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Details

Stereochemistry ABSOLUTE
Molecular Formula C36H30O16
Molecular Weight 718.6152
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SALVIANOLIC ACID B

SMILES

c1cc(c(cc1C[C@]([H])(C(=O)O)OC(=O)/C(/[H])=C(\[H])/c2ccc(c3c2[C@@]([H])([C@@]([H])(c4ccc(c(c4)O)O)O3)C(=O)O[C@]([H])(Cc5ccc(c(c5)O)O)C(=O)O)O)O)O

InChI

InChIKey=SNKFFCBZYFGCQN-VWUOOIFGSA-N
InChI=1S/C36H30O16/c37-20-6-1-16(11-24(20)41)13-27(34(45)46)50-29(44)10-5-18-3-9-23(40)33-30(18)31(32(52-33)19-4-8-22(39)26(43)15-19)36(49)51-28(35(47)48)14-17-2-7-21(38)25(42)12-17/h1-12,15,27-28,31-32,37-43H,13-14H2,(H,45,46)(H,47,48)/b10-5+/t27-,28-,31+,32-/m1/s1

HIDE SMILES / InChI

Molecular Formula C36H30O16
Molecular Weight 718.6152
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

Salvianolic acid B is a bioactive molecule isolated from Radix Salviae Miltiorrhizae. The compound shows high antioxidant and free radical scavenging activities. It is a major component of the commercial Fufang Danshen products (Compound Danshen Dripping Pill, the Danshen Pian, and the Danshen Injection, ICP), used for the treatment of angina pectoris, and other heart diseases.

CNS Activity

Curator's Comment:: The drug may protect CNS from degenerative processes.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
ICP

Approved Use

Prevention of Coronary Heart Disease (CHD)-induced angina and diabetic complications.
PubMed

PubMed

TitleDatePubMed
[Effects of salvianolic acid B on expressions of TGF-beta1 and its receptors in liver of rats with dimethylnitrosamine-induced hepatic fibrosis].
2005 Jul
In vitro anti-fibrotic activities of herbal compounds and herbs.
2009 Oct
Salvianolic acid B protects SH-SY5Y neuroblastoma cells from 1-methyl-4-phenylpyridinium-induced apoptosis.
2010
Effects of salvianolic acids on oxidative stress and hepatic fibrosis in rats.
2010 Jan 15
Salvianolic acid B inhibits the TLR4-NFκB-TNFα pathway and attenuates neonatal rat cardiomyocyte injury induced by lipopolysaccharide.
2011 Oct
Direct stimulation of adult neural stem/progenitor cells in vitro and neurogenesis in vivo by salvianolic acid B.
2012
Cardioprotective effect of salvianolic acid B against arsenic trioxide-induced injury in cardiac H9c2 cells via the PI3K/Akt signal pathway.
2013 Feb 4
Salvianolic acid B protects against acute ethanol-induced liver injury through SIRT1-mediated deacetylation of p53 in rats.
2014 Jul 15
Patents

Sample Use Guides

In Vivo Use Guide
Oral or sublingual application, 2 capsules (ICP) each time, 1 to 2 times daily before meals. Sublingual administration of all the pills from inside the capsule to relieve acute angina pectoris.
Route of Administration: Oral
When salvianolic acid B concentration is 2.5, 5, and 10 mg/l, cell viability, and superoxide dismutase (SOD) activity are enhanced, and the formation of malondialdehyde (MDA) in human umbilical vein endothelial cells (ECV304) is inhibited.
Substance Class Chemical
Created
by admin
on Sat Jun 26 03:15:27 UTC 2021
Edited
by admin
on Sat Jun 26 03:15:27 UTC 2021
Record UNII
C1GQ844199
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SALVIANOLIC ACID B
INCI   USP-RS  
INCI  
Official Name English
LITHOSPERMIC ACID B
Common Name English
DANFENSUAN B
Common Name English
DAN SHEN SUAN B
Common Name English
SALVIANOLIC ACID B (CONSTITUENT OF CHINESE SALVIA) [DSC]
Common Name English
ZINC-49538628
Code English
SALVIANOLIC ACID B [INCI]
Common Name English
(2S,3S)-4-((1E)-3-((1R)-1-CARBOXY-2-(3,4-DIHYDROXYPHENYL)ETHOXY)-3-OXO-1-PROPEN-1-YL)-2-(3,4-DIHYDROXYPHENYL)-2,3-DIHYDRO-7-HYDROXY-3-BENZOFURANCARBOXYLIC ACID 3-((1R)-1-CARBOXY-2-(3,4-DIHYDROXYPHENYL)ETHYL) ESTER
Systematic Name English
SALVIANOLIC ACID B [USP-RS]
Common Name English
Code System Code Type Description
USP_CATALOG
1609818
Created by admin on Sat Jun 26 03:15:27 UTC 2021 , Edited by admin on Sat Jun 26 03:15:27 UTC 2021
PRIMARY USP-RS
FDA UNII
C1GQ844199
Created by admin on Sat Jun 26 03:15:27 UTC 2021 , Edited by admin on Sat Jun 26 03:15:27 UTC 2021
PRIMARY
CAS
121521-90-2
Created by admin on Sat Jun 26 03:15:27 UTC 2021 , Edited by admin on Sat Jun 26 03:15:27 UTC 2021
PRIMARY
PUBCHEM
6451084
Created by admin on Sat Jun 26 03:15:27 UTC 2021 , Edited by admin on Sat Jun 26 03:15:27 UTC 2021
PRIMARY
EVMPD
SUB130514
Created by admin on Sat Jun 26 03:15:27 UTC 2021 , Edited by admin on Sat Jun 26 03:15:27 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT