed:The phenolic content and its involvement in the graft incompatibility process of various pear rootstocks (Pyrus communis L.). |
| PubMed:Peroxidase as the major protein constituent in areca nut and identification of its natural substrates. |
| PubMed:Radical-scavenging-linked antioxidant activities of extracts from black chokeberry and blueberry cultivated in Korea. |
| PubMed:Polyphenols and triterpenes from Chaenomeles fruits: chemical analysis and antioxidant activities assessment. |
| PubMed:Effect of growing zone and vintage on the prediction of extractable flavanols in winegrape seeds by a FT-NIR method. |
| PubMed:A targeted metabolomics approach to understand differences in flavonoid biosynthesis in red and yellow raspberries. |
| PubMed:Effect of pyrogallol on the physiology and biochemistry of litchi fruit during storage. |
| PubMed:Evaluation of cardiovascular protective effect of different apple varieties - Correlation of response with composition. |
| PubMed:Ultrasound-assisted extraction, HPLC analysis, and antioxidant activity of polyphenols from unripe apple. |
| PubMed:Antithrombin effect of polyphenol-rich extracts from black chokeberry and grape seeds. |
| PubMed:The relationship between antiglycation activity and procyanidin and phenolic content in commercial grape seed products. |
| PubMed:HPLC-DAD-ESI-MS analysis of flavonoid compounds in 5 seedless table grapes grown in Apulian Region. |
| PubMed:Characterization of polyphenolic metabolites in the seeds of Vitis germplasm. |
| PubMed:Flavangenol (pine bark extract) and its major component procyanidin B1 enhance fatty acid oxidation in fat-loaded models. |
| PubMed:Omega-3 docosahexaenoic acid and procyanidins inhibit cyclo-oxygenase activity and attenuate NF-κB activation through a p105/p50 regulatory mechanism in macrophage inflammation. |
| PubMed:Inhibition of ulcerative colitis in mice after oral administration of a polyphenol-enriched cocoa extract is mediated by the inhibition of STAT1 and STAT3 phosphorylation in colon cells. |
| PubMed:Procyanidin dimer B1 and trimer C1 impair inflammatory response signalling in human monocytes. |
| PubMed:Effects of thermal and high hydrostatic pressure processing and storage on the content of polyphenols and some quality attributes of fruit smoothies. |
| PubMed:Flavan-3-ol compounds from wine wastes with in vitro and in vivo antioxidant activity. |
| PubMed:Plasma protein binding of polyphenols from maritime pine bark extract (USP). |
| PubMed:Procyanidin B1 purified from Cinnamomi cortex suppresses hepatitis C virus replication. |
| PubMed:Phenolic compounds in different barley varieties: identification by tandem mass spectrometry (QStar) and NMR; quantification by liquid chromatography triple quadrupole-linear ion trap mass spectrometry (Q-Trap). |
| PubMed:Isolation and identification of antioxidant and hyaluronidase inhibitory compounds from Ficus microcarpa L. fil. bark. |
| PubMed:Influence of apple polyphenols on inflammatory gene expression. |
| PubMed:Proanthocyanidins and a phloroglucinol derivative from Rumex acetosa L. |
| PubMed:Procyanidins and butanol extract of Cinnamomi Cortex inhibit SARS-CoV infection. |
| PubMed:Densitometric determination of (+)-catechin and (-)-epicatechin by 4-dimethylaminocinnamaldehyde reagent. |
| PubMed:An analysis on flavonoids, phenolics and organic acids contents in brewed red wines of both non-skin contact and skin contact fermentation techniques of Mao Luang ripe fruits (Antidesma bunius) harvested from Phupan Valley in Northeast Thailand. |
| PubMed:An analysis on flavonoids contents in Mao Luang fruits of fifteen cultivars (Antidesma bunius), grown in northeast Thailand. |
| PubMed:Tyrosinase inhibition by extracts and constituents of Sideroxylon inerme L. stem bark, used in South Africa for skin lightening. |
| PubMed:Structure of polymeric polyphenols of cinnamon bark deduced from condensation products of cinnamaldehyde with catechin and procyanidins. |
| PubMed:Analysis of CYP3A inhibitory components of star fruit (Averrhoa carambola L.) using liquid chromatography-mass spectrometry. |
| PubMed:[Evaluation of gambir quality based on quantitative analysis of polyphenolic constituents]. |
| PubMed:Revised structures of gambiriins A1, A2, B1, and B2, chalcane-flavan dimers from gambir (Uncaria gambir extract). |
| PubMed:Unravelling the total antioxidant capacity of pinotage wines: contribution of phenolic compounds. |
| PubMed:Separation of eight selected flavan-3-ols on cellulose thin-layer chromatographic plates. |
| PubMed:Systematic synthesis of galloyl-substituted procyanidin B1 and B2, and their ability of DPPH radical scavenging activity and inhibitory activity of DNA polymerases. |
| PubMed:Procyanidin B1 is detected in human serum after intake of proanthocyanidin-rich grape seed extract. |
| PubMed:Isolation and structural elucidation of some procyanidins from apple by low-temperature nuclear magnetic resonance. |
| PubMed:Varietal differences among the polyphenol profiles of seven table grape cultivars studied by LC-DAD-MS-MS. |
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