Methyl geranate

Chemical name	Methyl geranate
CAS number	1189-09-9
COE number	10797
Flavouring type	substances
FL No.	09.643
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	5365910
IUPAC Name	methyl (2E)-3,7-dimethylocta-2,6-dienoate
InChI	InChI=1S/C11H18O2/c1-9(2)6-5-7-10(3)8-11(12)13-4/h6,8H,5,7H2,1-4H3/b10-8+
InChI Key	ACOBBFVLNKYODD-CSKARUKUSA-N
Canonical SMILES	CC(=CCCC(=CC(=O)OC)C)C
Molecular Formula	C11H18O2
Wikipedia	methyl geranate

From Pubchem

Property Name	Property Value
Molecular Weight	182.263
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Complexity	220.0
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 A 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 A C A g A I C C A A A B A C I A i D S C A A A A A A g A A A A C A A A A E g A B A I A I Q A A E A A A g A A I I Q I 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 A A A A A A A A A = =
Topological Polar Surface Area	26.3
Monoisotopic Mass	182.131
Exact Mass	182.131
XLogP3	None
XLogP3-AA	3.4
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	1
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9445
Human Intestinal Absorption	HIA+	0.9838
Caco-2 Permeability	Caco2+	0.7094
P-glycoprotein Substrate	Non-substrate	0.6548
P-glycoprotein Inhibitor	Non-inhibitor	0.7231
P-glycoprotein Inhibitor	Inhibitor	0.5470
Renal Organic Cation Transporter	Non-inhibitor	0.8762
Distribution
Subcellular localization	Mitochondria	0.4184
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8380
CYP450 2D6 Substrate	Non-substrate	0.8748
CYP450 3A4 Substrate	Substrate	0.5283
CYP450 1A2 Inhibitor	Non-inhibitor	0.8680
CYP450 2C9 Inhibitor	Non-inhibitor	0.9158
CYP450 2D6 Inhibitor	Non-inhibitor	0.9505
CYP450 2C19 Inhibitor	Non-inhibitor	0.8972
CYP450 3A4 Inhibitor	Non-inhibitor	0.9848
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8183
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9273
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9497
AMES Toxicity	Non AMES toxic	0.8928
Carcinogens	Carcinogens	0.5310
Fish Toxicity	High FHMT	0.8806
Tetrahymena Pyriformis Toxicity	High TPT	0.8939
Honey Bee Toxicity	High HBT	0.8809
Biodegradation	Ready biodegradable	0.9468
Acute Oral Toxicity	III	0.7374
Carcinogenicity (Three-class)	Non-required	0.6025

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.6752	LogS
Caco-2 Permeability	1.4509	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.4894	LD50, mol/kg
Fish Toxicity	1.0045	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.0991	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	Acyclic monoterpenoids
Alternative Parents	Organic oxides Fatty acid esters Methyl esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Enoate esters Carbonyl compounds
Molecular Framework	Aliphatic acyclic compounds
Substituents	Acyclic monoterpenoid - Fatty acid ester - Fatty acyl - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Methyl ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
Description	This compound belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.