Cinnamyl 2-methylcrotonate (mixture of isomers)

Chemical name	Cinnamyl 2-methylcrotonate (mixture of isomers)
CAS number	61792-12-9
Flavouring type	substances
FL No.	09.339
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	5367766
IUPAC Name	[(E)-3-phenylprop-2-enyl] (E)-2-methylbut-2-enoate
InChI	InChI=1S/C14H16O2/c1-3-12(2)14(15)16-11-7-10-13-8-5-4-6-9-13/h3-10H,11H2,1-2H3/b10-7+,12-3+
InChI Key	KRNURAJANZKGQN-IBIBRXRCSA-N
Canonical SMILES	CC=C(C)C(=O)OCC=CC1=CC=CC=C1
Molecular Formula	C14H16O2

From Pubchem

Property Name	Property Value
Molecular Weight	216.28
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Complexity	271.0
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 A A A A D A C 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 M g I J C K A M R C C M A A g g A A I q Y c A g A A O 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	216.115
Exact Mass	216.115
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	16
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9433
Human Intestinal Absorption	HIA+	0.9952
Caco-2 Permeability	Caco2+	0.8226
P-glycoprotein Substrate	Non-substrate	0.6949
P-glycoprotein Inhibitor	Non-inhibitor	0.8437
P-glycoprotein Inhibitor	Non-inhibitor	0.8840
Renal Organic Cation Transporter	Non-inhibitor	0.8164
Distribution
Subcellular localization	Mitochondria	0.7594
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8542
CYP450 2D6 Substrate	Non-substrate	0.9165
CYP450 3A4 Substrate	Non-substrate	0.5922
CYP450 1A2 Inhibitor	Non-inhibitor	0.6048
CYP450 2C9 Inhibitor	Non-inhibitor	0.8942
CYP450 2D6 Inhibitor	Non-inhibitor	0.9181
CYP450 2C19 Inhibitor	Non-inhibitor	0.8446
CYP450 3A4 Inhibitor	Non-inhibitor	0.9240
CYP Inhibitory Promiscuity	High CYP Inhibitory Promiscuity	0.6452
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9284
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9355
AMES Toxicity	Non AMES toxic	0.8717
Carcinogens	Non-carcinogens	0.5438
Fish Toxicity	High FHMT	0.7937
Tetrahymena Pyriformis Toxicity	High TPT	0.9974
Honey Bee Toxicity	High HBT	0.8387
Biodegradation	Ready biodegradable	0.9303
Acute Oral Toxicity	III	0.9322
Carcinogenicity (Three-class)	Non-required	0.6667

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-3.0880	LogS
Caco-2 Permeability	1.6320	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.5304	LD50, mol/kg
Fish Toxicity	0.6905	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.3354	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Benzenoids
Class	Benzene and substituted derivatives
Subclass	Styrenes
Intermediate Tree Nodes	Not available
Direct Parent	Styrenes
Alternative Parents	Organic oxides Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Enoate esters Carbonyl compounds
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Styrene - Fatty acid ester - Fatty acyl - Alpha,beta-unsaturated carboxylic ester - Enoate ester - 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 styrenes. These are organic compounds containing an ethenylbenzene moiety.