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ChemicalBook >> CAS DataBase List >>Baicalin

Baicalin

CAS No.
21967-41-9
Chemical Name:
Baicalin
Synonyms
herpetrione;Radix;5,6-Dihydroxy-4-oxygen-2-phenyl-4H-1-benzopyran-7-beta-D-glucopyranose acid;BAICALIN HYDRATE;Baicalein 7-O-glucuronide;Baicalein 7-O-β-D-glucuronide;Bassora;Baicalin;Baicailin;Huang qin
CBNumber:
CB3111176
Molecular Formula:
C21H18O11
Molecular Weight:
446.36
MDL Number:
MFCD00149302
MOL File:
21967-41-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 00:55:33
Product description Number Pack Size Price
Baicalin European Pharmacopoeia (EP) Reference Standard Y0001273 20 mg $254
Baicalin phyproof? Reference Substance PHL89322 10MG $361
Baicalin 95% 572667 1g $229
Baicalin European Pharmacopoeia (EP) Reference Standard Y0001273 y0001273 $220
Baicalin >90.0%(T) B2835 25g $68
More product size

Baicalin Properties

Melting point 202-205 °C (dec.) (lit.)
alpha -85 º (c=1, DMSO)
Boiling point 836.6±65.0 °C(Predicted)
Density 1.737±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form solid
pka 2.72±0.70(Predicted)
color Pale Yellow to Yellow
optical activity [α]20/D 85°, c = 1 in DMSO
Stability Hygroscopic
Cosmetics Ingredients Functions SKIN CONDITIONING
ANTIOXIDANT
InChIKey IKIIZLYTISPENI-ZFORQUDYSA-N
SMILES OC1C(=C(O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)O)C=C2OC(C3C=CC=CC=3)=CC(=O)C=12)O |&1:5,6,7,9,11,r|
LogP 1.431 (est)
CAS DataBase Reference 21967-41-9(CAS DataBase Reference)
EWG's Food Scores 4
FDA UNII 347Q89U4M5
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  LZ5776910
HS Code  29329990
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
NFPA 704
0
2 0

Baicalin price More Price(98)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001273 Baicalin European Pharmacopoeia (EP) Reference Standard 21967-41-9 20 mg $254 2026-04-30 Buy
Sigma-Aldrich PHL89322 Baicalin phyproof? Reference Substance 21967-41-9 10MG $361 2026-04-30 Buy
Sigma-Aldrich 572667 Baicalin 95% 21967-41-9 1g $229 2026-04-30 Buy
Sigma-Aldrich Y0001273 Baicalin European Pharmacopoeia (EP) Reference Standard 21967-41-9 y0001273 $220 2024-03-01 Buy
TCI Chemical B2835 Baicalin >90.0%(T) 21967-41-9 25g $68 2026-04-30 Buy
Product number Packaging Price Buy
Y0001273 20 mg $254 Buy
PHL89322 10MG $361 Buy
572667 1g $229 Buy
Y0001273 y0001273 $220 Buy
B2835 25g $68 Buy

Baicalin Chemical Properties,Uses,Production

Description

Baicalin, the active compound of the Blue Skullcap, is a type of flavonoid.
Baicalin exhibits anti-inflammatory, anti-tumor, anti-angiogenic, anti-oxidant, anti-apoptotic, anti-viral, and antibacterial properties. It could be used for the treatment of autoimmune diseases and several cancers (hepatitis B virus (HBV)-infected liver cancer,  hepatic cancer, cervical cancer, etc.). It can be used to treat against dengue virus. It is used in preparation of the drug for treating and rescuing ricin poisoning. Due to its anti-apoptotic effect which can protect PC-12 cells from oxidative stress, baicalin can be used for reducing stress and helping to promote healthy sleep cycles.

References

[1] Ehsan Moghaddam, Boon-Teong Teoh, Sing-Sin Sam, Rafidah Lani, Pouya Hassandarvish, Zamri Chik, Andrew Yueh, Sazaly Abubakar, Keivan Zandi (2014) Baicalin, a metabolite of baicalein with antiviral activity against dengue virus, Scientific Reports, 4, 5452
[2] Yuan Zhang, Xing Li, Bogoljub Ciric, Cun-Gen Ma, Bruno Gran, Abdolmohamad Rostami, Guang-Xian Zhang (2015) Therapeutic effect of baicalin on experimental autoimmune encephalomyelitis is mediated by SOCS3 regulatory pathway, Scientific Reports, 5, 17407
[3] Patent US 20160361334 A1: Application of baicalin in preparation of drug for treating ricin poisoning

Description

Baicalin is one of the main active ingredients obtained from the roots of huang qin (Scutellaria baicalensis Georgi). The Pharmacopoeia of the People’s Republic of China (2015) stipulates that the content of baicalin in radix scutellariae with dry goods shall not be less than 9.0%. The medicinal radix scutellariae distribution in China are now Yunnan radix scutellariae (S. amoena C.H. Wright), sticky hairs radix scutellariae (S. viscidula Bunge), Gansu radix scutellariae (S. rehderiana Diels), Lijiang radix scutellariae (S. likiangensis Diels), Sichuan radix scutellariae (S. hypericifolia Lev l.), radix scutellariae (S. tenax W.W. Smith var. patentipilosa G. Y. Wu), etc., which contain a certain amount of baicalin. Radix scutellariae medicinal has a long history in China. Listed as goods in Shen Nong’s Classic of Materia Medica, it has been used clinically to treat diseases with symptoms such as “heat jaundice, intestinal dysentery, edema, amenorrhea, malignant sore, and scleritis” for about 2000 years. Scutellaria is recorded in the Pharmacopoeia of the People’s Republic of China to have the effects of “clear heat and wet, purging fire to detoxify, stop bleeding and tocolysis.” It is one of the commonly used traditional Chinese herbs, which is clinically used alone or with other Chinese medicine compatibility for the treatment of respiratory infections, acute dysentery, viral hepatitis, allergic disease and gynecological disease, and so on.

Description

Baicalin is a flavonoid that has been found in S. baicalensis and has diverse biological activities. It reduces myocardial apoptosis and increases cardiac microvessel levels of endothelial nitric oxide synthase (eNOS) in a rat model of ischemia-reperfusion injury when administered at doses of 30 and 100 mg/kg. Baicalin (50 and 80 mg/kg) increases the number of intratumor CD8+ T cells and reduces tumor volume in an H22 murine hepatocellular carcinoma model. It reduces LPS-induced cortical production of reactive oxygen species (ROS) and levels of IL-1β and TNF-α in a mouse model of neuroinflammation. Baicalin decreases body weight, increases the number of rats with regular estrous cycles, and ameliorates follicular development in a mouse model of dehydroepiandrosterone-induced polycystic ovary syndrome (PCOS). It also decreases immobility time in the forced swim test in a mouse model of depression induced by chronic mild stress.

Chemical Properties

Light yellow powder

Physical properties

Appearance: light yellow crystalline powder at room temperature. Solubility: insoluble in methanol, ethanol, and acetone; slightly soluble in chloroform and nitrobenzene; almost insoluble in water; soluble in hot acetic acid. Melting point: 202–205°C.

History

The chemical research of the genus Scutellaria began in 1889. Baicalein (scutellarein) is the first flavonoid isolated from Vietnam radix scutellariae (S. altissima) in 1910. In 1922, Shibata Gui Tai and his collaborators isolated and obtained baicalin, baicalein, wogonin, and benzoic acid from Scutellaria baicalensis.
Among the flavonoids in Scutellaria baicalensis, the content of baicalein is the highest. Its official name is baikeli. Baicalin is formed by the combination of baicalein and one molecule of glucuronic acid. Both baicalein and baicalin exist in Scutellaria baicalensis. Studies showed that baicalein could be transferred into baicalin and other metabolites in the blood. However, baicalin by oral is hardly absorbed. Baicalein can be absorbed and also rapidly converted into baicalin.
At present, there are a variety of mature extraction methods for obtaining baicalin and baicalein from Scutellaria baicalensis. Due to the poor water solubility, oral preparation of baicalin is mostly used in clinical practice. Research showed that baicalin had a significant first pass effect, which led to its low bioavailability. Baicalin-metal complexes formed by the combination of baicalin and metal ions were found to enhance bioavailability and increase pharmacological activities. In addition, the preparation of ester-type prednisone was easily hydrolyzed by esterase and could improve the lipid solubility of baicalin.

Uses

diuretic, prolyl endopeptidase inhibitor, antineoplastic

Uses

Baicalin has been used in a study to examine its neuroprotective effect in chronically stressed rats.2

Indications

Baicalin is mainly used for the adjuvant therapy of acute and chronic hepatitis and persistent hepatitis.

Definition

ChEBI: The glycosyloxyflavone which is the 7-O-glucuronide of baicalein.

General Description

Baicalin is a key flavonoid found in the roots of Scutellaria baicalensis. It is known to have different biological activities, such as anti-oxidative, anti-inflammatory, antitumor and anti-apoptotic activities.

Pharmacology

Pharmacological studies showed that both baicalein and baicalin had a variety of pharmacological effects such as antibacterial, antiviral, removal of oxygen free radicals, antioxidant, antipyretic, analgesic, anti-inflammatory, antitumor, cardiovascular protecting, cerebrovascular and neuron protecting, liver protecting, and prevention or treatment of diabetes and its complications
1. Antibacterial and antiviral effects: Scutellaria baicalensis was reported to have growth inhibitory effect on a variety of Gram-negative bacteria, Gram-positive bacteria, and spirochetes, showing a broad antibacterial spectrum. Baicalein was regarded as the main ingredient in Scutellaria baicalensis to play the antibacterial effect. The IC50 of baicalein on Escherichia coli was about 0.29mmol·L1 , and the minimum inhibitory concentration (MICs) of Candida albicans was 264μg·mL1 . The survival time of mice infected with influenza virus was significantly extended by the gastric irrigation of baicalin at a dose of 0.96–1.5g·kg1.
2. Antitumor effect: In vitro and in vivo experimental results showed that both baicalein and baicalin had obvious antitumor activity, and the mechanism involved the inhibition of tumor cell proliferation, invasion and metastasis, induction of tumor cell apoptosis, suppression of neovascularization, and enhanced tumor cell chemotherapy sensitivity. Baicalein was found to inhibit theproliferation of rat bladder cancer MBT-2 cells and induce apoptosis, and its IC50 was 0.43μmol·L1 . In bladder cancer model formed by injection of MBT-2 cells into C3H/HeN nude mice, the formed tumor in mouse given baicalein 0.05– 0.1mg·day1 for ten consecutive days was significantly smaller than that of the control group. A 50–200μmol·L1 baicalein could inhibit the proliferation of human prostate cancer DU2145 and PC3 cells, human umbilical vein endothelial cell proliferation, and the formation of buds and vascular structure in a dosedependent manner. Baicalein could also inhibit human breast cancer cell MDAMB-231 adhesion, metastasis, and invasion, in a dose-dependent manner in the range of 2–50μmol·L1 . Moreover, a dose of 100μg·mL1 could also reverse the resistance of ovarian cancer cell line A2780/ADM.This reversal may be associated with a decrease in P-gp drug efflux and increased intracellular drug concentration
3. Antipyretic, analgesic, and anti-inflammatory effects: Both baicalein and baicalin can play antipyretic, analgesic, and anti-inflammatory effects by interfering with the arachidonic acid metabolism pathway, inhibiting the activity of nuclear factor, and suppressing the secretion and release. In rats, intraperitoneal injection of baicalin at a dose of 4.5mg·kg1 could exert antipyretic effect; the body temperature of the endotoxin-induced fever rabbits was heavily reduced after intravenous administration of baicalin at a dose of 20mg·kg1 ; baicalein at a dose of 20mg·kg1 (iv) could improve the hemodynamics and heart rate and reduce the mortality and the leukocyte infiltration into the liver and lung tissues in endotoxic shock rats (LPS 10mg·kg1 , iv).
4. Scavenging oxygen free radicals and antioxidant effects: Both baicalein and baicalin were found to have strong scavenging effects on hydroxyl radicals, superoxide anion (O2), alkane peroxy radicals, and DPPH free radicals. A 25–100μmol·L1 baicalein can inhibit H2O2-induced RAW264.7 cell apoptosis and diploid formation.
5. Liver protection: Both baicalein and baicalin were found to have protective effect on the liver injured by a variety of causes, and the mechanism was related to their function of antioxidant and inhibition of the secretion of inflammatory mediators. It was found that intraperitoneal injection of baicalin at a dose of 50–200mg·kg1 had protective effect on CCl4-induced acute liver injury mice. Intraperitoneal injection of baicalin at a dose of 70mg·kg1 could improve CCl4- induced chronic liver fibrosis in mice. In addition, gavage of baicalin to mice at a dose of 50–150mg·kg1 significantly reduced the immune liver injury caused by D-GalN and LPS.
6. Treatment or prevention of diabetes and its complications: Baicalein was found to have effects of protecting the islet tissue and improving kidney function and retinopathy in diabetic rats, and the mechanism might ascribe to its function on reducing the inflammatory response and inhibition of oxidative stress injury. Streptozotocin-induced diabetic rats were found to have decreased blood glucose concentration and the improvement of islet tissue damage after gavage of baicalin at a dose of 25–100 mg·kg1 . After gavage of baicalin at a dose of 80–120mg·kg1 for 12weeks, an obvious protective effect on the kidney tissueof diabetic rats was observed. In addition, the administration of baicalein at a dose of 150mg·kg1 day1 was found to ameliorate diabetic retinopathy.
7. Cardiovascular and cerebrovascular protective effects: In vitro experiment results showed that Scutellaria baicalensis had cardiovascular protective effects such as dilating blood vessels, counteracting high blood pressure, protecting heart and endothelial cells, and anti-atherosclerosis. Baicalein did not affect normal blood pressure in rats but could reduce blood pressure in hypertensive rats. Baicalin at concentration of 0.5 and 2μmol·L1 was found to decrease the contractile tension of isolated rat aorta induced by norepinephrine, KCl, and CaCl2, shifting the reaction curve from the left to the right side and reducing the maximal effect. It could also significantly inhibit the norepinephrine-dependent contraction induced by intracellular and outside Ca2+. Baicalein had protective effect on myocardial ischemia and reperfusion injury, and this effect was stronger than baicalin. Intravenous injection of baicalein at a dose of 10mg·kg1 could improve the contraction of myocardium in endotoxic shock rats.
8. Neuroprotective effect: Baicalein had a good neuroprotective effect. It could suppress nerve injury and apoptosis by inhibiting the inflammatory response induced by glial cell, anti-free radicals, and protection of mitochondria. Administration of baicalein at a dose of 200mg·kg1 could relieve 6-OHDAinduced muscle tremor injury in rats. Gavage of baicalein at a dose of 200mg·kg1 could improve the recovery of motor function in Parkinson model mice induced by 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP). Intraperitoneal injection of baicalein at a dose of 30mg·kg1 reduced the neurological deficit score of MCAO model rats, decreasing brain water content and cerebral infarction volume, which indicated that baicalein had a protective effect on the neurological function of rats with focal cerebral ischemia.
9. Other effects: Baicalein and baicalin were also reported to have other pharmacological effects such as enhancing immune function.

Clinical Use

In clinical, baicalin is mainly used as the adjuvant therapy for acute and chronic hepatitis and persistent hepatitis. Baicalin was shown to reduce the expression of hepatitis B surface antigen, e antigen and the core antigen, and inhibited hepatitis B virus DNA replication. Reduced serum alanine aminotransferase level was observed in hepatitis patient treated with baicalin, and other liver function indexes were also found to be improved. No adverse reactions about baicalin have been reported. In addition, baicalin was reported to treat early diabetic nephropathy and alleviate the symptoms of diabetic neuropathy
As one of the antimicrobial components of Scutellaria baicalensis, eye drops containing 3% baicalin are used clinically in the treatment of trachoma, with the similar curative effect as rifampicin.
Moreover, baicalein is used clinically for the treatment of enteritis and dysentery.

Enzyme inhibitor

This baicalein glucuronide (FW = 446.36 g/mol; CAS 21967-41-9), also known as 5,6-dihydroxy-4-oxygen-2-phenyl-4H-1-benzopyran-7-b-D glucopyranose acid, is a flavone prodrug found in the Chinese medicinal herb Huang-chin (Scutellaria baicalensis) that is hydrolyzed to baicalein (See Baicalein). Baicalin is a slow, tight-binding inhibitor of Jack Bean urease, rapidly forming initial BA-urease complex (Ki = 3.9 × 10–3 M) that slowly isomerizes to the final complex (overall inhibition constant of Ki* = 0.15 × 10 μM. Inhibition can be reversed by dithiothreitol but not dilution of substrate. Baicalin also inhibits prolyl oligopeptidase, a cytosolic serine peptidase that hydrolyzes proline-containing peptides at the carboxy terminus of proline residues and is associated with schizophrenia, bipolar affective disorder, and related neuropsychiatric disorders. (See Pramiracetam)

References

[1] JIANNAN BAI . Promoting effect of baicalin on nitric oxide production in CMECs via activating the PI3K-AKT-eNOS pathway attenuates myocardial ischemia–reperfusion injury[J]. Phytomedicine, 2019, 63: Article 153035. DOI: 10.1016/j.phymed.2019.153035
[2] MENGYUN KE . Baicalein and baicalin promote antitumor immunity by suppressing PD-L1 expression in hepatocellular carcinoma cells[J]. International immunopharmacology, 2019, 75: Article 105824. DOI: 10.1016/j.intimp.2019.105824
[3] SHAH M A, PARK D J, KANG J B, et al. Baicalin attenuates lipopolysaccharide-induced neuroinflammation in cerebral cortex of mice via inhibiting nuclear factor kappa B (NF-κB) activation[J]. The Journal of veterinary medical science, 2019, 33 1: 0. DOI: 10.1292/jvms.19-0281
[4] WEI WANG. Baicalin ameliorates polycystic ovary syndrome through AMP-activated protein kinase[J]. Journal of Ovarian Research, 2019. DOI: 10.1186/s13048-019-0585-2
[5] YE LU . Baicalin regulates depression behavior in mice exposed to chronic mild stress via the Rac/LIMK/cofilin pathway[J]. Biomedicine & Pharmacotherapy, 2019, 116: Article 109054. DOI: 10.1016/j.biopha.2019.109054

Baicalin Preparation Products And Raw materials

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Baicalin 98%; Baicalein 7-O-glucuronide; 5,6- pictures 2026-07-22 Baicalin 98%; Baicalein 7-O-glucuronide; 5,6-
21967-41-9
$365.00 1kg 98%,95%, 90%50% 1000 Changsha Staherb Natural Ingredients Co., Ltd.
Baicalin pictures 2026-07-22 Baicalin
21967-41-9
$10.00 1kg 80%~95%HPLC 10000 Changsha Staherb Natural Ingredients Co., Ltd.
Baicalin pictures 2026-07-21 Baicalin
21967-41-9
1kg 0.99 1000kg Shaanxi Xianhe Biotech Co., Ltd
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    21967-41-9
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  • 80%~95%HPLC
  • Changsha Staherb Natural Ingredients Co., Ltd.
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    21967-41-9
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BAICALEIN 7-BETA-D-GLUCOPYRANOSIDURONATE HYDRATE BAICALIN 7-BETA-D-GLUCOPYRANOSIDURONATE HYDRATE Baicalin Bassora Baicailin ASTRAGALIN(KAEMPFEROL-3-O-GLUCOSIDE)(P) BAICALIN(P) 7-GLUCURONICACID-5,6-DIHYDROXYFLAVONE BAICALIN WITH HPLC BAICALIN hplc Baicalin Injection BAICALIN, 98+% BY HPLC β-D-Glucopyranosiduronic acid, 5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl 5,6-Dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl-β-D-glucopyranosiduronic acid BAICALINB-D-GLUCOPYRANOSIDURONIC ACID, 5,6-DIHYDROXY-4-OXO-2-PHENYL-4H-1-BENZOPYRAN-7-YL, BAICALIN 7-B-D-GLUCOPYRANOSIDURONATE HYDRATE Baicalein 7beta-D-Glucopyranosiduronate Baicalein 7-beta-D-glucuronide Baicaloside 5,6-Dihydroxy-7-(β-D-glucopyranuronosyloxy)flavone 5,6-Dihydroxyflavon-7-yl β-D-glucopyranosiduronic acid 7-[(β-D-Glucopyranuronosyl)oxy]-5,6-dihydroxyflavone Baicalein 7-glucuronide Baicalin 7-b-D-glucuronide Baicalin 7-β-D-glucuronide Baicalin, froM tellaria baicalensis Georgi Baicalin 95% Baicalin, 98%, from Scutellaria baicalensis Georgi (2S,3S,4S,5R,6R)-6-[(5,6-dihydroxy-4-oxo-2-phenyl-1-benzopyran-7-yl)oxy]-3,4,5-trihydroxy-2-oxanecarboxylic acid Huang qin Baicalin 21967-41-9 Radix Scutellariae P.E. Water-Soluble Baicalin, Liposomal Baicalin, Baicalin NanoEmulsion Baicalin CRS Baicalin RS Baicalin > Baicalin USP/EP/BP 5,6-Dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl β-D-Glucopyranosiduronic Acid Baicalin, 95%+ TIANFU-CHEM CAS:21967-41-9 Baicalin (2S,3S,4S,5R,6R)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid BAICALIN HYDRATE Baicalein 7-O-glucuronide Baicalein 7-O-β-D-glucuronide Baicalin reference substance Baicalin(AS) Baicalin-RM Scutellaria oil Baicalin, 10 mM in DMSO Baikal Skullcap Root Extract 90% baicalin Baikalskullcap extract Scutellin? Baicalin (2S,3S,4S,5R,6S)-6-[(5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid Baicalin (Standard) NanoActive BAICALIN 5,6-Dihydroxy-4-oxygen-2-phenyl-4H-1-benzopyran-7-beta-D-glucopyranose acid herpetrione Radix
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