4-(2,3,6-Trimethylphenyl)but-3-en-2-one

Chemical name	4-(2,3,6-Trimethylphenyl)but-3-en-2-one
CAS number	56681-06-2
Flavouring type	substances
FL No.	07.206
Mixture	No
Purity of the named substance at least 95% unless otherwise specified
Reference body	EFSA

From webgate.ec.europa.eu

2D Structure
CID	53426133
IUPAC Name	4-(2,3,6-trimethylphenyl)but-3-en-2-one
InChI	InChI=1S/C13H16O/c1-9-5-6-10(2)13(12(9)4)8-7-11(3)14/h5-8H,1-4H3
InChI Key	AHHGVKNOSDJAQN-UHFFFAOYSA-N
Canonical SMILES	CC1=C(C(=C(C=C1)C)C=CC(=O)C)C
Molecular Formula	C13H16O

From Pubchem

Property Name	Property Value
Molecular Weight	188.27
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	2
Complexity	229.0
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 w A A A A A A A A A A A B A A A A G g A A A A A A D A S A m A A y A I A A A A C I A q B S A A A C A A A g A A A I i A A A A M g I I C K A E R C A I A A g g A A I i Y c A g M A O w A A C A A A Q A A C A A A Q A A C A A A A A A A A A A A A = =
Topological Polar Surface Area	17.1
Monoisotopic Mass	188.12
Exact Mass	188.12
XLogP3	None
XLogP3-AA	3.1
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	14
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	1
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9848
Human Intestinal Absorption	HIA+	1.0000
Caco-2 Permeability	Caco2+	0.9231
P-glycoprotein Substrate	Non-substrate	0.7313
P-glycoprotein Inhibitor	Non-inhibitor	0.7788
P-glycoprotein Inhibitor	Non-inhibitor	0.9508
Renal Organic Cation Transporter	Non-inhibitor	0.8849
Distribution
Subcellular localization	Mitochondria	0.7276
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7667
CYP450 2D6 Substrate	Non-substrate	0.8275
CYP450 3A4 Substrate	Non-substrate	0.6493
CYP450 1A2 Inhibitor	Inhibitor	0.6535
CYP450 2C9 Inhibitor	Non-inhibitor	0.9096
CYP450 2D6 Inhibitor	Non-inhibitor	0.9291
CYP450 2C19 Inhibitor	Non-inhibitor	0.6943
CYP450 3A4 Inhibitor	Non-inhibitor	0.8747
CYP Inhibitory Promiscuity	High CYP Inhibitory Promiscuity	0.5911
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9083
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9424
AMES Toxicity	Non AMES toxic	0.7461
Carcinogens	Non-carcinogens	0.5501
Fish Toxicity	High FHMT	0.8385
Tetrahymena Pyriformis Toxicity	High TPT	0.9967
Honey Bee Toxicity	High HBT	0.7658
Biodegradation	Not ready biodegradable	0.7171
Acute Oral Toxicity	III	0.8296
Carcinogenicity (Three-class)	Non-required	0.5994

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-2.6293	LogS
Caco-2 Permeability	2.2145	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	1.5157	LD50, mol/kg
Fish Toxicity	1.1855	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.0025	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Class	Cinnamic acids and derivatives
Subclass	Not available
Intermediate Tree Nodes	Not available
Direct Parent	Cinnamic acids and derivatives
Alternative Parents	Ketones Hydrocarbon derivatives Acryloyl compounds Enones Organic oxides
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Cinnamic acid or derivatives - Styrene - Benzenoid - Monocyclic benzene moiety - Alpha,beta-unsaturated ketone - Enone - Acryloyl-group - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid.