SEC-BUTYL MALEATE

From www.fda.gov

2D Structure
CID	6913395
IUPAC Name	(Z)-4-butan-2-yloxy-4-oxobut-2-enoic acid
InChI	InChI=1S/C8H12O4/c1-3-6(2)12-8(11)5-4-7(9)10/h4-6H,3H2,1-2H3,(H,9,10)/b5-4-
InChI Key	GTVVADNAPPKOSH-PLNGDYQASA-N
Canonical SMILES	CCC(C)OC(=O)C=CC(=O)O
Molecular Formula	C8H12O4
Wikipedia	sec-butyl maleate

From Pubchem

Property Name	Property Value
Molecular Weight	172.18
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	5
Complexity	195.0
CACTVS Substructure Key Fingerprint	A A A D c c 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 C B S 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	172.074
Exact Mass	172.074
XLogP3	None
XLogP3-AA	1.2
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	12
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+	0.9533
Human Intestinal Absorption	HIA+	0.9671
Caco-2 Permeability	Caco2+	0.5546
P-glycoprotein Substrate	Non-substrate	0.7122
P-glycoprotein Inhibitor	Non-inhibitor	0.8016
P-glycoprotein Inhibitor	Non-inhibitor	0.8630
Renal Organic Cation Transporter	Non-inhibitor	0.9575
Distribution
Subcellular localization	Mitochondria	0.7876
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8326
CYP450 2D6 Substrate	Non-substrate	0.9203
CYP450 3A4 Substrate	Non-substrate	0.6704
CYP450 1A2 Inhibitor	Non-inhibitor	0.9345
CYP450 2C9 Inhibitor	Non-inhibitor	0.9024
CYP450 2D6 Inhibitor	Non-inhibitor	0.9425
CYP450 2C19 Inhibitor	Non-inhibitor	0.9112
CYP450 3A4 Inhibitor	Non-inhibitor	0.8797
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.9426
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9671
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9677
AMES Toxicity	Non AMES toxic	0.8621
Carcinogens	Carcinogens	0.6210
Fish Toxicity	High FHMT	0.8145
Tetrahymena Pyriformis Toxicity	High TPT	0.7291
Honey Bee Toxicity	High HBT	0.8105
Biodegradation	Ready biodegradable	0.9062
Acute Oral Toxicity	III	0.7716
Carcinogenicity (Three-class)	Non-required	0.6882

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-1.0203	LogS
Caco-2 Permeability	0.4420	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.8336	LD50, mol/kg
Fish Toxicity	1.2591	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.1180	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.