Ethyl 2-hydroxy-4-methylbenzoate

Chemical name	Ethyl 2-hydroxy-4-methylbenzoate
CAS number	60770-00-5
Flavouring type	substances
FL No.	09.362
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	13013009
IUPAC Name	ethyl 2-hydroxy-4-methylbenzoate
InChI	InChI=1S/C10H12O3/c1-3-13-10(12)8-5-4-7(2)6-9(8)11/h4-6,11H,3H2,1-2H3
InChI Key	QABFSRANYBCWPK-UHFFFAOYSA-N
Canonical SMILES	CCOC(=O)C1=C(C=C(C=C1)C)O
Molecular Formula	C10H12O3
Wikipedia	ethyl 2-hydroxy-4-methylbenzoate

From Pubchem

Property Name	Property Value
Molecular Weight	180.203
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Complexity	179.0
CACTVS Substructure Key Fingerprint	A A A D c c B w M 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 g 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 I i A E G C M g I J z a C N R q C c U A l 4 B E I u Y e I y D C O Q A A B A A A I A A C A A A I A A B A A A A A A A A A A A A = =
Topological Polar Surface Area	46.5
Monoisotopic Mass	180.079
Exact Mass	180.079
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	13
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+	0.8594
Human Intestinal Absorption	HIA+	0.9954
Caco-2 Permeability	Caco2+	0.8428
P-glycoprotein Substrate	Non-substrate	0.6604
P-glycoprotein Inhibitor	Non-inhibitor	0.8668
P-glycoprotein Inhibitor	Non-inhibitor	0.9379
Renal Organic Cation Transporter	Non-inhibitor	0.8770
Distribution
Subcellular localization	Mitochondria	0.9515
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8121
CYP450 2D6 Substrate	Non-substrate	0.8878
CYP450 3A4 Substrate	Non-substrate	0.6780
CYP450 1A2 Inhibitor	Inhibitor	0.5060
CYP450 2C9 Inhibitor	Non-inhibitor	0.9330
CYP450 2D6 Inhibitor	Non-inhibitor	0.9486
CYP450 2C19 Inhibitor	Non-inhibitor	0.6256
CYP450 3A4 Inhibitor	Non-inhibitor	0.9609
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7571
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9598
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9601
AMES Toxicity	Non AMES toxic	0.9145
Carcinogens	Non-carcinogens	0.7341
Fish Toxicity	High FHMT	0.8295
Tetrahymena Pyriformis Toxicity	High TPT	0.9807
Honey Bee Toxicity	High HBT	0.7955
Biodegradation	Ready biodegradable	0.7850
Acute Oral Toxicity	III	0.8962
Carcinogenicity (Three-class)	Non-required	0.7137

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.2712	LogS
Caco-2 Permeability	1.2086	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.1154	LD50, mol/kg
Fish Toxicity	1.2628	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.7671	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
Direct Parent	o-Hydroxybenzoic acid esters
Alternative Parents	Carboxylic acid esters 1-hydroxy-4-unsubstituted benzenoids Salicylic acid and derivatives Organic oxides Hydrocarbon derivatives Meta cresols 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Toluenes Benzoyl derivatives Vinylogous acids
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	O-hydroxybenzoic acid ester - Salicylic acid or derivatives - Benzoyl - M-cresol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Toluene - Vinylogous acid - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group.