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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H18O12
Molecular Weight 462.3612
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SCUTELLARIN

SMILES

c1cc(ccc1-c2cc(=O)c3c(cc(c(c3O)O)O[C@@]4([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(C(=O)O)O4)O)O)O)o2)O

InChI

InChIKey=DJSISFGPUUYILV-ZFORQUDYSA-N
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

HIDE SMILES / InChI

Molecular Formula C21H18O12
Molecular Weight 462.3612
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Scutellarin is the main bioactive component of Breviscapine prepared from the traditional Chinese herb Erilgeron breviscapus (Vant) Hand-Mazz. Scutellarin demonstrated protective effect on cardiovascular and cerebrovascular ischemia. The potential cytoprotective effects of the drug against cerebrovascular ischemia were evidenced by reducing cerebral infarct sizes, ameliorating neurological deficit and inhibiting neuronal apoptosis. Scutellarin is capable of inhibiting I(Na) in neurons through predominantly affecting the inactivated state of I(Na). Scutellarin may alleviate cognitive impairment in a mouse model of hypoxia by promoting proliferation and neuronal differentiation of neural stem cells. Scutellarin might play an therapeutic role by inhibiting oxidative stress and apoptosis in Alzheimer's disease treatment.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of flavonoids on Naja naja and human recombinant synovial phospholipases A2 and inflammatory responses in mice.
1994
Effects of scutellarin on apoptosis induced by cobalt chloride in PC12 cells.
2007 Dec 31
Scutellarin inhibits high glucose-induced and hypoxia-mimetic agent-induced angiogenic effects in human retinal endothelial cells through reactive oxygen species/hypoxia-inducible factor-1α/vascular endothelial growth factor pathway.
2014 Sep
In vitro effects of some flavones on human pyruvate kinase isoenzyme M2.
2015 Mar
Patents

Patents

Sample Use Guides

Single administration of 60 mg of scutellarin.
Route of Administration: Oral
100 uM of scutellarin sensitized resveratrol (200 uM) and 5-fluorouracil (500 uM)-evoked apoptosis in p53+/+ but not p53(-/-) cells. Resveratrol- and 5-fluorouracil-elicited caspase-6 activation were promoted by scutellarin in a time-dependent manner. scutellarin itself did not trigger apoptosis or caspase-6 activation at the concentration tested.
Substance Class Chemical
Created
by admin
on Sat Jun 26 14:15:11 UTC 2021
Edited
by admin
on Sat Jun 26 14:15:11 UTC 2021
Record UNII
16IGP0ML9A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SCUTELLARIN
Common Name English
SCUTELLAREIN 7-GLUCURONIDE
Systematic Name English
SCUTELLAREIN 7-O-.BETA.-GLUCURONIDE
Systematic Name English
SCUTELLAREIN 7-.BETA.-D-GLUCURONOSIDE
Systematic Name English
BREVISCAPIN
Common Name English
FLAVONE, 4',5,6,7-TETRAHYDROXY-, 7-.BETA.-D-GLUCOPYRANURONOSIDE
Systematic Name English
SCUTELLAREIN GLUCURONIDE [WHO-DD]
Common Name English
SCUTELLAREIN 7-O-.BETA.-D-GLUCURONIDE
Systematic Name English
.BETA.-D-GLUCOPYRANOSIDURONIC ACID, 5,6-DIHYDROXY-2-(4-HYDROXYPHENYL)-4-OXO-4H-1-BENZOPYRAN-7-YL
Systematic Name English
SCUTELLAREIN 7-.BETA.-D-GLUCURONIDE
Systematic Name English
SCUTELLAREIN GLUCURONIDE [MI]
Common Name English
GLUCOPYRANOSIDURONIC ACID, 5,6-DIHYDROXY-2-(P-HYDROXYPHENYL)-4-OXO-4H-1-BENZOPYRAN-7-YL, .BETA.-D-
Systematic Name English
BREVISCAPINE
Common Name English
SCUTELLAREIN-7-GLUCURONIDE
Common Name English
S-7-G
Common Name English
SCUTELLARIN B
Common Name English
Code System Code Type Description
MERCK INDEX
M9819
Created by admin on Sat Jun 26 14:15:12 UTC 2021 , Edited by admin on Sat Jun 26 14:15:12 UTC 2021
PRIMARY
EVMPD
SUB130603
Created by admin on Sat Jun 26 14:15:12 UTC 2021 , Edited by admin on Sat Jun 26 14:15:12 UTC 2021
PRIMARY
CAS
1692861-25-8
Created by admin on Sat Jun 26 14:15:12 UTC 2021 , Edited by admin on Sat Jun 26 14:15:12 UTC 2021
SUPERSEDED
FDA UNII
16IGP0ML9A
Created by admin on Sat Jun 26 14:15:12 UTC 2021 , Edited by admin on Sat Jun 26 14:15:12 UTC 2021
PRIMARY
CAS
1329-06-2
Created by admin on Sat Jun 26 14:15:12 UTC 2021 , Edited by admin on Sat Jun 26 14:15:12 UTC 2021
SUPERSEDED
CAS
27740-01-8
Created by admin on Sat Jun 26 14:15:12 UTC 2021 , Edited by admin on Sat Jun 26 14:15:12 UTC 2021
PRIMARY
WIKIPEDIA
Scutellarin
Created by admin on Sat Jun 26 14:15:12 UTC 2021 , Edited by admin on Sat Jun 26 14:15:12 UTC 2021
PRIMARY
CAS
32647-60-2
Created by admin on Sat Jun 26 14:15:12 UTC 2021 , Edited by admin on Sat Jun 26 14:15:12 UTC 2021
SUPERSEDED
CAS
676536-34-8
Created by admin on Sat Jun 26 14:15:12 UTC 2021 , Edited by admin on Sat Jun 26 14:15:12 UTC 2021
SUPERSEDED
PUBCHEM
185617
Created by admin on Sat Jun 26 14:15:12 UTC 2021 , Edited by admin on Sat Jun 26 14:15:12 UTC 2021
PRIMARY
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Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC SINGLE ORAL ADMINISTRATION

Biological Half-life PHARMACOKINETIC SINGLE ORAL ADMINISTRATION