4-Hydroxy-3,5-dimethoxybenzoic acid

Chemical name	4-Hydroxy-3,5-dimethoxybenzoic acid
CAS number	530-57-4
COE number	10111
Flavouring type	substances
FL No.	08.087
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	10742
IUPAC Name	4-hydroxy-3,5-dimethoxybenzoic acid
InChI	InChI=1S/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12)
InChI Key	JMSVCTWVEWCHDZ-UHFFFAOYSA-N
Canonical SMILES	COC1=CC(=CC(=C1O)OC)C(=O)O
Molecular Formula	C9H10O5
Wikipedia	syringic acid

From Pubchem

Property Name	Property Value
Molecular Weight	198.174
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Complexity	191.0
CACTVS Substructure Key Fingerprint	A A A D c c B w O A A A A A A A A A A A A A A A A A A A A A A A A A A w A A A A A A A A A A A B A A A A G g A A C A A A D A S A m A I y D o A A B g C I A i D S C A A C C A A k I A A A i A E G i M g N J z K G N R q A c S M l w B U L u Y f K 7 D z O I A A B C A A A Q A B A A A I Q A A C A A A A A A A A A A A = =
Topological Polar Surface Area	76.0
Monoisotopic Mass	198.053
Exact Mass	198.053
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	14
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.5861
Human Intestinal Absorption	HIA+	0.9165
Caco-2 Permeability	Caco2+	0.7124
P-glycoprotein Substrate	Non-substrate	0.6033
P-glycoprotein Inhibitor	Non-inhibitor	0.9199
P-glycoprotein Inhibitor	Non-inhibitor	0.8879
Renal Organic Cation Transporter	Non-inhibitor	0.9136
Distribution
Subcellular localization	Mitochondria	0.8825
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8213
CYP450 2D6 Substrate	Non-substrate	0.8899
CYP450 3A4 Substrate	Non-substrate	0.6258
CYP450 1A2 Inhibitor	Non-inhibitor	0.9052
CYP450 2C9 Inhibitor	Non-inhibitor	0.9316
CYP450 2D6 Inhibitor	Non-inhibitor	0.9445
CYP450 2C19 Inhibitor	Non-inhibitor	0.8579
CYP450 3A4 Inhibitor	Non-inhibitor	0.9538
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8767
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9858
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9664
AMES Toxicity	Non AMES toxic	0.9342
Carcinogens	Non-carcinogens	0.8809
Fish Toxicity	High FHMT	0.8272
Tetrahymena Pyriformis Toxicity	High TPT	0.9067
Honey Bee Toxicity	High HBT	0.7522
Biodegradation	Ready biodegradable	0.7199
Acute Oral Toxicity	II	0.4765
Carcinogenicity (Three-class)	Non-required	0.7159

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.1167	LogS
Caco-2 Permeability	0.7627	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.5353	LD50, mol/kg
Fish Toxicity	1.6288	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.4613	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Benzenoids
Class	Benzene and substituted derivatives
Subclass	Benzoic acids and derivatives
Intermediate Tree Nodes	Hydroxybenzoic acid derivatives
Direct Parent	Gallic acid and derivatives
Alternative Parents	Methoxyphenols Alkyl aryl ethers Dimethoxybenzenes Monocarboxylic acids and derivatives Benzoic acids Hydrocarbon derivatives Organic oxides Benzoyl derivatives Phenoxy compounds M-methoxybenzoic acids and derivatives Anisoles Carboxylic acids
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Gallic acid or derivatives - M-methoxybenzoic acid or derivatives - M-dimethoxybenzene - Dimethoxybenzene - Methoxyphenol - Benzoic acid - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - Benzoyl - Alkyl aryl ether - Phenol - Carboxylic acid derivative - Carboxylic acid - Ether - Monocarboxylic acid or derivatives - Organooxygen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as gallic acid and derivatives. These are compounds containing a 3,4,5-trihydroxybenzoic acid moiety.