Relevant Data

Food Additives Approved in the United States

Flavouring Substances Approved by European Union:

  • 2,6,6-Trimethylcyclohex-2-en-1,4-dione [show]

General Information

Chemical Names: 2,6,6-TRIMETHYLCYCLOHEX-2-ENE-1,4-DIONE
CAS number: 1125-21-9
JECFA number: 1857
FEMA number: 3421
Functional Class: Flavouring Agent
FLAVOURING_AGENT

From apps.who.int


Evaluations

Evaluation year: 2008
ADI: No safety concern at current levels of intake when used as a flavouring agent
Meeting: 69
Specs Code: N
Report: RS 952-JECFA 69/142
Tox Monograph: FAS 60-JECFA 69/626
Specification: FAO JECFA Monographs 5/101

From apps.who.int


Computed Descriptors

Download SDF
2D Structure
CID62374
IUPAC Name2,6,6-trimethylcyclohex-2-ene-1,4-dione
InChIInChI=1S/C9H12O2/c1-6-4-7(10)5-9(2,3)8(6)11/h4H,5H2,1-3H3
InChI KeyAYJXHIDNNLJQDT-UHFFFAOYSA-N
Canonical SMILESCC1=CC(=O)CC(C1=O)(C)C
Molecular FormulaC9H12O2

From Pubchem


Computed Properties

Property Name Property Value
Molecular Weight152.193
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Complexity246.0
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 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 g 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 A C A E A A E g A A B I A A Q A A A A A A g A A I A Y M J i A A P 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 Area34.1
Monoisotopic Mass152.084
Exact Mass152.084
XLogP3None
XLogP3-AA1.0
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count11
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

From Pubchem


ADMET Predicted Profile --- Classification

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9264
Human Intestinal AbsorptionHIA+0.9975
Caco-2 PermeabilityCaco2+0.7686
P-glycoprotein SubstrateNon-substrate0.6254
P-glycoprotein InhibitorInhibitor0.7873
Non-inhibitor0.9157
Renal Organic Cation TransporterNon-inhibitor0.8835
Distribution
Subcellular localizationMitochondria0.7591
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8573
CYP450 2D6 SubstrateNon-substrate0.8701
CYP450 3A4 SubstrateSubstrate0.6286
CYP450 1A2 InhibitorNon-inhibitor0.8580
CYP450 2C9 InhibitorNon-inhibitor0.8583
CYP450 2D6 InhibitorNon-inhibitor0.9055
CYP450 2C19 InhibitorNon-inhibitor0.7326
CYP450 3A4 InhibitorNon-inhibitor0.8010
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8097
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9279
Non-inhibitor0.9372
AMES ToxicityNon AMES toxic0.8794
CarcinogensNon-carcinogens0.7207
Fish ToxicityLow FHMT0.6272
Tetrahymena Pyriformis ToxicityHigh TPT0.8296
Honey Bee ToxicityHigh HBT0.8442
BiodegradationNot ready biodegradable0.6473
Acute Oral ToxicityIII0.5447
Carcinogenicity (Three-class)Warning0.4726

From admetSAR


ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility-1.8809LogS
Caco-2 Permeability1.8835LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.3763LD50, mol/kg
Fish Toxicity1.7339pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.1276pIGC50, ug/L

From admetSAR


Taxonomic Classification

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds
SubclassCarbonyl compounds
Intermediate Tree NodesKetones - Cyclic ketones
Direct ParentCyclohexenones
Alternative Parents
Molecular FrameworkAliphatic homomonocyclic compounds
SubstituentsCyclohexenone - Organic oxide - Hydrocarbon derivative - Aliphatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as cyclohexenones. These are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

From ClassyFire