IMPPAT Phytochemical information: 
Salvianolic acid A
Salvianolic acid A
Summary

SMILES: O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1/C=C/c1ccc(c(c1)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
InChIKey: YMGFTDKNIWPMGF-UCPJVGPRSA-N
DeepSMILES: O=CO[C@@H]C=O)O))Ccccccc6)O))O))))))))/C=C/cccccc6/C=C/cccccc6)O))O))))))))O))O
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1C=Cc1ccccc1)OCCc1ccccc1
Scaffold Graph/Node level: OC(CCC1CCCCC1CCC1CCCCC1)OCCC1CCCCC1
Scaffold Graph level: CC(CCCC1CCCCC1)CCC1CCCCC1CCC1CCCCC1
Functional groups: c/C=C/C(=O)OC; cO; CC(=O)O; c/C=C/c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Stilbenes
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Stilbenoids|Lignans
NP Classifier Class: Monomeric stilbenes|Stilbenolignans
Synonymous chemical names:
salvianolic acid, Salvianolic acid A, salvianolic acid a
External chemical identifiers:
CID:CID_5281793; ChEMBL:CHEMBL457077; ChEBI:CHEBI:9017; ZINC:ZINC000004098737; FDASRS:51622542XO; SureChEMBL:SCHEMBL19235589; MolPort-006-395-922
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Salvianolic acid A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 494.45
Log P RDKit 3.34
Topological polar surface area (Å2) RDKit 184.98
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.04
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 24
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.08
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Salvianolic acid A
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 1
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.11
Salvianolic acid A
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -6.53
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 3
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Salvianolic acid A
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000351671CCL20800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.