Structure via PubChem · Public domain (PubChem)
scutellarin
Sign in to saveAlso known as Scutellarein 7-O-beta-D-glucuronide, Scutellarein-7beta-D-glucuronoside, Scutellarein-7-glucuronide, Scutellarein-7-O-beta-D-glucuronide, Scutellarein-7beta-D-glucuronide
Scutellarin is a flavone, a type of phenolic chemical compound. It can be found in the Asian "barbed skullcap" Scutellaria barbata and the North American plant S. lateriflora both of which have been used in traditional medicine. The compound is found only in trace amounts in the "Chinese skullcap" Scutellaria baicalensis, another plant used in traditional Chinese medicine.
Chemical data
- Formula
- C21H18O12
- Molecular weight
- 462.4 g/mol
- IUPAC name
- (2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
- SMILES
- C1=CC(=CC=C1C2=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)O
- InChIKey
- DJSISFGPUUYILV-ZFORQUDYSA-N
- XLogP
- 0.8
- Polar surface area
- 203 Ų
- H-bond donors
- 7
- H-bond acceptors
- 12
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 462.08
Show 5 more facts
- found in taxon
- Escherichia coli
- chemical formula
- C₂₁H₁₈O₁₂
- canonical SMILES
- C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O)O
- isomeric SMILES
- C1=CC(=CC=C1C2=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)O
- Commons category
- Scutellarin
via Wikidata · CC0
~3 min read
Encyclopedic overview
1 sectionsContents
- References
{{Chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 401008684 | Name = Scutellarin | Reference = | ImageFile = Scutellarin2.svg | ImageSize = 260px | ImageName = 7-(beta-D-Glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one | IUPACName = 4′,5,6-Trihydroxy-4-oxoflav-2-en-7-yl β-D-glucopyranosiduronic acid | SystematicName = (2S,3S,4S,5R,6S)-6-{[5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid | OtherNames = Breviscapine; Breviscapin; Scutellarein-7-glucuronide; Scutellarein-7beta-D-glucuronide; Scutellarein-7beta-D-glucuronoside; Scutellarein-7-O-beta-D-glucuronide; 7-(β-D-glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one |Section1= |Section2= |Section3= }} Scutellarin is a flavone, a type of phenolic chemical compound. It can be found in the Asian "barbed skullcap" Scutellaria barbata and the North American plant S. lateriflora both of which have been used in traditional medicine. The compound is found only in trace amounts in the "Chinese skullcap" Scutellaria baicalensis, another plant used in traditional Chinese medicine.
The determination of the structure of scutellarin took Guido Goldschmiedt many years: after the first publication on that topic in 1901, only in 1910 he managed to obtain enough starting material for more detailed studies.
Excerpted from Wikipedia’s “scutellarin” article, available under the CC BY-SA 4.0 licence.