Ethyl octadeca-9,12,15-trienoate

Chemical name	Ethyl octadeca-9,12,15-trienoate
CAS number	1191-41-9
COE number	712
Flavouring type	substances
FL No.	09.205
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	CoE/SCF

From webgate.ec.europa.eu

2D Structure
CID	79149
IUPAC Name	ethyl octadeca-9,12,15-trienoate
InChI	InChI=1S/C20H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h5-6,8-9,11-12H,3-4,7,10,13-19H2,1-2H3
InChI Key	JYYFMIOPGOFNPK-UHFFFAOYSA-N
Canonical SMILES	CCC=CCC=CCC=CCCCCCCCC(=O)OCC
Molecular Formula	C20H34O2
Wikipedia	ethyl linolenate

From Pubchem

Property Name	Property Value
Molecular Weight	306.49
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	15
Complexity	327.0
CACTVS Substructure Key Fingerprint	A A A D c f B 4 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 C A 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 I A A Q A C A A A E g A A I A A O I y K C 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	306.256
Exact Mass	306.256
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	22
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	3
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9783
Human Intestinal Absorption	HIA+	0.9947
Caco-2 Permeability	Caco2+	0.7651
P-glycoprotein Substrate	Non-substrate	0.7486
P-glycoprotein Inhibitor	Non-inhibitor	0.8803
P-glycoprotein Inhibitor	Non-inhibitor	0.8120
Renal Organic Cation Transporter	Non-inhibitor	0.8776
Distribution
Subcellular localization	Mitochondria	0.4494
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8606
CYP450 2D6 Substrate	Non-substrate	0.9069
CYP450 3A4 Substrate	Non-substrate	0.6250
CYP450 1A2 Inhibitor	Non-inhibitor	0.5469
CYP450 2C9 Inhibitor	Non-inhibitor	0.9392
CYP450 2D6 Inhibitor	Non-inhibitor	0.9277
CYP450 2C19 Inhibitor	Non-inhibitor	0.9562
CYP450 3A4 Inhibitor	Non-inhibitor	0.9476
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.6856
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.8771
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.8970
AMES Toxicity	Non AMES toxic	0.6329
Carcinogens	Carcinogens	0.5714
Fish Toxicity	High FHMT	0.7799
Tetrahymena Pyriformis Toxicity	High TPT	0.9537
Honey Bee Toxicity	High HBT	0.8016
Biodegradation	Ready biodegradable	0.8556
Acute Oral Toxicity	III	0.7762
Carcinogenicity (Three-class)	Non-required	0.6347

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.0356	LogS
Caco-2 Permeability	1.1992	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.3874	LD50, mol/kg
Fish Toxicity	1.0238	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.6523	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Fatty Acyls
Subclass	Lineolic acids and derivatives
Intermediate Tree Nodes	Not available
Direct Parent	Lineolic acids and derivatives
Alternative Parents	Carboxylic acid esters Organic oxides Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Carbonyl compounds
Molecular Framework	Aliphatic acyclic compounds
Substituents	Octadecanoid - 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 lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.