Linolenic Acid 18:3 n-3

General Information

From www.fda.gov

2D Structure
CID	5282822
IUPAC Name	(9E,12E,15E)-octadeca-9,12,15-trienoic acid
InChI	InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3+,7-6+,10-9+
InChI Key	DTOSIQBPPRVQHS-IUQGRGSQSA-N
Canonical SMILES	CCC=CCC=CCC=CCCCCCCCC(=O)O
Molecular Formula	C18H30O2
Wikipedia	elaidolinolenic acid

From Pubchem

Property Name	Property Value
Molecular Weight	278.436
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	13
Complexity	301.0
CACTVS Substructure Key Fingerprint	A A A D c e 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 C A A A C A C A g A A C C A A A A g 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 A Q 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	37.3
Monoisotopic Mass	278.225
Exact Mass	278.225
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	20
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	3
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

From Pubchem

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9314
Human Intestinal Absorption	HIA+	0.9896
Caco-2 Permeability	Caco2+	0.7735
P-glycoprotein Substrate	Non-substrate	0.6766
P-glycoprotein Inhibitor	Non-inhibitor	0.9499
P-glycoprotein Inhibitor	Non-inhibitor	0.9025
Renal Organic Cation Transporter	Non-inhibitor	0.9311
Distribution
Subcellular localization	Plasma membrane	0.5044
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7735
CYP450 2D6 Substrate	Non-substrate	0.9081
CYP450 3A4 Substrate	Non-substrate	0.6884
CYP450 1A2 Inhibitor	Inhibitor	0.6915
CYP450 2C9 Inhibitor	Non-inhibitor	0.8798
CYP450 2D6 Inhibitor	Non-inhibitor	0.9631
CYP450 2C19 Inhibitor	Non-inhibitor	0.9638
CYP450 3A4 Inhibitor	Non-inhibitor	0.9465
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.9426
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.8818
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9315
AMES Toxicity	Non AMES toxic	0.9132
Carcinogens	Non-carcinogens	0.6502
Fish Toxicity	High FHMT	0.8622
Tetrahymena Pyriformis Toxicity	High TPT	0.9969
Honey Bee Toxicity	High HBT	0.7333
Biodegradation	Ready biodegradable	0.7808
Acute Oral Toxicity	IV	0.6387
Carcinogenicity (Three-class)	Non-required	0.6373

From admetSAR

Model	Value	Unit
Absorption
Aqueous solubility	-3.0676	LogS
Caco-2 Permeability	1.3364	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.4499	LD50, mol/kg
Fish Toxicity	2.3406	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.1648	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	Monocarboxylic acids and derivatives Carbonyl compounds Hydrocarbon derivatives Straight chain fatty acids Unsaturated fatty acids Organic oxides Long-chain fatty acids Carboxylic acids
Molecular Framework	Aliphatic acyclic compounds
Substituents	Octadecanoid - Long-chain fatty acid - Fatty acid - Unsaturated fatty acid - Straight chain fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - 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.

From ClassyFire