DEHYDROMENTHOFUROLACTONE

From www.fda.gov

2D Structure
CID	71587277
IUPAC Name	(6R)-3,6-dimethyl-5,6-dihydro-4H-1-benzofuran-2-one
InChI	InChI=1S/C10H12O2/c1-6-3-4-8-7(2)10(11)12-9(8)5-6/h5-6H,3-4H2,1-2H3/t6-/m1/s1
InChI Key	ZRTWVYJNKXXDDT-ZCFIWIBFSA-N
Canonical SMILES	CC1CCC2=C(C(=O)OC2=C1)C
Molecular Formula	C10H12O2
Wikipedia	dehydromenthofurolactone

From Pubchem

Property Name	Property Value
Molecular Weight	164.204
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Complexity	297.0
CACTVS Substructure Key Fingerprint	A A A D c c B w M A A A A A A A A A A A A A A A A A A A A Q A A A A A g A A A A A A A A A E 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 i D S C A A A C A A g I A A A C A E A A E g I B A I A I A A C E A A E g A A I o Q O A Q B A M 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	26.3
Monoisotopic Mass	164.084
Exact Mass	164.084
XLogP3	None
XLogP3-AA	1.9
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	12
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
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+	0.9431
Human Intestinal Absorption	HIA+	1.0000
Caco-2 Permeability	Caco2+	0.7426
P-glycoprotein Substrate	Non-substrate	0.6252
P-glycoprotein Inhibitor	Non-inhibitor	0.5339
P-glycoprotein Inhibitor	Non-inhibitor	0.6963
Renal Organic Cation Transporter	Non-inhibitor	0.7705
Distribution
Subcellular localization	Mitochondria	0.4159
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8276
CYP450 2D6 Substrate	Non-substrate	0.8618
CYP450 3A4 Substrate	Substrate	0.5828
CYP450 1A2 Inhibitor	Inhibitor	0.8579
CYP450 2C9 Inhibitor	Non-inhibitor	0.9528
CYP450 2D6 Inhibitor	Non-inhibitor	0.8988
CYP450 2C19 Inhibitor	Non-inhibitor	0.7968
CYP450 3A4 Inhibitor	Non-inhibitor	0.8507
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.6628
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.8170
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9295
AMES Toxicity	Non AMES toxic	0.8994
Carcinogens	Non-carcinogens	0.9490
Fish Toxicity	High FHMT	0.9055
Tetrahymena Pyriformis Toxicity	High TPT	0.5333
Honey Bee Toxicity	High HBT	0.8795
Biodegradation	Ready biodegradable	0.7692
Acute Oral Toxicity	III	0.5860
Carcinogenicity (Three-class)	Non-required	0.4662

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.0574	LogS
Caco-2 Permeability	1.6708	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.8086	LD50, mol/kg
Fish Toxicity	0.6152	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.3278	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Benzofurans
Subclass	Not available
Intermediate Tree Nodes	Not available
Direct Parent	Benzofurans
Alternative Parents	Monocarboxylic acids and derivatives Hydrocarbon derivatives Lactones Organic oxides Enoate esters Enol esters Oxacyclic compounds Carbonyl compounds
Molecular Framework	Aliphatic heteropolycyclic compounds
Substituents	Benzofuran - 2-furanone - Dihydrofuran - Enol ester - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Lactone - Oxacycle - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organic oxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organooxygen compound - Aliphatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.