MONOETHYL MALEATE

From www.fda.gov

2D Structure
CID	5354457
IUPAC Name	(Z)-4-ethoxy-4-oxobut-2-enoic acid
InChI	InChI=1S/C6H8O4/c1-2-10-6(9)4-3-5(7)8/h3-4H,2H2,1H3,(H,7,8)/b4-3-
InChI Key	XLYMOEINVGRTEX-ARJAWSKDSA-N
Canonical SMILES	CCOC(=O)C=CC(=O)O
Molecular Formula	C6H8O4
Wikipedia	ethyl maleate

From Pubchem

Property Name	Property Value
Molecular Weight	144.126
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Complexity	159.0
CACTVS Substructure Key Fingerprint	A A A D c c B g 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 C A 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 A A I A A C E A A A A A A A M Y 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 = =
Topological Polar Surface Area	63.6
Monoisotopic Mass	144.042
Exact Mass	144.042
XLogP3	None
XLogP3-AA	0.2
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	10
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+	0.9232
Human Intestinal Absorption	HIA+	0.9604
Caco-2 Permeability	Caco2+	0.5160
P-glycoprotein Substrate	Non-substrate	0.7269
P-glycoprotein Inhibitor	Non-inhibitor	0.9362
P-glycoprotein Inhibitor	Non-inhibitor	0.9072
Renal Organic Cation Transporter	Non-inhibitor	0.9384
Distribution
Subcellular localization	Mitochondria	0.8365
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7928
CYP450 2D6 Substrate	Non-substrate	0.9359
CYP450 3A4 Substrate	Non-substrate	0.7452
CYP450 1A2 Inhibitor	Non-inhibitor	0.9313
CYP450 2C9 Inhibitor	Non-inhibitor	0.8623
CYP450 2D6 Inhibitor	Non-inhibitor	0.9508
CYP450 2C19 Inhibitor	Non-inhibitor	0.9387
CYP450 3A4 Inhibitor	Non-inhibitor	0.9363
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.9522
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9764
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9831
AMES Toxicity	Non AMES toxic	0.7825
Carcinogens	Carcinogens	0.5779
Fish Toxicity	High FHMT	0.8394
Tetrahymena Pyriformis Toxicity	High TPT	0.5219
Honey Bee Toxicity	High HBT	0.7889
Biodegradation	Ready biodegradable	0.9134
Acute Oral Toxicity	III	0.8146
Carcinogenicity (Three-class)	Non-required	0.6834

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-0.6430	LogS
Caco-2 Permeability	0.4808	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.1766	LD50, mol/kg
Fish Toxicity	1.0660	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.0670	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 Unsaturated fatty acids Organic oxides Enoate esters Dicarboxylic acids and derivatives Carboxylic acids
Molecular Framework	Aliphatic acyclic compounds
Substituents	Fatty acid ester - 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.