MONOBUTYL MALEATE

From www.fda.gov

2D Structure
CID	5356726
IUPAC Name	(Z)-4-butoxy-4-oxobut-2-enoic acid
InChI	InChI=1S/C8H12O4/c1-2-3-6-12-8(11)5-4-7(9)10/h4-5H,2-3,6H2,1H3,(H,9,10)/b5-4-
InChI Key	UTOVMEACOLCUCK-PLNGDYQASA-N
Canonical SMILES	CCCCOC(=O)C=CC(=O)O
Molecular Formula	C8H12O4
Wikipedia	monobutyl maleate

From Pubchem

Property Name	Property Value
Molecular Weight	172.18
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Complexity	184.0
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 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 E 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	1.1
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	12
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+	0.9469
Human Intestinal Absorption	HIA+	0.9601
Caco-2 Permeability	Caco2+	0.6177
P-glycoprotein Substrate	Non-substrate	0.6366
P-glycoprotein Inhibitor	Non-inhibitor	0.9105
P-glycoprotein Inhibitor	Non-inhibitor	0.9455
Renal Organic Cation Transporter	Non-inhibitor	0.9136
Distribution
Subcellular localization	Mitochondria	0.7641
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7821
CYP450 2D6 Substrate	Non-substrate	0.9108
CYP450 3A4 Substrate	Non-substrate	0.6712
CYP450 1A2 Inhibitor	Non-inhibitor	0.7190
CYP450 2C9 Inhibitor	Non-inhibitor	0.9013
CYP450 2D6 Inhibitor	Non-inhibitor	0.9413
CYP450 2C19 Inhibitor	Non-inhibitor	0.8779
CYP450 3A4 Inhibitor	Non-inhibitor	0.9132
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.9520
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9572
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9665
AMES Toxicity	Non AMES toxic	0.9034
Carcinogens	Non-carcinogens	0.6207
Fish Toxicity	High FHMT	0.9029
Tetrahymena Pyriformis Toxicity	High TPT	0.9181
Honey Bee Toxicity	High HBT	0.7318
Biodegradation	Ready biodegradable	0.9630
Acute Oral Toxicity	III	0.8604
Carcinogenicity (Three-class)	Non-required	0.6849

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-1.9542	LogS
Caco-2 Permeability	0.7130	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.8332	LD50, mol/kg
Fish Toxicity	0.5601	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.6167	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.