4-(2,5,6,6-Tetramethyl-1-cyclohexenyl)but-3-en-2-one

Chemical name	4-(2,5,6,6-Tetramethyl-1-cyclohexenyl)but-3-en-2-one
CAS number	79-70-9
Flavouring type	substances
FL No.	07.200
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	5375215
IUPAC Name	(E)-4-(2,5,6,6-tetramethylcyclohexen-1-yl)but-3-en-2-one
InChI	InChI=1S/C14H22O/c1-10-6-7-11(2)14(4,5)13(10)9-8-12(3)15/h8-9,11H,6-7H2,1-5H3/b9-8+
InChI Key	BGKCUGPVLVNPSG-CMDGGOBGSA-N
Canonical SMILES	CC1CCC(=C(C1(C)C)C=CC(=O)C)C
Molecular Formula	C14H22O
Wikipedia	β-irone

From Pubchem

Property Name	Property Value
Molecular Weight	206.329
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	2
Complexity	318.0
CACTVS Substructure Key Fingerprint	A A A D c e B w I 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 w S A g A A C A A A A A A C I A q B S A A A A A A A g A A A I C A A A A E g I A A I A A A A A A A A A g A A I g Y M A g M A P g 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	17.1
Monoisotopic Mass	206.167
Exact Mass	206.167
XLogP3	None
XLogP3-AA	3.2
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	15
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
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+	0.9699
Human Intestinal Absorption	HIA+	1.0000
Caco-2 Permeability	Caco2+	0.7964
P-glycoprotein Substrate	Non-substrate	0.5373
P-glycoprotein Inhibitor	Non-inhibitor	0.5796
P-glycoprotein Inhibitor	Non-inhibitor	0.7164
Renal Organic Cation Transporter	Non-inhibitor	0.8059
Distribution
Subcellular localization	Lysosome	0.3995
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8391
CYP450 2D6 Substrate	Non-substrate	0.8592
CYP450 3A4 Substrate	Substrate	0.6280
CYP450 1A2 Inhibitor	Non-inhibitor	0.7017
CYP450 2C9 Inhibitor	Non-inhibitor	0.8719
CYP450 2D6 Inhibitor	Non-inhibitor	0.9390
CYP450 2C19 Inhibitor	Non-inhibitor	0.8075
CYP450 3A4 Inhibitor	Non-inhibitor	0.9247
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.6218
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9202
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.8955
AMES Toxicity	Non AMES toxic	0.9400
Carcinogens	Non-carcinogens	0.6772
Fish Toxicity	High FHMT	0.7238
Tetrahymena Pyriformis Toxicity	High TPT	0.6432
Honey Bee Toxicity	High HBT	0.8297
Biodegradation	Ready biodegradable	0.6574
Acute Oral Toxicity	III	0.8297
Carcinogenicity (Three-class)	Non-required	0.5250

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-1.7995	LogS
Caco-2 Permeability	2.1163	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.6526	LD50, mol/kg
Fish Toxicity	1.0689	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	-0.1381	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids
Subclass	Sesquiterpenoids
Intermediate Tree Nodes	Not available
Direct Parent	Sesquiterpenoids
Alternative Parents	Ketones Hydrocarbon derivatives Acryloyl compounds Enones Organic oxides
Molecular Framework	Aliphatic homomonocyclic compounds
Substituents	Cyclofarsesane sesquiterpenoid - Megastigmane sesquiterpenoid - Sesquiterpenoid - Ionone derivative - Alpha,beta-unsaturated ketone - Enone - Acryloyl-group - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.