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Merck
CN

SML0014

Scutellarin hydrate

≥98% (HPLC)

Synonym(s):

5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl-ß-D-glucopyranosiduronic acid hydrate, 7-(β-D-Glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one hydrate, Breviscapin, Scutellarein-7-O-β-D-glucuronide

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About This Item

Empirical Formula (Hill Notation):
C21H18O12 · xH2O
CAS Number:
27740-01-8
Molecular Weight:
462.36 (anhydrous basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

yellow

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1C(=O)O)O)O)O)Oc2cc3c(c(c2O)O)C(=O)C=C(O3)c4ccc(cc4)O

InChI

1S/C21H18O12/c22-8-3-1-7(2-4-8)10-5-9(23)13-11(31-10)6-12(14(24)15(13)25)32-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-22,24-28H,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1

InChI key

DJSISFGPUUYILV-ZFORQUDYSA-N

Application

Scutellarin hydrate may be used in MAPK-mediated cell signaling studies.

Biochem/physiol Actions

Scutellarin is a flavonoid that exhibits a number of cardio- and neuro-protective effects. Scutellarin inhibits p38 activity, ERK phosphorylation, and TGF-β expression and fibrosis in a rat myocardial infarct model. In a cerebral ischemia-reperfusion model, the compound reduced infarct volume and neurological deficits by increasing eNOS expression while inhibiting the induction of iNOS.

Features and Benefits

This compound is featured on the MAPKs and Nitric Oxide Synthases pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000169320
0000169320
0000137119
0000137117
0000059766

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