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Baicalin

Baicalin structure

CAS No:
21967-41-9
Formula:
C21H18O11
Chemical Name:
Baicalin
Synonyms:
β-D-Glucopyranosiduronic acid,5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl;Baicalin;5,6-Dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl β-D-glucopyranosiduronic acid;Baicalein 7-glucuronide;Baicalein 7-O-β-D-glucuronide;Baicalein 7-O-glucuronide;100647-26-5;27462-75-5;31564-28-0;912850-49-8
Categories:
Cosmetic Ingredient > Antioxidant Ingredient

Description

Baicalin is a flavonoid glycoside isolated from Scutellaria baicalensis. Baicalin reduces the expression of NF-κB.

Baicalin is the glycosyloxyflavone which is the 7-O-glucuronide of baicalein. It is an active ingredient of Chinese herbal medicine Scutellaria baicalensis. It has a role as a non-steroidal anti-inflammatory drug, an EC 3.4.21.26 (prolyl oligopeptidase) inhibitor, a prodrug, a plant metabolite, a ferroptosis inhibitor, a neuroprotective agent, an antineoplastic agent, a cardioprotective agent, an antiatherosclerotic agent, an antioxidant, an EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor, an anticoronaviral agent and an antibacterial agent. It is a glucosiduronic acid, a glycosyloxyflavone, a dihydroxyflavone and a monosaccharide derivative. It derives from a baicalein. It is a conjugate acid of a baicalin(1-).|Flavocoxid is a medical food consisting of plant derived flavonoids which have antiinflammatory activity and are used to treat chronic osteoarthritis. Flavocoxid has been linked to minor elevations in serum enzyme levels during therapy and to rare instances of clinically apparent liver injury.

Baicalin Basic Attributes

Molecular Weight：

446.36100

Exact Mass：

446.36

EC Number：

606-866-1

UNII：

347Q89U4M5

HScode：

29329990

Characteristics

PSA：

187.12000

XLogP3：

1.1

Appearance：

Yellow powder

Density：

1.737 g/cm3

Melting Point：

223 °C

Boiling Point：

836.6ºCat 760 mmHg

Flash Point：

297.2ºC

Refractive Index：

1.739

Vapor Pressure：

1.07E-29mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R36/37/38

safety instructions：

26-36

RTECS Number：

LZ5776910

Marks：

Precautionary statement(s)：

P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (95.56%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Hepatotoxicity：

In premarketing clinical trials, serum aminotransferase elevations occurred in up to 10% of patients on flavocoxid therapy, but elevations above 3 times the upper limit of normal occurred in only 1% to 2% of recipients. Since its release, however, there have been several reports of clinically apparent acute liver injury attributed to flavocoxid. Most cases have occurred in women, who perhaps are more likely to use flavocoxid. The time to onset was 1 to 5 months, and the pattern of enzyme elevations was usually hepatocellular or mixed. Most cases were moderate in severity and no instance of acute liver failure or death has been reported. Resolution upon stopping flavocoxid occurred in 1 to 3 months. Immunoallergic features were present in some patients, but were mild and autoantibodies were not common. At least one instance of recurrence upon rechallenge has been reported.

Drug Information

LiverTox Summary：

Flavocoxid is a medical food consisting of plant derived flavonoids which have antiinflammatory activity and are used to treat chronic osteoarthritis. Flavocoxid has been linked to minor elevations in serum enzyme levels during therapy and to rare instances of clinically apparent liver injury.

Drug Classes：

Herbal and Dietary Supplements

MeSH：

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)|Drugs that are used to treat asthma. (See all compounds classified as Anti-Asthmatic Agents.)|Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. (See all compounds classified as Anti-Infective Agents.)|Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

MeSH Entry Terms：

7-D-glucuronic acid-5,6-dihydroxy-flavone

Baicalin Use and Manufacturing

Diuretic, prolyl endopeptidase inhibitor, antineoplastic

Computed Properties

Molecular Weight:446.4
XLogP3:1.1
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:4
Exact Mass:446.08491139
Monoisotopic Mass:446.08491139
Topological Polar Surface Area:183
Heavy Atom Count:32
Complexity:748
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Clears the lungs and resolves phlegm, relieves inflammation and cough, relieves chest fullness and shortness of breath

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

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Ingredients	Gastrodia elata (processed), Huangling, Tianzhuhuang, Fangfeng, Quanxie (processed), Agarwood, Clove, Uncaria rhynchophylla, Borneol, Poria, artificial musk, mint, Fritillaria cirrhosa, golden stone (calcined), Arisaema consanguineum, artificial bezoar, pearl, dragon tooth, Gardenia jasminoides.
Indication	Drug interactions may occur if used with other drugs. Please consult your doctor or pharmacist for details.
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Ingredients	Folium Isatidis, Forsythia, Flos Lonicerae, Root of Isatis, Scutellaria, Radix Bupleuri, Paris polyphylla, Gardenia jasminoides, Leaf of Lophatherum gracile, Cortex Moutan, Pheretima, and Rhizoma Polygoni Multiflori.
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Registered Holders

Sichuan Xieli Pharmaceutical Co., Ltd.

China
Active
Zhucheng HAOTIAN Pharm Co., Ltd.

China
Active
Jining Ruixintang Dayu Pharmaceutical Co., Ltd.

China
Active

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