2-Methylbutyl 2-hydroxybenzoate

Chemical name	2-Methylbutyl 2-hydroxybenzoate
CAS number	51115-63-0
Flavouring type	substances
FL No.	09.852
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	162626
IUPAC Name	2-methylbutyl 2-hydroxybenzoate
InChI	InChI=1S/C12H16O3/c1-3-9(2)8-15-12(14)10-6-4-5-7-11(10)13/h4-7,9,13H,3,8H2,1-2H3
InChI Key	LCMNCRZMVCRJNZ-UHFFFAOYSA-N
Canonical SMILES	CCC(C)COC(=O)C1=CC=CC=C1O
Molecular Formula	C12H16O3

From Pubchem

Property Name	Property Value
Molecular Weight	208.257
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	5
Complexity	203.0
CACTVS Substructure Key Fingerprint	A A A D c e 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 Q 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 C C O A A A A A A A I A A A A A A A A A B A A A A A A A A A A A A = =
Topological Polar Surface Area	46.5
Monoisotopic Mass	208.11
Exact Mass	208.11
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	15
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
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+	0.8800
Human Intestinal Absorption	HIA+	1.0000
Caco-2 Permeability	Caco2+	0.8353
P-glycoprotein Substrate	Non-substrate	0.5742
P-glycoprotein Inhibitor	Non-inhibitor	0.8738
P-glycoprotein Inhibitor	Non-inhibitor	0.9399
Renal Organic Cation Transporter	Non-inhibitor	0.8708
Distribution
Subcellular localization	Mitochondria	0.9207
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8029
CYP450 2D6 Substrate	Non-substrate	0.8664
CYP450 3A4 Substrate	Non-substrate	0.6588
CYP450 1A2 Inhibitor	Inhibitor	0.7249
CYP450 2C9 Inhibitor	Non-inhibitor	0.8940
CYP450 2D6 Inhibitor	Non-inhibitor	0.9042
CYP450 2C19 Inhibitor	Non-inhibitor	0.6263
CYP450 3A4 Inhibitor	Non-inhibitor	0.9517
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8118
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9714
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9552
AMES Toxicity	Non AMES toxic	0.8002
Carcinogens	Non-carcinogens	0.7425
Fish Toxicity	High FHMT	0.9602
Tetrahymena Pyriformis Toxicity	High TPT	0.9652
Honey Bee Toxicity	High HBT	0.7747
Biodegradation	Ready biodegradable	0.7730
Acute Oral Toxicity	III	0.7796
Carcinogenicity (Three-class)	Non-required	0.6704

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.8977	LogS
Caco-2 Permeability	1.2603	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.1997	LD50, mol/kg
Fish Toxicity	0.8059	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.2234	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 Monocarboxylic acids and derivatives Hydrocarbon derivatives 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Benzoyl derivatives Vinylogous acids
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	O-hydroxybenzoic acid ester - Salicylic acid or derivatives - Benzoyl - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Vinylogous acid - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - 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.