Structure via PubChem · Public domain (PubChem)
baicalin
Sign in to saveAlso known as Baicalein 7-O-glucuronide, 7-D-glucuronic acid-5,6-dihydroxyflavone, 5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranosiduronic acid, 5,6,7-trihydroxyflavone 7-O-beta-D-glucuronide
Baicalin is the glucuronide of the polyphenolic compound baicalein.
Chemical data
- Formula
- C21H18O11
- Molecular weight
- 446.4 g/mol
- IUPAC name
- (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
- SMILES
- C1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O)O
- InChIKey
- IKIIZLYTISPENI-ZFORQUDYSA-N
- XLogP
- 1.1
- Polar surface area
- 183 Ų
- H-bond donors
- 6
- H-bond acceptors
- 11
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
3,369 papers- The Pharmacological Efficacy of Baicalin in Inflammatory Diseases.International journal of molecular sciences · 2023
- Baicalin prevents LPS-induced activation of TLR4/NF-κB p65 pathway and inflammation in mice via inhibiting the expression of CD14.Acta pharmacologica Sinica · 2021
- Baicalin induces ferroptosis in osteosarcomas through a novel Nrf2/xCT/GPX4 regulatory axis.Phytomedicine : international journal of phytotherapy and phytopharmacology · 2023
- Baicalin and baicalein in modulating tumor microenvironment for cancer treatment: A comprehensive review with future perspectives.Pharmacological research · 2024
- Baicalin inhibits PANoptosis by blocking mitochondrial Z-DNA formation and ZBP1-PANoptosome assembly in macrophages.Acta pharmacologica Sinica · 2025
via PubMed
Wikidata facts
- Subclass of
- flavone
- Mass
- 446.085
Show 3 more facts
- chemical formula
- C₂₁H₁₈O₁₁
- canonical SMILES
- C1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
- isomeric SMILES
- C1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O)O
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Natural occurrences
- Medical uses
- References
Baicalin is the glucuronide of the polyphenolic compound baicalein.
== Natural occurrences == Baicalin is found in several species in the genus Scutellaria, including Scutellaria baicalensis, and Scutellaria lateriflora. There are 10 mg/g baicalin in Scutellaria galericulata leaves. It is also present in the bark isolate of the Oroxylum indicum tree.
Excerpted from Wikipedia’s “baicalin” article, available under the CC BY-SA 4.0 licence.