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].
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2D Structure
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Physico-chemical Properties
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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
SMILES / InChI / InChIKey
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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
Classification Click here for help
Compound class Natural product
IUPAC Name Click here for help
(2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-[2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-3,4-dihydroxyphenyl]prop-2-enoyl]oxypropanoic acid
Synonyms Click here for help
Dan Phenolic Acid A | Danshen | Sal A
Database Links Click here for help
BindingDB Ligand 50414250
ChEBI CHEBI:9017
ChEMBL Ligand CHEMBL457077
DrugBank Ligand DB15246
GtoPdb PubChem SID 491299875
PubChem CID 5281793
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