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bergenin
(2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydropyrano[3,2-c]isochromen-6(2H)-one

Supplier Sponsors

CAS Number: 477-90-7Picture of molecule3D/inchi
FDA UNII: L84RBE4IDC
Nikkaji Web:J475.124H
MDL:MFCD00133120
XlogP3-AA:-1.00 (est)
Molecular Weight:328.27432000
Formula:C14 H16 O9
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:white needle-like crystalline powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 658.95 °C. @ 760.00 mm Hg (est)
Flash Point: 483.00 °F. TCC ( 250.70 °C. ) (est)
logP (o/w): -1.398 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Bergenin 98%
BOC Sciences
For experimental / research use only.
Bergenin >98%
Odor: characteristic
Use: Bergenin is trihydroxybenzoic acid glycoside and the C-glycoside of 4-O-methyl gallic acid.It shows a potent immunomodulatory effect.
Carbosynth
For experimental / research use only.
Bergenin
ExtraSynthese
For experimental / research use only.
Bergenin (HPLC) ≥95%
Jiangyin Healthway
Bergenin
New functional food ingredients
Santa Cruz Biotechnology
For experimental / research use only.
Bergenin monohydrate
Shaanxi Y-Herb Biotechnology
Bergenia Purpurascens Extract Bergenin Monohydrate Powder 97% 98% CAS 477-90-7
Sigma-Aldrich: Sigma
For experimental / research use only.
Bergenin monohydrate
sds
TCI AMERICA
For experimental / research use only.
Bergenin >98.0%(HPLC)
sds
 
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:
cosmetic agents
Recommendation for bergenin usage levels up to:
 not for fragrance use.
 
Recommendation for bergenin 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 :66065
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one
Chemidplus:0000477907
RTECS:UQ0337200 for cas# 477-90-7
 
References:
 (2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):66065
Pubchem (sid):135025204
 
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):C09919
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2932.20.4500
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
 bergenia ciliata
Search Trop Picture
 bergenia ligulata
Search Trop Picture
 
Synonyms:
 bengenin
 cuscutin
 pyrano[3,2-c][2]benzopyran-6(2H)-one, 3,4,4a,10b-tetrahydro-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-, (2R,3S,4S,4aR,10bS)-
(2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-2,3,4,4a-tetrahydropyrano[3,2-c]isochromen-6(10bH)-one
(2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one
(2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydropyrano[3,2-c]isochromen-6(2H)-one
 

Articles:

PubMed:Comparative antioxidant and antiplasmodial activities of 11-O-galloylbergenin and bergenin isolated from Bergenia ligulata.
PubMed:An LC-MS/MS method for the simultaneous determination and pharmacokinetic studies of bergenin, chlorogenic acid and four flavonoids in rat plasma after oral administration of a QingGanSanJie decotion extract.
PubMed:Chemical constituents from the roots of Leea thorelii Gagnep.
PubMed:In vivo and in vitro antimalarial activity of bergenin.
PubMed:Cross-coupling reaction of saccharide-based alkenyl boronic acids with aryl halides: the synthesis of bergenin.
PubMed:Synthesis, antioxidant capacity, and structure-activity relationships of tri-O-methylnorbergenin analogues on tyrosinase inhibition.
PubMed:Extraction of quercetin from Herba Lysimachiae by molecularly imprinted-matrix solid phase dispersion.
PubMed:Cancer chemopreventive effect of bergenin from Peltophorum pterocarpum wood.
PubMed:Identification and characterization of human UDP-glucuronosyltransferases responsible for the in vitro glucuronidation of bergenin.
PubMed:The stem bark extracts of Cenostigma macrophyllum attenuates tactile allodynia in streptozotocin-induced diabetic rats.
PubMed:Evaluation of the wound healing activity of Shorea robusta, an Indian ethnomedicine, and its isolated constituent(s) in topical formulation.
PubMed:Structure-activity relationships for bergenin analogues as β-secretase (BACE1) inhibitors.
PubMed:In vivo metabolism study of bergenin in rats by HPLC-QTOF mass spectrometry.
PubMed:A novel lactone from Tripterospermum chinense.
PubMed:[Chemical constituents of Ardisia punctata].
PubMed:Chemical constituents of Caesalpinia decapetala (Roth) Alston.
PubMed:Investigation of the mechanisms of improved oral bioavailability of bergenin using bergenin-phospholipid complex.
PubMed:[Bergenia genus - content matters and biological activity].
PubMed:[Chemical constituents from Astilbe myriantha].
PubMed:[Chemical constituents and antibacterial activity contained in Caesalpinia millettii].
PubMed:Chemical constituents of Arisaema franchetianum tubers.
PubMed:Synthesis and biological evaluation of bergenin analogues as mushroom tyrosinase inhibitors.
PubMed:Structure-activity relationships of bergenin derivatives effect on α-glucosidase inhibition.
PubMed:[Trace chemical constituents contained in Trachelospermum jasminoides and structure identification].
PubMed:A new bergenin derivative from the rhizome of Ardisia gigantifolia.
PubMed:Isolation of antitrypanosomal compounds from Vitis repens, a medicinal plant of Myanmar.
PubMed:Microarray-based mRNA expression profiling of leukemia cells treated with the flavonoid, casticin.
PubMed:Synthesis of new bergenin derivatives as potent inhibitors of inflammatory mediators NO and TNF-α.
PubMed:Antioxidant and anti-α-glucosidase compounds from the rhizome of Peltiphyllum peltatum (Torr.) Engl.
PubMed:Biologically active bergenin derivatives from Bergenia stracheyi.
PubMed:Formulation and evaluation of novel coated floating tablets of bergenin and cetirizine dihydrochloride for gastric delivery.
PubMed:Type 2 antidiabetic activity of bergenin from the roots of Caesalpinia digyna Rottler.
PubMed:Cardioprotective activity of standardized extract of Ficus racemosa stem bark against doxorubicin-induced toxicity.
PubMed:Phytochemical, antioxidant and anti-α-glucosidase activity evaluations of Bergenia cordifolia.
PubMed:Antinociceptive properties of bergenin.
PubMed:Practical synthesis and biological evaluation of bergenin analogs.
PubMed:[Studies on anti-tumor metastatic constituents from Ardisia Crenata].
PubMed:Synthesis and antiglycation potentials of bergenin derivatives.
PubMed:Isointricatinol, a new antioxidant homoisoflavonoid from the roots of Caesalpinia digyna Rottler.
PubMed:Chemical constituents and in vitro antioxidant activity of Phyllanthus wightianus.
PubMed:Evaluation of antioxidant and antimicrobial activities of Bergenin and its derivatives obtained by chemoenzymatic synthesis.
PubMed:Two new antioxidant bergenin derivatives from the stem of Rivea hypocrateriformis.
PubMed:[Studies on the chemical constituents from Cissus pteroclada].
PubMed:Malaysianol A, a new trimer resveratrol oligomer from the stem bark of Dryobalanops aromatica.
PubMed:Chemical constituents from Astilbe chinensis.
PubMed:[Comparative studies on content of arbutin, bergenin and catechin in different part of Bergenia purpurascens and B. crassifolia].
PubMed:Anti-inflammatory, cyclooxygenase inhibitory and antioxidant activities of standardized extracts of Tridax procumbens L.
PubMed:Radical scavenging and angiotensin converting enzyme inhibitory activities of standardized extracts of Ficus racemosa stem bark.
PubMed:Comparative in vitro bioactivities of tea extracts from six species of Ardisia and their effect on growth inhibition of HepG2 cells.
PubMed:Oral characteristics of bergenin and the effect of absorption enhancers in situ, in vitro and in vivo.
PubMed:A new lignan dimer from Mallotus philippensis.
PubMed:Two-Step Enzymatic Modification of Solid-Supported Bergenin in Aqueous and Organic Media.
PubMed:New phenolic glycosides from Securinega virosa and their antioxidant activity.
PubMed:Preparation, characterization and in vivo evaluation of bergenin-phospholipid complex.
PubMed:How to easily replace the independent atom model - the example of bergenin, a potential anti-HIV agent of traditional Asian medicine.
PubMed:Two new megastigmane sulphonoglucosides from Mallotus anisopodus.
PubMed:Differential free radical scavenging activity and radioprotection of caesalpinia digyna extracts and its active constituent.
PubMed:Reactions of hydroxyl radical with bergenin, a natural poly phenol studied by pulse radiolysis.
PubMed:[Studies on the chemical constituents from Cissus assamica].
PubMed:Peltophorum africanum, a traditional South African medicinal plant, contains an anti HIV-1 constituent, betulinic acid.
PubMed:Quantitation of bergenin in human plasma by liquid chromatography/tandem mass spectrometry.
PubMed:Determination of bergenin in human plasma after oral administration by HPLC-MS/MS method and its pharmacokinetic study.
PubMed:Antioxidant activity of (+)-bergenin: a phytoconstituent isolated from the bark of Sacoglottis uchi Huber (Humireaceae).
PubMed:Physicochemical properties of bergenin.
PubMed:Improving activity of salt-lyophilized enzymes in organic media.
PubMed:Characterization of interaction between bergenin and human serum albumin in membrane mimetic environments.
PubMed:[Kinetics study on intestinal absorption of bergenin in rats].
PubMed:Studies on the chemical constituents and anticancer activity of Saxifraga stolonifera (L) Meeb.
PubMed:Separation and evaluation of free radical-scavenging activity of phenol components of green, brown, and black leaves of Bergenia crassifolia by using HPTLC-DPPH* method.
PubMed:Antioxidant activity of Caesalpinia digyna root.
PubMed:[Content determination of bergenin in Ardisia pusilla by HPLC].
PubMed:Electrochemical study of bergenin on a poly(4-(2-pyridylazo)-resorcinol) modified glassy carbon electrode and its determination in tablets and urine.
PubMed:Determination of bergenin in rat plasma by high-performance liquid chromatography.
PubMed:Immunomodulatory effect of bergenin and norbergenin against adjuvant-induced arthritis--a flow cytometric study.
PubMed:Pharmacognostical and physicochemical characteristics of roots of lesser known medicinal plant caesalpinia digyna rottl.
PubMed:Chemical constituents and antioxidant activity of Mallotus roxburghianus leaves.
PubMed:Direct solubilization of enzyme aggregates with enhanced activity in nonaqueous media.
PubMed:Effects of Astilbe thunbergii rhizomes on wound healing Part 1. Isolation of promotional effectors from Astilbe thunbergii rhizomes on burn wound healing.
PubMed:Determination and pharmacokinetic study of bergenin in rat plasma by RP-HPLC method.
PubMed:Three new flavonol glycosides from the aerial parts of Rodgersia podophylla.
PubMed:In vitro anti-HCV activities of Saxifraga melanocentra and its related polyphenolic compounds.
PubMed:Anti-platelet aggregating and anti-oxidative activities of 11-O-(4'-O-methylgalloyl)-bergenin, a new compound isolated from Crassula cv. 'Himaturi'.
PubMed:A carbon-carbon-coupled dimeric bergenin derivative biotransformed by Pleurotus ostreatus.
PubMed:Evaluation of selected South African medicinal plants for inhibitory properties against human immunodeficiency virus type 1 reverse transcriptase and integrase.
PubMed:PTP1B inhibitors from Ardisia japonica.
PubMed:The genus Ardisia: a novel source of health-promoting compounds and phytopharmaceuticals.
PubMed:[Study on constituents in rhizome of Astilbe chinensis].
PubMed:Trypanocidal activity of bergenin, the major constituent of Flueggea virosa, on Trypanosoma brucei.
PubMed:Bergenin monohydrate from the rhizomae of Astilbe chinensis.
PubMed:A new anti-inflammatory glucoside from Ficus racemosa L.
PubMed:Antitumor effect of stilbenoids from Vateria indica against allografted sarcoma S-180 in animal model.
PubMed:The influence of Sacoglottis gabonensis stem bark extract and its isolate bergenin, Nigerian alcoholic beverage additives, on the metabolic and haematological side effects of 2,4-dinitrophenyl hydrazine-induced tissue damage.
PubMed:In vitro inhibitory effects of bergenin and norbergenin on bovine adrenal tyrosine hydroxylase.
PubMed:[Advances in the study of Bergenia plants].
PubMed:[Studies on the chemical constituents in radix Astilbes chinensis].
PubMed:Synthesis and neuroprotective activity of bergenin derivatives with antioxidant activity.
PubMed:Ardisiphenols and other antioxidant principles from the fruits of Ardisia colorata.
PubMed:Short total synthesis of 8,10-di-O-methylbergenin.
PubMed:Bergenin is the antiarrhythmic principle of Fluggea virosa.
PubMed:Effects of bergenin, the major constituent of Mallotus japonicus against D-galactosamine-induced hepatotoxicity in rats.
PubMed:Hopeafuran and a C-glucosyl resveratrol isolated from stem wood of Hopea utilis.
PubMed:Protective effects of acetylbergenin against carbon tetrachloride-induced hepatotoxicity in rats.
PubMed:[Bergenia crassifolia (L.) Fritsch in vitro].
PubMed:Simultaneous determination of bergenin and gallic acid in Bergenia ligulata wall by high-performance thin-layer chromatography.
PubMed:Effects of acetylbergenin against D -galactosamine-induced hepatotoxicity in rats.
PubMed:Hepatoprotective effects of bergenin, a major constituent of Mallotus japonicus, on carbon tetrachloride-intoxicated rats.
PubMed:Host-mediated anticancer activities of tannins.
PubMed:Protective effects of bergenin, the major constituent of Mallotus japonicus, on D-galactosamine-intoxicated rat hepatocytes.
PubMed:Antihepatotoxic activity of bergenin, the major constituent of Mallotus japonicus, on carbon tetrachloride-intoxicated hepatocytes.
PubMed:Biocatalytic combinatorial synthesis.
PubMed:The evolution of biotransformation technologies.
PubMed:Norepinephrine-augmenting lipolytic effectors from Astilbe thunbergii rhizomes.
PubMed:Combinatorial biocatalysis: a natural approach to drug discovery.
PubMed:Dammarane Triterpenes from the Leaves of Securinega melanthesoides
PubMed:Antiulcer activity of naturally occurring pyrano-coumarin and isocoumarins and their effect on prostanoid synthesis using human colonic mucosa.
PubMed:Constituents of Ardisia japonica and their in vitro anti-HIV activity.
PubMed:Antihepatotoxic C-glycosylflavones from the leaves of Allophyllus edulis var. edulis and gracilis.
PubMed:[Chemical constituents of Tibetan medicinal herb Rhodiola kirilowii (Reg.) Reg].
PubMed:The structure of bergenin.
PubMed:[Quantitative analysis of bergenin in herba Ardisia japonica Bl by TLC-densitometric method].
PubMed:Synthesis of C-glycosylarenes by way of internal reactions of benzylated and benzoylated carbohydrate derivatives.
PubMed:[Studies on the chemical constituents of Ardisia crenata Sims].
PubMed:Isolation of Bergenin from Barks of Syzygium cumini.
PubMed:[The chemical constituents of Ardisia crenata Sims].
PubMed:[HPLC determination of bergenin in Astilbe chinensis (Maxim.) Franch. et Sav. and Bergenia purpurascens (Hook. F. et Thoms.) Engl].
PubMed:[The identification and total synthesis of aichasu, an antitussive agent (author's transl)].
PubMed:Effects of bergenin on experimental ulcers--prevention of stress induced ulcers in rats.
PubMed:[Bergenin. 1. Antiulcerogenic activities of bergenin].
 
Notes:
None found
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