cis-3-Hexenyl 2-methylbutanoate

Chemical name	cis-3-Hexenyl 2-methylbutanoate
CAS number	53398-85-9
Flavouring type	substances
FL No.	09.854
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	5365069
IUPAC Name	[(Z)-hex-3-enyl] 2-methylbutanoate
InChI	InChI=1S/C11H20O2/c1-4-6-7-8-9-13-11(12)10(3)5-2/h6-7,10H,4-5,8-9H2,1-3H3/b7-6-
InChI Key	JKKGTSUICJWEKB-SREVYHEPSA-N
Canonical SMILES	CCC=CCCOC(=O)C(C)CC
Molecular Formula	C11H20O2
Wikipedia	(3Z)-3-hexenyl 2-methylbutyrate

From Pubchem

Property Name	Property Value
Molecular Weight	184.279
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	7
Complexity	162.0
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 Q C g g A I C C A A A B A C I A C D S C A A A A A A g A A A I C A E A A A g A A B A A A Q A C A A A E Q A A I A A I A A A A 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 = =
Topological Polar Surface Area	26.3
Monoisotopic Mass	184.146
Exact Mass	184.146
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	13
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
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+	0.9821
Human Intestinal Absorption	HIA+	0.9965
Caco-2 Permeability	Caco2+	0.7801
P-glycoprotein Substrate	Non-substrate	0.7394
P-glycoprotein Inhibitor	Non-inhibitor	0.8216
P-glycoprotein Inhibitor	Non-inhibitor	0.5966
Renal Organic Cation Transporter	Non-inhibitor	0.9022
Distribution
Subcellular localization	Plasma membrane	0.5204
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8566
CYP450 2D6 Substrate	Non-substrate	0.8971
CYP450 3A4 Substrate	Non-substrate	0.5845
CYP450 1A2 Inhibitor	Non-inhibitor	0.5760
CYP450 2C9 Inhibitor	Non-inhibitor	0.9275
CYP450 2D6 Inhibitor	Non-inhibitor	0.9294
CYP450 2C19 Inhibitor	Non-inhibitor	0.9262
CYP450 3A4 Inhibitor	Non-inhibitor	0.9304
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7063
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.8807
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.8715
AMES Toxicity	Non AMES toxic	0.7890
Carcinogens	Carcinogens	0.6293
Fish Toxicity	High FHMT	0.8713
Tetrahymena Pyriformis Toxicity	High TPT	0.9933
Honey Bee Toxicity	High HBT	0.8104
Biodegradation	Ready biodegradable	0.8139
Acute Oral Toxicity	III	0.8813
Carcinogenicity (Three-class)	Non-required	0.5514

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.6756	LogS
Caco-2 Permeability	1.2823	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.7319	LD50, mol/kg
Fish Toxicity	0.6238	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.0839	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Fatty Acyls
Subclass	Fatty acid esters
Intermediate Tree Nodes	Not available
Direct Parent	Fatty acid esters
Alternative Parents	Monocarboxylic acids and derivatives Carboxylic acid esters Hydrocarbon derivatives Carbonyl compounds Organic oxides
Molecular Framework	Aliphatic acyclic compounds
Substituents	Fatty acid 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 fatty acid esters. These are carboxylic ester derivatives of a fatty acid.