Pentyl cinnamate (mixture of isomers)

Chemical name	Pentyl cinnamate (mixture of isomers)
CAS number	3487-99-8
COE number	328
Flavouring type	substances
FL No.	09.735
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	5355854
IUPAC Name	pentyl (E)-3-phenylprop-2-enoate
InChI	InChI=1S/C14H18O2/c1-2-3-7-12-16-14(15)11-10-13-8-5-4-6-9-13/h4-6,8-11H,2-3,7,12H2,1H3/b11-10+
InChI Key	QDRJCWZGTMRXCL-ZHACJKMWSA-N
Canonical SMILES	CCCCCOC(=O)C=CC1=CC=CC=C1
Molecular Formula	C14H18O2

From Pubchem

Property Name	Property Value
Molecular Weight	218.296
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	7
Complexity	215.0
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 A A A M g I J C K A M R C C M A A k g A A I q Y e 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	218.131
Exact Mass	218.131
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	1
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9849
Human Intestinal Absorption	HIA+	1.0000
Caco-2 Permeability	Caco2+	0.8318
P-glycoprotein Substrate	Non-substrate	0.5628
P-glycoprotein Inhibitor	Non-inhibitor	0.8751
P-glycoprotein Inhibitor	Non-inhibitor	0.9353
Renal Organic Cation Transporter	Non-inhibitor	0.8123
Distribution
Subcellular localization	Plasma membrane	0.6379
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7943
CYP450 2D6 Substrate	Non-substrate	0.8809
CYP450 3A4 Substrate	Non-substrate	0.6367
CYP450 1A2 Inhibitor	Inhibitor	0.7893
CYP450 2C9 Inhibitor	Non-inhibitor	0.8878
CYP450 2D6 Inhibitor	Non-inhibitor	0.8641
CYP450 2C19 Inhibitor	Non-inhibitor	0.6007
CYP450 3A4 Inhibitor	Non-inhibitor	0.9141
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.5121
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.8835
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.8359
AMES Toxicity	Non AMES toxic	0.9386
Carcinogens	Non-carcinogens	0.6991
Fish Toxicity	High FHMT	0.9713
Tetrahymena Pyriformis Toxicity	High TPT	0.9998
Honey Bee Toxicity	High HBT	0.6970
Biodegradation	Ready biodegradable	0.8606
Acute Oral Toxicity	III	0.9370
Carcinogenicity (Three-class)	Non-required	0.5367

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-4.2989	LogS
Caco-2 Permeability	1.6177	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.6200	LD50, mol/kg
Fish Toxicity	0.6029	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.6723	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Class	Cinnamic acids and derivatives
Subclass	Cinnamic acid esters
Intermediate Tree Nodes	Not available
Direct Parent	Cinnamic acid esters
Alternative Parents	Styrenes Organic oxides Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Enoate esters Carbonyl compounds
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Cinnamic acid ester - Styrene - Fatty acid ester - Monocyclic benzene moiety - Benzenoid - Fatty acyl - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic oxygen compound - Carbonyl group - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.