SALVIANOLIC ACID B

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 Search

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

Description
Sources: https://www.hindawi.com/journals/ecam/2013/759483/

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

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
reactive oxygen species biosynthetic process 32 Target ID: GO:1903409 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23840250 \| https://www.ncbi.nlm.nih.gov/pubmed/17719161	Inhibitor 7728

Conditions

Condition	Modality	Targets	Highest Phase	Product
Angina pectoris 88 Sources: https://www.hindawi.com/journals/ecam/2013/759483/	Preventing		Approved 8043	ICP Approved Use Prevention of Coronary Heart Disease (CHD)-induced angina and diabetic complications.

PubMed

Title	Date	PubMed
[Effects of salvianolic acid B on expressions of TGF-beta1 and its receptors in liver of rats with dimethylnitrosamine-induced hepatic fibrosis].	2005 Jul	16009107
In vitro anti-fibrotic activities of herbal compounds and herbs.	2009 Oct	19474275
Salvianolic acid B protects SH-SY5Y neuroblastoma cells from 1-methyl-4-phenylpyridinium-induced apoptosis.	2010	20686228
Effects of salvianolic acids on oxidative stress and hepatic fibrosis in rats.	2010 Jan 15	19822164
Salvianolic acid B inhibits the TLR4-NFκB-TNFα pathway and attenuates neonatal rat cardiomyocyte injury induced by lipopolysaccharide.	2011 Oct	22101700
Direct stimulation of adult neural stem/progenitor cells in vitro and neurogenesis in vivo by salvianolic acid B.	2012	22545124
Cardioprotective effect of salvianolic acid B against arsenic trioxide-induced injury in cardiac H9c2 cells via the PI3K/Akt signal pathway.	2013 Feb 4	23201927
Salvianolic acid B protects against acute ethanol-induced liver injury through SIRT1-mediated deacetylation of p53 in rats.	2014 Jul 15	24769256

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

In Vitro Use Guide

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

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Name

Type

Language

SALVIANOLIC ACID B

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