Methyl 2,4-dihydroxy-3,6-dimethylbenzoate

Chemical name	Methyl 2,4-dihydroxy-3,6-dimethylbenzoate
CAS number	4707-47-5
Flavouring type	substances
FL No.	09.623
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	78435
IUPAC Name	methyl 2,4-dihydroxy-3,6-dimethylbenzoate
InChI	InChI=1S/C10H12O4/c1-5-4-7(11)6(2)9(12)8(5)10(13)14-3/h4,11-12H,1-3H3
InChI Key	UUQHKWMIDYRWHH-UHFFFAOYSA-N
Canonical SMILES	CC1=CC(=C(C(=C1C(=O)OC)O)C)O
Molecular Formula	C10H12O4
Wikipedia	Atraric acid

From Pubchem

Property Name	Property Value
Molecular Weight	196.202
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Complexity	216.0
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 A A A k I A A A i A E G C M g I J z a C N R q A c U A l 4 B U I u Q e I 7 P z O 4 A A D C A A Y A A D A A A Y Q A D A A A A A A A A A A A A = =
Topological Polar Surface Area	66.8
Monoisotopic Mass	196.074
Exact Mass	196.074
XLogP3	None
XLogP3-AA	2.3
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+	0.5420
Human Intestinal Absorption	HIA+	0.8474
Caco-2 Permeability	Caco2+	0.7815
P-glycoprotein Substrate	Non-substrate	0.6139
P-glycoprotein Inhibitor	Non-inhibitor	0.9511
P-glycoprotein Inhibitor	Non-inhibitor	0.9344
Renal Organic Cation Transporter	Non-inhibitor	0.9229
Distribution
Subcellular localization	Mitochondria	0.8589
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7804
CYP450 2D6 Substrate	Non-substrate	0.8481
CYP450 3A4 Substrate	Non-substrate	0.5912
CYP450 1A2 Inhibitor	Non-inhibitor	0.8477
CYP450 2C9 Inhibitor	Non-inhibitor	0.8744
CYP450 2D6 Inhibitor	Non-inhibitor	0.9491
CYP450 2C19 Inhibitor	Non-inhibitor	0.8578
CYP450 3A4 Inhibitor	Non-inhibitor	0.8335
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7765
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9685
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9657
AMES Toxicity	Non AMES toxic	0.9214
Carcinogens	Non-carcinogens	0.8493
Fish Toxicity	High FHMT	0.7318
Tetrahymena Pyriformis Toxicity	High TPT	0.9181
Honey Bee Toxicity	High HBT	0.8195
Biodegradation	Ready biodegradable	0.6259
Acute Oral Toxicity	II	0.6167
Carcinogenicity (Three-class)	Non-required	0.7717

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.6229	LogS
Caco-2 Permeability	0.8454	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.7563	LD50, mol/kg
Fish Toxicity	1.8520	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.7232	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Benzenoids
Class	Benzene and substituted derivatives
Subclass	Benzoic acids and derivatives
Intermediate Tree Nodes	Benzoic acid esters - p-Hydroxybenzoic acid esters
Direct Parent	p-Hydroxybenzoic acid alkyl esters
Alternative Parents	1-hydroxy-4-unsubstituted benzenoids Salicylic acid and derivatives Organic oxides Monocarboxylic acids and derivatives Resorcinols Methyl esters Hydrocarbon derivatives p-Xylenols Meta cresols 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Benzoyl derivatives Vinylogous acids p-Xylenes Ortho cresols o-Hydroxybenzoic acid esters
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	P-hydroxybenzoic acid alkyl ester - O-hydroxybenzoic acid ester - Dihydroxybenzoic acid - Salicylic acid or derivatives - P-xylenol - Xylenol - Benzoyl - P-xylene - Xylene - M-cresol - O-cresol - Resorcinol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Vinylogous acid - Methyl ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group.