MONOMETHYL FUMARATE

From www.fda.gov

2D Structure
CID	5369209
IUPAC Name	(E)-4-methoxy-4-oxobut-2-enoic acid
InChI	InChI=1S/C5H6O4/c1-9-5(8)3-2-4(6)7/h2-3H,1H3,(H,6,7)/b3-2+
InChI Key	NKHAVTQWNUWKEO-NSCUHMNNSA-N
Canonical SMILES	COC(=O)C=CC(=O)O
Molecular Formula	C5H6O4
Wikipedia	monomethyl fumarate

From Pubchem

Property Name	Property Value
Molecular Weight	130.099
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Complexity	147.0
CACTVS Substructure Key Fingerprint	A A A D c Y 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 A 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 A 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	130.027
Exact Mass	130.027
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	9
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+	0.9346
Human Intestinal Absorption	HIA+	0.8890
Caco-2 Permeability	Caco2-	0.5671
P-glycoprotein Substrate	Non-substrate	0.7656
P-glycoprotein Inhibitor	Non-inhibitor	0.9521
P-glycoprotein Inhibitor	Non-inhibitor	0.8952
Renal Organic Cation Transporter	Non-inhibitor	0.9456
Distribution
Subcellular localization	Mitochondria	0.8192
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7651
CYP450 2D6 Substrate	Non-substrate	0.9405
CYP450 3A4 Substrate	Non-substrate	0.7484
CYP450 1A2 Inhibitor	Non-inhibitor	0.9386
CYP450 2C9 Inhibitor	Non-inhibitor	0.9386
CYP450 2D6 Inhibitor	Non-inhibitor	0.9674
CYP450 2C19 Inhibitor	Non-inhibitor	0.9627
CYP450 3A4 Inhibitor	Non-inhibitor	0.9693
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.9855
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9780
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9891
AMES Toxicity	Non AMES toxic	0.7012
Carcinogens	Non-carcinogens	0.5259
Fish Toxicity	High FHMT	0.8002
Tetrahymena Pyriformis Toxicity	Low TPT	0.8622
Honey Bee Toxicity	High HBT	0.8099
Biodegradation	Ready biodegradable	0.8077
Acute Oral Toxicity	III	0.5725
Carcinogenicity (Three-class)	Non-required	0.7022

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-0.1596	LogS
Caco-2 Permeability	0.5471	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.1120	LD50, mol/kg
Fish Toxicity	1.2371	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.2347	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 Methyl esters 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 - Methyl 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.