Citronellic acid
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | Citronellic acid |
| CAS number | 502-47-6 |
| COE number | 616 |
| JECFA number | 1221 |
| Flavouring type | substances |
| FL No. | 08.036 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | At least 90%; secondary components 5-8% citronellal, citronellyl, neryl, and geranyl acetate esters and other naturally occurring terpenes |
| Reference body | EFSA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 10402 |
| IUPAC Name | 3,7-dimethyloct-6-enoic acid |
| InChI | InChI=1S/C10H18O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,9H,4,6-7H2,1-3H3,(H,11,12) |
| InChI Key | GJWSUKYXUMVMGX-UHFFFAOYSA-N |
| Canonical SMILES | CC(CCC=C(C)C)CC(=O)O |
| Molecular Formula | C10H18O2 |
| Wikipedia | citronellic acid |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 170.252 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 5 |
| Complexity | 167.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e 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 A A A A A A A A A A A A A A A A A G g A A C A A A D Q C A g A A C C A A A A g C I A i D S C A A A A A A g A A A A C A E A A A g A A B I A A Q A A Q A A E g A A I A A O I S A A O 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 | 37.3 |
| Monoisotopic Mass | 170.131 |
| Exact Mass | 170.131 |
| XLogP3 | None |
| XLogP3-AA | 3.0 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 12 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9397 |
| Human Intestinal Absorption | HIA+ | 0.9631 |
| Caco-2 Permeability | Caco2+ | 0.7212 |
| P-glycoprotein Substrate | Non-substrate | 0.5236 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9072 |
| Non-inhibitor | 0.8890 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9230 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.4704 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7811 |
| CYP450 2D6 Substrate | Non-substrate | 0.8870 |
| CYP450 3A4 Substrate | Substrate | 0.5321 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.6831 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9050 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9464 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9136 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9421 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8986 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9247 |
| Non-inhibitor | 0.9160 | |
| AMES Toxicity | Non AMES toxic | 0.9491 |
| Carcinogens | Non-carcinogens | 0.5881 |
| Fish Toxicity | High FHMT | 0.9228 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9991 |
| Honey Bee Toxicity | High HBT | 0.7980 |
| Biodegradation | Ready biodegradable | 0.8711 |
| Acute Oral Toxicity | III | 0.8345 |
| Carcinogenicity (Three-class) | Non-required | 0.6951 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.7736 | LogS |
| Caco-2 Permeability | 1.3741 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8452 | LD50, mol/kg |
| Fish Toxicity | 1.7576 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.4910 | 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 - Medium-chain fatty acid - Branched fatty acid - Methyl-branched fatty acid - Unsaturated fatty acid - Fatty acyl - Fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - 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