CAS Number21967-41-9
Synonyms5,6-Dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl β-D-Glucopyranosiduronic Acid; Acide α-D-glucopyranosiduronique de 5,6-dihydroxy-4-oxo-2-phényl-4H-chromén-7-yle; BAICALIN; Baicaloside; 5,6-Dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl a-D-glucopyranosiduronic acid; Baicailin; MFCD00149302; Baicalein 7-O-β-D-glucuronide; Bassora; Radix; baicalein 7-O-glucuronide; 5,6-Dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl α-D-glucopyranosiduronic acid
Molecular FormulaC21H18O11
Molecular Weight446.36
Purity95%
Density1.7±0.1 g/cm3
Boiling Point836.6±65.0 °C at 760 mmHg
Melting Point202-205 °C (dec.) (lit.)
Appearancesolid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 21967-41-9 |
| Catalog No. | 2A-9009295 |
| Chinese Name | 黄芩苷 |
| Synonyms | 5,6-Dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl β-D-Glucopyranosiduronic Acid; Acide α-D-glucopyranosiduronique de 5,6-dihydroxy-4-oxo-2-phényl-4H-chromén-7-yle; BAICALIN; Baicaloside; 5,6-Dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl a-D-glucopyranosiduronic acid; Baicailin; MFCD00149302; Baicalein 7-O-β-D-glucuronide; Bassora; Radix; baicalein 7-O-glucuronide; 5,6-Dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl α-D-glucopyranosiduronic acid |
| Molecular Formula | C21H18O11 |
| Molecular Weight | 446.36 |
| Purity | 95 |
| Density | 1.7±0.1 g/cm3 |
| Boiling Point | 836.6±65.0 °C at 760 mmHg |
| Melting Point | 202-205 °C (dec.) (lit.) |
| Appearance | solid |
| Storage Condition | Keep sealed. |
| Application | Baicalin is a flavonoid glycoside isolated from Scutellaria baicalensis. Baicalin reduces NF-κB expression. |
| PubChem ID | 24880654 |
| MDL Number | MFCD00134418 |
| SMILES | O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)Oc2cc3OC(=CC(=O)c3c(O)c2O)c4ccccc4 |
| InChI | 1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1 |
| InChI Key | IKIIZLYTISPENI-ZFORQUDYSA-N |
| NACRES Code | NA.22 |
| UNSPSC | 12352201 |
| Hazard Symbols | Transport |
| MSDS | msds/9295_1_21967_41_9.pdf |
| Bioactivity | Baicalin is a flavonoid glycoside isolated from Scutellaria baicalensis. Baicalin reduces the expression of NF-κB. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> NF-κB >> NF-κB Natural Products >> Flavonoids Research Areas >> Inflammation/Immunology Target NF-κB Autophagy In Vitro Baicalin protects against ischemia-reperfusion injury (IRI) by altering the production of various mediators, including reactive oxygen species (ROS), Toll-like receptor (TLR)2 and TLR4, NF-κB, Bax, and Bcl-2. Baicalin treatment inhibits the increased expression of the proinflammatory cytokines TLR2/4, MyD88, p-NF-κB, and p- IκB, as well as increase the expression of IκB protein, an NF-κB inhibitor, with the degree of inhibition positively related to the dosage of Baicalin[1]. Cell viability is determined by MTT assay. Compared with control cells, cell viability is significantly decreased in SH-SY5Y cells treated with thrombin. Pre-treatment with Baicalin (5, 10, 20 μM) increases cell viability in a dose-dependent manner compared with cells treated thrombin alone[2]. In Vivo Baicalin pretreatment dose-dependently protects against a loss of renal function, with the two higher doses (10 and 100 mg/kg) significantly decreasing Scr and blood urea nitrogen (BUN) concentrations. Tissue injury, as assessed using a 0-3 point scoring system, is lower for the Baicalin treated groups than for the ischemia-reperfusion (IR)+saline group. Compared with the sham group, malondialdehyde (MDA) content is only slightly up-regulated and the SOD activity is only slightly down-regulated in rats treated with 10 and 100 mg/kg Baicalin, indicating that Baicalin abrogates the increase in oxidative stress following reperfusion[1]. Cell Assay SH-SY5Y cell lines are cultured in RPMI-1640 medium supplemented with 15% fetal bovine serum at 37°C in an air atmosphere containing 95% air and 5% CO2 with a saturated humidity. Upon a confluence of 60~70%, the SH-SY5Y cells are divided into: (i) control group, incubated in RPMI-1640 medium; (ii) thrombin group, which is subject to thrombin induction (40 U/L) for 6 h based on our pre-experiment; and (iii) Baicalin groups, which are treated by Baicalin (5 μM, 10 μM, or 20 μM) for 2 h before induction of thrombin. Cell viability is measured using MTT assay. Briefly, 15 μL of the MTT solution (5 mg/mL) is added to each well and incubated for 4 h at 37°C. After removing the supernatant, 80 μL DMSO are added into each well. The absorbance is measured at 492 nm using a microplate reader. All experiments are performed in triplicate[2]. Animal Admin Rats[1] Male Wistar rats weighing 200-250 g are used. Rats are randomly divided into five groups of six rats each: (i) sham group; (ii) IR+saline group; (iii) IR+Baicalin (1 mg/kg) group; (iv) IR+Baicalin (10 mg/kg) group; and (v) IR+Baicalin (100 mg/kg) group. Renal IRI is induced by clamping the left renal artery for 45 min plus a right nephrectomy. Rats are anesthetized through an intraperitoneal injection of pentobarbital sodium (40 mg/kg body weight). After a median abdominal incision, the left renal arteries are clamped for 45 min with serrefine. After clamp removal, adequate restoration of blood flow is checked before abdominal closure. The right kidney is then removed. Sham-operated animals underwent the same surgical procedure without clamping[1]. References [1]. Lin M, et al. The protective effect of Baicalin against renal ischemia-reperfusion injury through inhibition of inflammation and apoptosis. BMC Complement Altern Med. 2014 Jan 13;14:19. [2]. Ju XN, et al. Baicalin protects against thrombin induced cell injury in SH-SY5Y cells. Int J Clin Exp Pathol. 2015 Nov 1;8(11):14021-7. Chemical & Physical Properties Density 1.7±0.1 g/cm3 Boiling Point 836.6±65.0 °C at 760 mmHg Melting Point 202-205 ºC Molecular Formula C21H18O11 Molecular Weight 446.361 Flash Point 297.2±27.8 °C Exact Mass 446.084900 PSA 187.12000 LogP 0.31 Vapour Pressure 0.0±3.2 mmHg at 25°C Index of Refraction 1.740 InChIKey IKIIZLYTISPENI-ZFORQUDYSA-N SMILES O=C(O)C1OC(Oc2cc3oc(-c4ccccc4)cc(=O)c3c(O)c2O)C(O)C(O)C1O |
| Use of | Baicalin is a flavonoid glycoside isolated from Scutellaria baicalensis. Baicalin reduces the expression of NF-κB. Properties Articles78 Name Baicalin Synonym More Synonyms Baicalin Biological Activity Description Baicalin is a flavonoid glycoside isolated from Scutellaria baicalensis. Baicalin reduces the expression of NF-κB. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> NF-κB >> NF-κB Natural Products >> Flavonoids Research Areas >> Inflammation/Immunology References [1]. Lin M, et al. The protective effect of Baicalin against renal ischemia-reperfusion injury through inhibition of inflammation and apoptosis. BMC Complement Altern Med. 2014 Jan 13;14:19. [2]. Ju XN, et al. Baicalin protects against thrombin induced cell injury in SH-SY5Y cells. Int J Clin Exp Pathol. 2015 Nov 1;8(11):14021-7. Chemical & Physical Properties Molecular Formula C21H18O11 Exact Mass 446.084900 PSA 187.12000 Index of Refraction 1.740 InChIKey IKIIZLYTISPENI-ZFORQUDYSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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