baicalin
5,6,7-trihydroxyflavone 7-O-b-D-glucuronide
 
Notes:
chemical component of chinese medicinal herb huang-chin (scutellaria baicalensis).
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(2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid (Click)
CAS Number: 21967-41-9Picture of molecule
FDA UNII: 347Q89U4M5
Nikkaji Web: J94.473D
Beilstein Number: 070480
MDL: MFCD00134418
XlogP3-AA: 1.10 (est)
Molecular Weight: 446.36566000
Formula: C21 H18 O11
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: antioxidants, skin conditioning
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
IBM Patents: Obtain
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 836.62 °C. @ 760.00 mm Hg (est)
Flash Point: 567.00 °F. TCC ( 297.20 °C. ) (est)
logP (o/w): 1.431 (est)
Soluble in:
 water, 907 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antioxidants
skin conditioning
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Suppliers:
Carbosynth
For experimental / research use only.
Baicalin 7-b-D-glucuronide
Changsha Organic Herb
Skullcap Extract
Coompo
For experimental / research use only.
Baicalin from Plants ≥98%
Odor: characteristic
Use: Diuretic Baicalin is a known prolyl endopeptidase inhibitor, induces apoptosis in pancreatic cancer cells, and affects the GABA receptors. Baicalin could control TH17 cell differentiation and might be a promising therapeutic agent for the treatment of TH17 cells-mediated inflammatory diseases.
ExtraSynthese
For experimental / research use only.
Baicalin (HPLC) ≥99%
Santa Cruz Biotechnology
For experimental / research use only.
Baicalin
Sigma-Aldrich: Aldrich
For experimental / research use only.
Baicalin 95%
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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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: antioxidants, skin conditioning
Recommendation for baicalin usage levels up to:
 not for fragrance use.
 
Recommendation for baicalin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 64982
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Chemidplus: 0021967419
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References:
 (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 64982
Pubchem (sid): 135022168
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (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): C10025
HMDB (The Human Metabolome Database): HMDB41832
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: 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
 skullcap baikal skullcap
Search Trop  Picture
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Synonyms:
 baicalein-7-D-glucuronide
4H-1-benzopyran-4-one, 7-(β-D-glucopyranuronosyloxy)-5,6-dihydroxy-2-phenyl-
5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl β-D-glucopyranosiduronic acid
(2S,3S,4S,5R,6S)-6-((5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
(2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
5,6,7-trihydroxyflavone 7-O-b-D-glucuronide
5,6,7-trihydroxyflavone-7-O-b-D-glucopyranosideuronic acid
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Articles:
PubMed: Novel pharmacokinetic studies of the Chinese formula Huang-Lian-Jie-Du-Tang in MCAO rats.
PubMed: [Effect of different developmental stage on plant growth and active compounds in Scutellaria baicalensis].
PubMed: Baicalin, a component of Scutellaria baicalensis, alleviates anorexia and inhibits skeletal muscle atrophy in experimental cancer cachexia.
PubMed: Baicalin inhibits the lethality of ricin in mice by inducing protein oligomerization.
PubMed: Baicalin Inhibits the Lethality of Shiga-Like Toxin 2 in Mice.
PubMed: The effect of baicalin in a mouse model of retinopathy of prematurity.
PubMed: Nanoemulsion improves the oral bioavailability of baicalin in rats: in vitro and in vivo evaluation.
PubMed: Purification and antioxidant activities of baicalin isolated from the root of huangqin (Scutellaria baicalensis gcorsi).
PubMed: Inhibitory effect of baicalin and baicalein on ovarian cancer cells.
PubMed: The role of intestinal microflora in anti-inflammatory effect of baicalin in mice.
PubMed: Ferric citrate CYP2E1-independently promotes alcohol-induced apoptosis in HepG2 cells via oxidative/nitrative stress which is attenuated by pretreatment with baicalin.
PubMed: Baicalin, a flavone, induces the differentiation of cultured osteoblasts: an action via the Wnt/beta-catenin signaling pathway.
PubMed: Rapid magnetic solid-phase extraction for the selective determination of isoflavones in soymilk using baicalin-functionalized magnetic nanoparticles.
PubMed: Variation of pathways and network profiles reveals the differential pharmacological mechanisms of each effective component to treat middle cerebral artery ischemia-reperfusion mice.
PubMed: Spectroscopic investigation on the food components-drug interaction: the influence of flavonoids on the affinity of nifedipine to human serum albumin.
PubMed: Baicalin reduces mitochondrial damage in streptozotocin-induced diabetic Wistar rats.
PubMed: Baicalin improves antioxidant status of streptozotocin-induced diabetic Wistar rats.
PubMed: Baicalin in radical scavenging and its synergistic effect with beta-carotene in antilipoxidation.
PubMed: A Scutellaria baicalensis radix water extract inhibits morphine-induced conditioned place preference.
PubMed: Baicalin promoted the repair of DNA single strand breakage caused by H2O2 in cultured NIH3T3 fibroblasts.
PubMed: Antihyperglycemic effect of the traditional Chinese scutellaria-coptis herb couple and its main components in streptozotocin-induced diabetic rats.
PubMed: Acute liver injury due to flavocoxid (Limbrel), a medical food for osteoarthritis: a case series.
PubMed: Effects of scutellariae radix extract and its components (baicalein, baicalin, and wogonin) on the experimental elevation of aqueous flare in pigmented rabbits.
PubMed: Baicalin induces differential expression of cytochrome C oxidase in human lung H441 cell.
PubMed: Antidepressant-like effects of Xiaochaihutang in a rat model of chronic unpredictable mild stress.
PubMed: Effects of Sho-saiko-to extract and its components, Baicalin, baicalein, glycyrrhizin and glycyrrhetic acid, on pharmacokinetic behavior of salicylamide in carbon tetrachloride intoxicated rats.
PubMed: Biotransformation of ginsenoside Rb1, crocin, amygdalin, geniposide, puerarin, ginsenoside Re, hesperidin, poncirin, glycyrrhizin, and baicalin by human fecal microflora and its relation to cytotoxicity against tumor cells.
PubMed: Identification of a nitric oxide generation-stimulative principle in Scutellariae radix.
PubMed: Flavocoxid, dual inhibitor of cyclooxygenase-2 and 5-lipoxygenase, exhibits neuroprotection in rat model of ischaemic stroke.
PubMed: Variations in target gene expression and pathway profiles in the mouse hippocampus following treatment with different effective compounds for ischemia-reperfusion injury.
PubMed: Bioconversion of flavones during fermentation in milk containing Scutellaria baicalensis extract by Lactobacillus brevis.
PubMed: HPLC and chemometrics for the quality consistency evaluation of Shuanghuanglian injection.
PubMed: Subacute toxicity and stability of Soshiho-tang, a traditional herbal formula, in Sprague-Dawley rats.
PubMed: Selecting bioactive phenolic compounds as potential agents to inhibit proliferation and VEGF expression in human ovarian cancer cells.
PubMed: Wnt signaling in liver fibrosis: progress, challenges and potential directions.
PubMed: Study of the chemical composition and antimicrobial activities of ethanolic extracts from roots of Scutellaria baicalensis Georgi.
PubMed: Skullcap (Scutellaria baicalensis) extract and its active compound, wogonin, inhibit ovalbumin-induced Th2-mediated response.
PubMed: Stabilization of anthocyanin and skullcap flavone complexes--investigations with computer simulation and experimental methods.
PubMed: 90-day oral toxicity study of UP446, a combination of defined extracts of Scutellaria baicalensis and Acacia catechu, in rats.
PubMed: Potent Inhibitory effect of flavonoids in Scutellaria baicalensis on amyloid beta protein-induced neurotoxicity.
PubMed: Anti-inflammatory effect of Sosihotang via inhibition of nuclear factor-κB and mitogen-activated protein kinases signaling pathways in lipopolysaccharide-stimulated RAW 264.7 macrophage cells.
PubMed: Screening and quantitative analysis of antioxidants in the fruits of Livistona chinensis R. Br using HPLC-DAD-ESI/MS coupled with pre-column DPPH assay.
PubMed: Rapid in vivo screening system for anti-oxidant activity using bacterial redox sensor strains.
PubMed: An enhanced preparation and purification of the major antioxidants baicalein and wogonin from Scutellariae radix.
PubMed: [Intestinal absorption and secretion mechanism of carboxylate drugs].
PubMed: Evaluation of antioxidant and inhibitory activities for different subclasses flavonoids on enzymes for rheumatoid arthritis.
PubMed: Comparison of the major flavonoid content of S. baicalensis, S. lateriflora, and their commercial products.
PubMed: Effects of Sho-saiko-to extract on liver fibrosis in relation to the changes in hydroxyproline and retinoid levels of the liver in rats.
PubMed: Effect of Sho-saiko-to extract on HGF and TGF-beta levels of intraorgans in liver-injured rats after partial hepatectomy.
PubMed: Thermodynamic versus kinetic control of antioxidant synergism between β-carotene and (iso)flavonoids and their glycosides in liposomes.
PubMed: Multiple compounds determination and fingerprint analysis of Lidanpaishi tablet and keli by high-performance liquid chromatography.
PubMed: A medicinal extract of Scutellaria baicalensis and Acacia catechu acts as a dual inhibitor of cyclooxygenase and 5-lipoxygenase to reduce inflammation.
PubMed: Glycosylation of dietary flavonoids decreases the affinities for plasma protein.
PubMed: Development of the chromatographic fingerprint of herbal preparations Shuang-Huang-Lian oral liquid.
PubMed: Wogonin suppresses TNF-alpha-induced MMP-9 expression by blocking the NF-kappaB activation via MAPK signaling pathways in human aortic smooth muscle cells.
PubMed: Ultrasound-assisted extraction methodology as a tool to improve the antioxidant properties of herbal drug Xiao-chia-hu-tang.
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