salvianolic acid A   Click here for help

GtoPdb Ligand ID: 13093

Synonyms: Dan Phenolic Acid A | Danshen | Sal A
Immunopharmacology Ligand
Compound class: Natural product
Comment: Salvianolic acid A is a plant-derived stilbenoid. A number of salvianolic acids have been extracted from a range of plants, some of which are used in Chinese herbal medicines (e.g. Danshen, Salvia miltiorrhiza). The therapeutic potential of salvianolic acids is under investigation [4], based on their proposed pharmacological effects which include anti-oxidant, anti-fibrotic, anti-coagulant/anti-thrombotic and anti-tumour activities [6-7].
Click here for help

Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

✖

View interactive charts of activity data across species

salvianolic acid A is commercially available from our sponsors

2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 10
Hydrogen bond donors 7
Rotatable bonds 9
Topological polar surface area 184.98
Molecular weight 494.45
XLogP 2.63
No. Lipinski's rules broken 1

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES C(=C\C1=C(C(=CC=C1/C=C/C(=O)O[C@H](CC2=CC=C(C(=C2)O)O)C(=O)O)O)O)/C3=CC=C(C(=C3)O)O
Isomeric SMILES C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)/C=C/C/2=C(\C(=C(C=C2)O)O)/C=C/C3=CC(=C(C=C3)O)O)O)O
InChI InChI=1S/C26H22O10/c27-18-7-2-14(11-21(18)30)1-6-17-16(4-9-20(29)25(17)33)5-10-24(32)36-23(26(34)35)13-15-3-8-19(28)22(31)12-15/h1-12,23,27-31,33H,13H2,(H,34,35)/b6-1+,10-5+/t23-/m1/s1
InChI Key YMGFTDKNIWPMGF-UCPJVGPRSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
No information available.
Summary of Clinical Use Click here for help
Salvianolic acid A and Danshen extracts have been examined in clinical trials [1], but other than being used as a dietary supplement, there is no evidence of formal clinical approval of the isolated active agent.
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT03908242 Phase I Study of Continuous Administration of Salvianolic Acid A Tablet Phase 1 Interventional Peking University First Hospital
NCT02870764 The Effect of Dan-shen Extract On Lipoprotein Associated PHospholipase A2 Levels IN Patients With Stable Angina Pectoris Phase 4 Interventional Taizhou Fourth People's Hospital