(E) & (Z)-4,8-DIMETHYL-3,7-NONADIEN-2-ONE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | CITRINONE |
| Chemical Names: | 4,8-DIMETHYLNONA-3,7-DIEN-2-ONE |
| CAS number: | 817-88-9 |
| JECFA number: | 1137 |
| FEMA number: | 3969 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2002 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Comments: | Secondary components do not raise a safety concern. |
| Report: | TRS 913-JECFA 59/102, 111 |
| Tox Monograph: | FAS 50-JECFA 59/371 |
| Specification: | COMPENDIUM ADDENDUM 10/FNP 52 Add.10/76 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 6536892 |
| IUPAC Name | (3E)-4,8-dimethylnona-3,7-dien-2-one |
| InChI | InChI=1S/C11H18O/c1-9(2)6-5-7-10(3)8-11(4)12/h6,8H,5,7H2,1-4H3/b10-8+ |
| InChI Key | QAFYGHBGWCPRCI-CSKARUKUSA-N |
| Canonical SMILES | CC(=CCCC(=CC(=O)C)C)C |
| Molecular Formula | C11H18O |
| Wikipedia | (3E)-4,8-dimethyl-3,7-nonadien-2-one |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 166.264 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 4 |
| Complexity | 205.0 |
| 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 A 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 A 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 A A A E g A A A I A A Q A A A A A A g A A I A Q 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 A A A A A A A A A = = |
| Topological Polar Surface Area | 17.1 |
| Monoisotopic Mass | 166.136 |
| Exact Mass | 166.136 |
| XLogP3 | None |
| XLogP3-AA | 3.3 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 12 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9664 |
| Human Intestinal Absorption | HIA+ | 0.9939 |
| Caco-2 Permeability | Caco2+ | 0.7829 |
| P-glycoprotein Substrate | Non-substrate | 0.6193 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.6215 |
| Inhibitor | 0.5397 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8516 |
| Distribution | ||
| Subcellular localization | Nucleus | 0.7243 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8300 |
| CYP450 2D6 Substrate | Non-substrate | 0.8353 |
| CYP450 3A4 Substrate | Substrate | 0.5082 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.6142 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9167 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9483 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8935 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9816 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6698 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8381 |
| Non-inhibitor | 0.8956 | |
| AMES Toxicity | Non AMES toxic | 0.9450 |
| Carcinogens | Carcinogens | 0.5778 |
| Fish Toxicity | High FHMT | 0.7421 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9001 |
| Honey Bee Toxicity | High HBT | 0.8507 |
| Biodegradation | Ready biodegradable | 0.9472 |
| Acute Oral Toxicity | III | 0.8372 |
| Carcinogenicity (Three-class) | Non-required | 0.5538 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.8411 | LogS |
| Caco-2 Permeability | 1.6522 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.5536 | LD50, mol/kg |
| Fish Toxicity | 1.4273 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.1612 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Prenol lipids |
| Subclass | Monoterpenoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Acyclic monoterpenoids |
| Alternative Parents | |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Acyclic monoterpenoid - Alpha,beta-unsaturated ketone - Enone - Acryloyl-group - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. |
From ClassyFire