Dibutyl malate

Chemical name	Dibutyl malate
CAS number	6280-99-5
Flavouring type	substances
FL No.	09.346
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	95385
IUPAC Name	dibutyl 2-hydroxybutanedioate
InChI	InChI=1S/C12H22O5/c1-3-5-7-16-11(14)9-10(13)12(15)17-8-6-4-2/h10,13H,3-9H2,1-2H3
InChI Key	PDSCSYLDRHAHOX-UHFFFAOYSA-N
Canonical SMILES	CCCCOC(=O)CC(C(=O)OCCCC)O
Molecular Formula	C12H22O5

From Pubchem

Property Name	Property Value
Molecular Weight	246.303
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	11
Complexity	227.0
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 C B S g g A I C C A A A B g A I A A C Q C A I A A A A A A A A A A A F A A A A B E B Q A A A A C Q A A F I A A D A A B D 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	72.8
Monoisotopic Mass	246.147
Exact Mass	246.147
XLogP3	None
XLogP3-AA	1.8
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	17
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9191
Human Intestinal Absorption	HIA+	0.8686
Caco-2 Permeability	Caco2+	0.5159
P-glycoprotein Substrate	Substrate	0.5360
P-glycoprotein Inhibitor	Non-inhibitor	0.7861
P-glycoprotein Inhibitor	Non-inhibitor	0.6683
Renal Organic Cation Transporter	Non-inhibitor	0.8918
Distribution
Subcellular localization	Mitochondria	0.8646
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8645
CYP450 2D6 Substrate	Non-substrate	0.8792
CYP450 3A4 Substrate	Non-substrate	0.6160
CYP450 1A2 Inhibitor	Non-inhibitor	0.8910
CYP450 2C9 Inhibitor	Non-inhibitor	0.8642
CYP450 2D6 Inhibitor	Non-inhibitor	0.9350
CYP450 2C19 Inhibitor	Non-inhibitor	0.8450
CYP450 3A4 Inhibitor	Non-inhibitor	0.8797
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.9463
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9662
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.8424
AMES Toxicity	Non AMES toxic	0.7896
Carcinogens	Non-carcinogens	0.6698
Fish Toxicity	High FHMT	0.9322
Tetrahymena Pyriformis Toxicity	High TPT	0.9963
Honey Bee Toxicity	High HBT	0.6756
Biodegradation	Ready biodegradable	0.8585
Acute Oral Toxicity	IV	0.4900
Carcinogenicity (Three-class)	Non-required	0.6857

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-1.7798	LogS
Caco-2 Permeability	0.5883	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.6488	LD50, mol/kg
Fish Toxicity	1.8309	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.4674	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Organic acids and derivatives
Class	Hydroxy acids and derivatives
Subclass	Beta hydroxy acids and derivatives
Intermediate Tree Nodes	Not available
Direct Parent	Beta hydroxy acids and derivatives
Alternative Parents	Carboxylic acid esters Fatty acid esters Hydrocarbon derivatives Organic oxides Dicarboxylic acids and derivatives Carbonyl compounds Secondary alcohols
Molecular Framework	Aliphatic acyclic compounds
Substituents	Fatty acid ester - Beta-hydroxy acid - Fatty acyl - Dicarboxylic acid or derivatives - Secondary alcohol - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic acyclic compound
Description	This compound belongs to the class of organic compounds known as beta hydroxy acids and derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.