DEHYDROACETIC ACID

From www.fda.gov

2D Structure
CID	122903
IUPAC Name	3-acetyl-6-methylpyran-2,4-dione
InChI	InChI=1S/C8H8O4/c1-4-3-6(10)7(5(2)9)8(11)12-4/h3,7H,1-2H3
InChI Key	PGRHXDWITVMQBC-UHFFFAOYSA-N
Canonical SMILES	CC1=CC(=O)C(C(=O)O1)C(=O)C
Molecular Formula	C8H8O4
Wikipedia	Dehydroacetic acid

From Pubchem

Property Name	Property Value
Molecular Weight	168.148
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	1
Complexity	287.0
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 g A A A A A A A A A A A A A A A A G g A A A A A A D Q S A g A A C C A A A B A C I A K D S C A A A C A A g I A A A C A E A A E g A A B Y I A Q A C A A A E o A A I A Q I A A A A K 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	60.4
Monoisotopic Mass	168.042
Exact Mass	168.042
XLogP3	None
XLogP3-AA	0.3
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	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9219
Human Intestinal Absorption	HIA+	0.9680
Caco-2 Permeability	Caco2+	0.7427
P-glycoprotein Substrate	Non-substrate	0.6896
P-glycoprotein Inhibitor	Non-inhibitor	0.6034
P-glycoprotein Inhibitor	Non-inhibitor	0.9746
Renal Organic Cation Transporter	Non-inhibitor	0.9120
Distribution
Subcellular localization	Mitochondria	0.7501
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8395
CYP450 2D6 Substrate	Non-substrate	0.8959
CYP450 3A4 Substrate	Non-substrate	0.6556
CYP450 1A2 Inhibitor	Non-inhibitor	0.9069
CYP450 2C9 Inhibitor	Non-inhibitor	0.9532
CYP450 2D6 Inhibitor	Non-inhibitor	0.9606
CYP450 2C19 Inhibitor	Non-inhibitor	0.8258
CYP450 3A4 Inhibitor	Non-inhibitor	0.8341
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8721
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9145
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9902
AMES Toxicity	Non AMES toxic	0.9132
Carcinogens	Non-carcinogens	0.8755
Fish Toxicity	High FHMT	0.5754
Tetrahymena Pyriformis Toxicity	High TPT	0.7547
Honey Bee Toxicity	High HBT	0.8275
Biodegradation	Ready biodegradable	0.7809
Acute Oral Toxicity	II	0.7303
Carcinogenicity (Three-class)	Non-required	0.6206

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-1.3034	LogS
Caco-2 Permeability	1.1052	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.4955	LD50, mol/kg
Fish Toxicity	0.7472	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.4817	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Pyrans
Subclass	Pyranones and derivatives
Intermediate Tree Nodes	Not available
Direct Parent	Dihydropyranones
Alternative Parents	Monocarboxylic acids and derivatives Hydrocarbon derivatives Lactones Organic oxides Beta-diketones Enol esters Cyclic ketones Oxacyclic compounds
Molecular Framework	Aliphatic heteromonocyclic compounds
Substituents	Dihydropyranone - 1,3-diketone - 1,3-dicarbonyl compound - Enol ester - Cyclic ketone - Lactone - Ketone - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Organic oxide - Organic oxygen compound - Aliphatic heteromonocyclic compound
Description	This compound belongs to the class of organic compounds known as dihydropyranones. These are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.