CAS 27740-01-8|Scutellarein-7-O-beta-D-glucuronide|Breviscapin|Scutellarein-7-glucuronide|Scutellarein-7beta-D-glucuronide|(2S,3S,4S,5R,6S)-6-{[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-y...

基本信息

化学结构

分子式

C₂₁H₁₈O₁₂

分子量

462.36042

精确质量

462.07982602

电荷

InChI

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

InChIKey

DJSISFGPUUYILV-ZFORQUDYSA-N

Canonic Smiles

OC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O

Isomeric Smiles

O=c1cc(oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)c(O)c(O)c12)c1ccc(O)cc1

计算属性

JChem

Acid pKa

2.6182313

质子受体

质子供体

LogD (pH = 5.5)

-2.3393724

LogD (pH = 7.4)

-3.091061

Log P

0.45533025

摩尔折射率

106.9066

极化性

41.499382

极化表面积

203.44

可自由旋转的化学键

里宾斯基五规则

false

数据来源

产品目录

学术数据

数据来源

名称和标识

别名

Scutellarein-7-O-beta-D-glucuronideBreviscapinScutellarein-7-glucuronideScutellarein-7beta-D-glucuronideBreviscapine7-(β-D-glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneScutellarein-7beta-D-glucuronosideScutellarinScutellarin hydrate5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl-β-D-glucopyranosiduronic acid7-(β-D-Glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneScutellarin7-(β-D-Glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one hydrate5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl-β-D-glucopyranosiduronic acid hydrateScutellarein-7-O-β-D-glucuronide5,6-Dihydroxy-2-(p-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl β-D-Glucopyranosiduronic Acid4',5,6,7-Tetrahydroxyflavone 7-β-D-GlucopyranuronosideScutellarein 7-β-D-GlucuronosideScutellarein 7-O-β-D-GlucuronideScutellarin B

IUPAC标准名

(2S,3S,4S,5R,6S)-6-{[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

IUPAC传统名

scutellarin

名称和标识

数据登录号

Chemspider ID

维基百科标题

PubChem CID

CHEMBL

CAS号

Beilstein号

MDL号

PubChem SID

数据登录号

化合物性质

产品相关信息

纯度

≥98% (HPLC)

≥98.0% (HPLC)

Empirical Formula (Hill Notation)

C21H18O12 · xH2O

C21H18O12

级别

analytical standard

有效期

(limited shelf life, expiry date on the label)

质检报告

下载链接

理化性质

外观

yellow powder

溶解度

DMSO: ≥10 mg/mL

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

Wikipedia

Scutellarin

Sigma Aldrich

SML0014

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.

73577

TRC

S201900

Scutellarin is an active flavonoid component from the medical plant Erigeron breviscapus (Vant) Hand-Mazz. Scutellarin is used as a micrpcirculation promoter for the treatment of cardio-cerebrovascular diseases. Studies suggest that Scutellarin has anti-c

描述信息

参考文献

PubChem文献

数据源提供

• Chan, J.Y. et al.: Anticancer Res., 29, 3043 (2011)

• Gao, C. et al.: Drug Metab. Dispos., 39, 2034 (2011)

• Wang, C.-Z. et al.: Phytomedicine, 17, 63 (2011)

参考文献

生物活性

PubChem BioAssay

生物活性