IMPPAT Phytochemical information: 
3,5-Dihydroxy-4-methoxybenzoic acid
3,5-Dihydroxy-4-methoxybenzoic acid
Summary

SMILES: COc1c(O)cc(cc1O)C(=O)O
InChI: InChI=1S/C8H8O5/c1-13-7-5(9)2-4(8(11)12)3-6(7)10/h2-3,9-10H,1H3,(H,11,12)
InChIKey: UBXDWYFLYYJQFR-UHFFFAOYSA-N
DeepSMILES: COccO)cccc6O)))C=O)O
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: cOC; cO; cC(=O)O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Benzoic acids and derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenolic acids (C6-C1)|Phenylpropanoids (C6-C3)
NP Classifier Class: Cinnamic acids and derivatives|Simple phenolic acids
Synonymous chemical names:
3,5-dihydroxy-4-methoxy-benzoic-acid, 4-o-methylgallic acid, 3,5-dihydroxy-4-methoxy benzoic acid
External chemical identifiers:
CID:CID_78016; ChEMBL:CHEMBL118992; ChEBI:CHEBI:88738; ZINC:ZINC000002566007; FDASRS:0XW32QVU6J; SureChEMBL:SCHEMBL793706
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
3,5-Dihydroxy-4-methoxybenzoic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 184.15
Log P RDKit 0.8
Topological polar surface area (Å2) RDKit 86.99
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 8
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.12
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
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 1
3,5-Dihydroxy-4-methoxybenzoic acid
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.632466
3,5-Dihydroxy-4-methoxybenzoic acid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.69
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
3,5-Dihydroxy-4-methoxybenzoic acid
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_001074ENSG00000134853PDGFRA5156BindingDB
TAR_EXP_000439ENSG00000068078FGFR32261BindingDB
TAR_EXP_000440ENSG00000066468FGFR22263BindingDB
TAR_EXP_000461ENSG00000102755FLT12321BindingDB
TAR_EXP_000438ENSG00000077782FGFR12260BindingDB
TAR_EXP_000388ENSG00000178568ERBB42066BindingDB
TAR_EXP_000750ENSG00000140443IGF1R3480BindingDB
TAR_EXP_000770ENSG00000171105INSR3643BindingDB
TAR_EXP_000810ENSG00000128052KDR3791BindingDB
TAR_EXP_000841ENSG00000062524LTK4058BindingDB
TAR_EXP_000874ENSG00000105976MET4233BindingDB
TAR_EXP_000881ENSG00000087085ACHE43BindingDB
TAR_EXP_001078ENSG00000113721PDGFRB5159BindingDB
TAR_EXP_001363ENSG00000165731RET5979BindingDB
TAR_EXP_000348ENSG00000146648EGFR1956BindingDB
TAR_EXP_001230ENSG00000100030MAPK15594BindingDB
TAR_EXP_001343ENSG00000114200BCHE590BindingDB
TAR_EXP_000054ENSG00000153208MERTK10461BindingDB
TAR_EXP_000498ENSG00000171094ALK238BindingDB
TAR_EXP_001625ENSG00000137364TPMT7172NPASS
TAR_EXP_000034ENSG00000105810CDK61021BindingDB
TAR_EXP_001648ENSG00000092445TYRO37301BindingDB
TAR_EXP_001930ENSG00000170312CDK1983BindingDB
TAR_EXP_000031ENSG00000135446CDK41019BindingDB
TAR_EXP_000353ENSG00000142627EPHA21969BindingDB
TAR_EXP_000509ENSG00000097007ABL125BindingDB