ISOPULEGYL ACETATE

From www.fda.gov

2D Structure
CID	494311
IUPAC Name	(5-methyl-2-prop-1-en-2-ylcyclohexyl) acetate
InChI	InChI=1S/C12H20O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h9,11-12H,1,5-7H2,2-4H3
InChI Key	HLHIVJRLODSUCI-UHFFFAOYSA-N
Canonical SMILES	CC1CCC(C(C1)OC(=O)C)C(=C)C
Molecular Formula	C12H20O2
Wikipedia	isopulegyl acetate

From Pubchem

Property Name	Property Value
Molecular Weight	196.29
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Complexity	233.0
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 A A A A A G g A A A A A A D R S g g A I C C A A A B A C I A g D S C A A A A A A g A A A A A A A A A A g A A A I A A Q A C A A A E w A A A A A G A w P A O A 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	196.146
Exact Mass	196.146
XLogP3	None
XLogP3-AA	3.5
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	14
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+	0.8786
Human Intestinal Absorption	HIA+	0.9934
Caco-2 Permeability	Caco2+	0.7953
P-glycoprotein Substrate	Non-substrate	0.6116
P-glycoprotein Inhibitor	Inhibitor	0.6081
P-glycoprotein Inhibitor	Non-inhibitor	0.8168
Renal Organic Cation Transporter	Non-inhibitor	0.7934
Distribution
Subcellular localization	Mitochondria	0.7123
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8736
CYP450 2D6 Substrate	Non-substrate	0.8522
CYP450 3A4 Substrate	Substrate	0.6224
CYP450 1A2 Inhibitor	Non-inhibitor	0.7554
CYP450 2C9 Inhibitor	Non-inhibitor	0.9516
CYP450 2D6 Inhibitor	Non-inhibitor	0.9377
CYP450 2C19 Inhibitor	Non-inhibitor	0.6473
CYP450 3A4 Inhibitor	Non-inhibitor	0.7626
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8782
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.7180
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.8657
AMES Toxicity	Non AMES toxic	0.9425
Carcinogens	Non-carcinogens	0.8203
Fish Toxicity	High FHMT	0.9767
Tetrahymena Pyriformis Toxicity	High TPT	0.8987
Honey Bee Toxicity	High HBT	0.8771
Biodegradation	Ready biodegradable	0.7809
Acute Oral Toxicity	III	0.8119
Carcinogenicity (Three-class)	Non-required	0.5667

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-3.7644	LogS
Caco-2 Permeability	1.5121	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.5723	LD50, mol/kg
Fish Toxicity	0.2615	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.1216	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	Menthane monoterpenoids
Alternative Parents	Carboxylic acid esters Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Monocyclic monoterpenoids Carbonyl compounds
Molecular Framework	Aliphatic homomonocyclic compounds
Substituents	P-menthane monoterpenoid - Monocyclic monoterpenoid - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.