Baicalin | CAS#21967-41-9 | MedKoo Biosciences

MedKoo Cat#: 600115 | Name: Baicalin

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Baicalin is a flavone, a type of flavonoid. It is found in several species in the genus Scutellaria, including Scutellaria lateriflora (blue skullcap). There are 10 mg/g baicalin in Scutellaria galericulata (common skullcap) leaves. Baicalin is the glucuronide of baicalein. It is a component of Chinese medicinal herb Huang-chin (Scutellaria baicalensis) and one of the chemical ingredients of Sho-Saiko-To, an herbal supplement. Baicalin is a known prolyl endopeptidase inhibitor, induces apoptosis in pancreatic cancer cells, and affects the GABA receptors.

Chemical Structure

Baicalin

CAS#21967-41-9

Theoretical Analysis

MedKoo Cat#: 600115

Name: Baicalin

CAS#: 21967-41-9

Chemical Formula: C21H18O11

Exact Mass: 446.0849

Molecular Weight: 446.36

Elemental Analysis: C, 56.51; H, 4.06; O, 39.43p

Price and Availability

Size	Price	Availability
1g	USD 250.00	2 Weeks
5g	USD 550.00	2 Weeks
10g	USD 850.00	2 Weeks
25g	USD 1,450.00	2 Weeks

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Synonym

IUPAC/Chemical Name

(2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenyl-chromen-7-yl)oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

InChi Key

IKIIZLYTISPENI-ZFORQUDYSA-N

InChi Code

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

SMILES Code

O=C([C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](OC2=CC3=C(C(O)=C2O)C(C=C(C4=CC=CC=C4)O3)=O)O1)O

Appearance

Solid powder

Purity

>95% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO.

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Baicalin is a flavonoid glycoside which reduces the expression of NF-κB.

In vitro activity:

Baicalin mitigated H9c2 cell viability reduction and apoptosis aroused by hypoxia. Moreover, HIF1α/BNIP3 pathway was further activated by baicalin in hypoxia-exposed H9c2 cells. Silencing HIF1α lowered the functions of baicalin on hypoxia-exposed H9c2 cells. Besides, baicalin enhanced hypoxia-caused activation of Nrf2/HO-1 pathway. Activation of Nrf2/HO-1 pathway was associated with the up-regulation of HIF1α and protective functions of baicalin on hypoxia-exposed H9c2 cells. These results demonstrate that baicalin relieved cardiomyocytes H9c2 apoptosis aroused by hypoxia might be achieved through activating Nrf2/HO-1-mediated HIF1α/BNIP3 pathway. Reference: Artif Cells Nanomed Biotechnol. 2019 Dec;47(1):3657-3663. https://www.tandfonline.com/doi/full/10.1080/21691401.2019.1657879

In vivo activity:

The administration of baicalin (especially 60 mg/kg) dramatically ameliorated chronic unpredictable mind stress-induced (CUMS) depressive-like symptoms in mice; substantially decreased the levels of interleukin-1 beta (IL-1β), interleukin-6 (IL-6), and tumor necrosis factor alpha (TNF-α) in the hippocampus; and significantly decreased the expression of TLR4. The activation of TLR4 by the LPS triggered neuroinflammation and evoked depressive-like behaviors in mice, which were also alleviated by the treatment with baicalin (60 mg/kg). Furthermore, the application of baicalin significantly increased the phosphorylation of phosphatidylinositol 3-kinase (PI3K), protein kinase B (AKT), and FoxO1. The application of baicalin also promoted FoxO1 nuclear exclusion and contributed to the inhibition of the FoxO1 transactivation potential, which led to the downregulation of the expression of TLR4 in CUMS mice or LPS-treated BV2 cells and primary microglia cells. Collectively, these results demonstrate that baicalin ameliorated neuroinflammation-induced depressive-like behaviors through the inhibition of TLR4 expression via the PI3K/AKT/FoxO1 pathway. Reference: J Neuroinflammation. 2019 May 8;16(1):95. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6507025/

	Solvent	mg/mL	mM
Solubility
	DMSO	64.7	144.88
	DMF	10.0	22.40
	PBS (pH 7.2)	1.0	2.24

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 446.36 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Yu H, Chen B, Ren Q. Baicalin relieves hypoxia-aroused H9c2 cell apoptosis by activating Nrf2/HO-1-mediated HIF1α/BNIP3 pathway. Artif Cells Nanomed Biotechnol. 2019 Dec;47(1):3657-3663. doi: 10.1080/21691401.2019.1657879. PMID: 31478766. 2. Zhao H, Li C, Li L, Liu J, Gao Y, Mu K, Chen D, Lu A, Ren Y, Li Z. Baicalin alleviates bleomycin‑induced pulmonary fibrosis and fibroblast proliferation in rats via the PI3K/AKT signaling pathway. Mol Med Rep. 2020 Jun;21(6):2321-2334. doi: 10.3892/mmr.2020.11046. Epub 2020 Apr 1. PMID: 32323806; PMCID: PMC7185294. 3. Guo LT, Wang SQ, Su J, Xu LX, Ji ZY, Zhang RY, Zhao QW, Ma ZQ, Deng XY, Ma SP. Baicalin ameliorates neuroinflammation-induced depressive-like behavior through inhibition of toll-like receptor 4 expression via the PI3K/AKT/FoxO1 pathway. J Neuroinflammation. 2019 May 8;16(1):95. doi: 10.1186/s12974-019-1474-8. PMID: 31068207; PMCID: PMC6507025.

In vitro protocol:

In vivo protocol:

1. Guo LT, Wang SQ, Su J, Xu LX, Ji ZY, Zhang RY, Zhao QW, Ma ZQ, Deng XY, Ma SP. Baicalin ameliorates neuroinflammation-induced depressive-like behavior through inhibition of toll-like receptor 4 expression via the PI3K/AKT/FoxO1 pathway. J Neuroinflammation. 2019 May 8;16(1):95. doi: 10.1186/s12974-019-1474-8. PMID: 31068207; PMCID: PMC6507025. 2. Zhao H, Li C, Li L, Liu J, Gao Y, Mu K, Chen D, Lu A, Ren Y, Li Z. Baicalin alleviates bleomycin‑induced pulmonary fibrosis and fibroblast proliferation in rats via the PI3K/AKT signaling pathway. Mol Med Rep. 2020 Jun;21(6):2321-2334. doi: 10.3892/mmr.2020.11046. Epub 2020 Apr 1. PMID: 32323806; PMCID: PMC7185294.

1: Chai YS, Lei F, Xing DM, Ding Y, Du LJ. [Effect of baicalin on pattern recognition receptor TLR2/4-NOD2 and its significance of druggability]. Zhongguo Zhong Yao Za Zhi. 2013 Aug;38(16):2639-44. Review. Chinese. PubMed PMID: 24228579. 2: Sahebkar A. Baicalin as a potentially promising drug for the management of sulfur mustard induced cutaneous complications: a review of molecular mechanisms. Cutan Ocul Toxicol. 2012 Sep;31(3):226-34. doi: 10.3109/15569527.2011.633950. Epub 2011 Nov 22. Review. PubMed PMID: 22107027. 3: Srinivas NR. Baicalin, an emerging multi-therapeutic agent: pharmacodynamics, pharmacokinetics, and considerations from drug development perspectives. Xenobiotica. 2010 May;40(5):357-67. doi: 10.3109/00498251003663724. Review. PubMed PMID: 20230189. 4: Li-Weber M. New therapeutic aspects of flavones: the anticancer properties of Scutellaria and its main active constituents Wogonin, Baicalein and Baicalin. Cancer Treat Rev. 2009 Feb;35(1):57-68. doi: 10.1016/j.ctrv.2008.09.005. Epub 2008 Nov 11. Review. PubMed PMID: 19004559. 5: Zhu Y. [The study on baicalin in China]. Zhongguo Zhong Xi Yi Jie He Za Zhi. 1993 Sep;13(9):567-9. Review. Chinese. PubMed PMID: 8111218.