4-(2,5,6,6-Tetramethyl-2-cyclohexenyl)-3-buten-2-one

Relevant Data

Food Additives Approved in the United States:

Food Additives Approved by WHO:

General Information

Chemical name4-(2,5,6,6-Tetramethyl-2-cyclohexenyl)-3-buten-2-one
CAS number79-69-6
COE number145
JECFA number403
Flavouring typesubstances
FL No.07.011
MixtureNo
Purity of the named substance at least 95% unless otherwise specified
Reference bodyEFSA/JECFA

From webgate.ec.europa.eu

Computed Descriptors

Download SDF
2D Structure
CID5371002
IUPAC Name(E)-4-(2,5,6,6-tetramethylcyclohex-2-en-1-yl)but-3-en-2-one
InChIInChI=1S/C14H22O/c1-10-6-7-11(2)14(4,5)13(10)9-8-12(3)15/h6,8-9,11,13H,7H2,1-5H3/b9-8+
InChI KeyJZQOJFLIJNRDHK-CMDGGOBGSA-N
Canonical SMILESCC1CC=C(C(C1(C)C)C=CC(=O)C)C
Molecular FormulaC14H22O
Wikipediaalpha-irone

From Pubchem

Computed Properties

Property Name Property Value
Molecular Weight206.329
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Complexity307.0
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 A A A I A A Q A A A A A A g A A I A Y M A g A 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 Area17.1
Monoisotopic Mass206.167
Exact Mass206.167
XLogP3None
XLogP3-AA3.2
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count15
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

From Pubchem

ADMET Predicted Profile --- Classification

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9598
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.7965
P-glycoprotein SubstrateNon-substrate0.5609
P-glycoprotein InhibitorNon-inhibitor0.5706
Non-inhibitor0.8739
Renal Organic Cation TransporterNon-inhibitor0.8586
Distribution
Subcellular localizationMitochondria0.5093
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8399
CYP450 2D6 SubstrateNon-substrate0.8718
CYP450 3A4 SubstrateSubstrate0.5436
CYP450 1A2 InhibitorNon-inhibitor0.7487
CYP450 2C9 InhibitorNon-inhibitor0.8469
CYP450 2D6 InhibitorNon-inhibitor0.9242
CYP450 2C19 InhibitorNon-inhibitor0.7140
CYP450 3A4 InhibitorNon-inhibitor0.8407
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.5239
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9583
Non-inhibitor0.9434
AMES ToxicityNon AMES toxic0.9377
CarcinogensNon-carcinogens0.5625
Fish ToxicityHigh FHMT0.8766
Tetrahymena Pyriformis ToxicityHigh TPT0.6681
Honey Bee ToxicityHigh HBT0.8709
BiodegradationNot ready biodegradable0.6471
Acute Oral ToxicityIII0.7656
Carcinogenicity (Three-class)Non-required0.5569

From admetSAR

ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility-2.0351LogS
Caco-2 Permeability2.1078LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.8478LD50, mol/kg
Fish Toxicity0.4802pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.0781pIGC50, ug/L

From admetSAR

Taxonomic Classification

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassSesquiterpenoids
Intermediate Tree NodesNot available
Direct ParentSesquiterpenoids
Alternative Parents
Molecular FrameworkAliphatic homomonocyclic compounds
SubstituentsCyclofarsesane 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
DescriptionThis compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

From ClassyFire