MONO(2-ETHYLHEXYL) MALEATE

From www.fda.gov

2D Structure
CID	5365056
IUPAC Name	(Z)-4-(2-ethylhexoxy)-4-oxobut-2-enoic acid
InChI	InChI=1S/C12H20O4/c1-3-5-6-10(4-2)9-16-12(15)8-7-11(13)14/h7-8,10H,3-6,9H2,1-2H3,(H,13,14)/b8-7-
InChI Key	IQBLWPLYPNOTJC-FPLPWBNLSA-N
Canonical SMILES	CCCCC(CC)COC(=O)C=CC(=O)O
Molecular Formula	C12H20O4
Wikipedia	mono(2-ethylhexyl) maleate

From Pubchem

Property Name	Property Value
Molecular Weight	228.288
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	9
Complexity	245.0
CACTVS Substructure Key Fingerprint	A A A D c e B w 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 A A A A A A A A A A A A A G g A A C A A A D Q C g g A I C C A A A B g C I A C D S C A A A A A A A A A A I C A A A A E A A B A I A I A A C E A A E A A A A M Y G A w 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	63.6
Monoisotopic Mass	228.136
Exact Mass	228.136
XLogP3	None
XLogP3-AA	3.0
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	16
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+	0.9420
Human Intestinal Absorption	HIA+	0.9536
Caco-2 Permeability	Caco2+	0.6711
P-glycoprotein Substrate	Non-substrate	0.5828
P-glycoprotein Inhibitor	Non-inhibitor	0.9035
P-glycoprotein Inhibitor	Non-inhibitor	0.5988
Renal Organic Cation Transporter	Non-inhibitor	0.9055
Distribution
Subcellular localization	Mitochondria	0.7842
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8325
CYP450 2D6 Substrate	Non-substrate	0.9005
CYP450 3A4 Substrate	Non-substrate	0.6412
CYP450 1A2 Inhibitor	Non-inhibitor	0.8056
CYP450 2C9 Inhibitor	Non-inhibitor	0.8841
CYP450 2D6 Inhibitor	Non-inhibitor	0.9067
CYP450 2C19 Inhibitor	Non-inhibitor	0.9360
CYP450 3A4 Inhibitor	Non-inhibitor	0.8753
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.9063
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9492
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9151
AMES Toxicity	Non AMES toxic	0.9342
Carcinogens	Non-carcinogens	0.6050
Fish Toxicity	High FHMT	0.9855
Tetrahymena Pyriformis Toxicity	High TPT	0.9990
Honey Bee Toxicity	High HBT	0.7350
Biodegradation	Ready biodegradable	0.9239
Acute Oral Toxicity	III	0.8699
Carcinogenicity (Three-class)	Non-required	0.7445

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-3.2595	LogS
Caco-2 Permeability	0.6384	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.8289	LD50, mol/kg
Fish Toxicity	0.3564	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.4111	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	Carbonyl compounds Hydrocarbon derivatives Branched fatty acids Unsaturated fatty acids Organic oxides Enoate esters Dicarboxylic acids and derivatives Carboxylic acids
Molecular Framework	Aliphatic acyclic compounds
Substituents	Fatty acid ester - Branched fatty acid - Unsaturated fatty acid - Dicarboxylic acid or derivatives - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - 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 fatty acid esters. These are carboxylic ester derivatives of a fatty acid.