Menthyl phenylacetate

Chemical name	Menthyl phenylacetate
CAS number	1154-92-3
Flavouring type	substances
FL No.	09.620
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	102567
IUPAC Name	(5-methyl-2-propan-2-ylcyclohexyl) 2-phenylacetate
InChI	InChI=1S/C18H26O2/c1-13(2)16-10-9-14(3)11-17(16)20-18(19)12-15-7-5-4-6-8-15/h4-8,13-14,16-17H,9-12H2,1-3H3
InChI Key	GIFKSWTZIAVRIG-UHFFFAOYSA-N
Canonical SMILES	CC1CCC(C(C1)OC(=O)CC2=CC=CC=C2)C(C)C
Molecular Formula	C18H26O2

From Pubchem

Property Name	Property Value
Molecular Weight	274.404
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Complexity	305.0
CACTVS Substructure Key Fingerprint	A A A D c e B 4 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 Y A A A A A A A A A A B A A A A G g A A A A A A D R S g m A I y C I A A B A C I A i D S C A A C A A A g A A A I i A E A A I g I I D K A F R C C I A A k w A E I i A e I y P C O g A A A A A A A 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	26.3
Monoisotopic Mass	274.193
Exact Mass	274.193
XLogP3	None
XLogP3-AA	5.2
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	20
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	3
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+	0.9501
Human Intestinal Absorption	HIA+	0.9971
Caco-2 Permeability	Caco2+	0.8538
P-glycoprotein Substrate	Non-substrate	0.5567
P-glycoprotein Inhibitor	Inhibitor	0.5966
P-glycoprotein Inhibitor	Inhibitor	0.6680
Renal Organic Cation Transporter	Non-inhibitor	0.7425
Distribution
Subcellular localization	Mitochondria	0.7663
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7623
CYP450 2D6 Substrate	Non-substrate	0.8398
CYP450 3A4 Substrate	Substrate	0.6477
CYP450 1A2 Inhibitor	Non-inhibitor	0.7257
CYP450 2C9 Inhibitor	Non-inhibitor	0.6991
CYP450 2D6 Inhibitor	Non-inhibitor	0.8898
CYP450 2C19 Inhibitor	Inhibitor	0.5250
CYP450 3A4 Inhibitor	Non-inhibitor	0.8745
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7543
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.8027
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.6185
AMES Toxicity	Non AMES toxic	0.8994
Carcinogens	Non-carcinogens	0.7785
Fish Toxicity	High FHMT	0.9964
Tetrahymena Pyriformis Toxicity	High TPT	0.9975
Honey Bee Toxicity	High HBT	0.7741
Biodegradation	Not ready biodegradable	0.8956
Acute Oral Toxicity	III	0.8155
Carcinogenicity (Three-class)	Non-required	0.6595

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-6.0737	LogS
Caco-2 Permeability	1.4534	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.7649	LD50, mol/kg
Fish Toxicity	-0.4152	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	2.4348	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids
Subclass	Monoterpenoids
Intermediate Tree Nodes	Not available
Direct Parent	Aromatic monoterpenoids
Alternative Parents	Menthane monoterpenoids Monocarboxylic acids and derivatives Benzene and substituted derivatives Hydrocarbon derivatives Organic oxides Carboxylic acid esters Monocyclic monoterpenoids Carbonyl compounds
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	P-menthane monoterpenoid - Monocyclic monoterpenoid - Aromatic monoterpenoid - Benzenoid - Monocyclic benzene moiety - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.