Limonene
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | Limonene |
| CAS number | 138-86-3 |
| COE number | 491 |
| Flavouring type | substances |
| FL No. | 01.001 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 22311 |
| IUPAC Name | 1-methyl-4-prop-1-en-2-ylcyclohexene |
| InChI | InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3 |
| InChI Key | XMGQYMWWDOXHJM-UHFFFAOYSA-N |
| Canonical SMILES | CC1=CCC(CC1)C(=C)C |
| Molecular Formula | C10H16 |
| Wikipedia | limonene |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 136.238 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 0 |
| Rotatable Bond Count | 1 |
| Complexity | 163.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B w 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 A A A A A A A A A A A A A A A A G A A A A A A A D Q C A A A A C A A A A A A C A A i B C A A A A A A A g A A A A C A A A A A g A A A I A A Q A A A A A A g A A I A A M A g 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 | 0.0 |
| Monoisotopic Mass | 136.125 |
| Exact Mass | 136.125 |
| XLogP3 | None |
| XLogP3-AA | 3.4 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 10 |
| 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+ | 0.9444 |
| Human Intestinal Absorption | HIA+ | 0.9887 |
| Caco-2 Permeability | Caco2+ | 0.7667 |
| P-glycoprotein Substrate | Non-substrate | 0.6027 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7613 |
| Non-inhibitor | 0.8697 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.7484 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.6471 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8776 |
| CYP450 2D6 Substrate | Non-substrate | 0.8152 |
| CYP450 3A4 Substrate | Non-substrate | 0.6142 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7497 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9308 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9398 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8906 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9257 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7657 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.7745 |
| Non-inhibitor | 0.8679 | |
| AMES Toxicity | Non AMES toxic | 0.9356 |
| Carcinogens | Non-carcinogens | 0.6913 |
| Fish Toxicity | High FHMT | 0.9866 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9632 |
| Honey Bee Toxicity | High HBT | 0.7911 |
| Biodegradation | Ready biodegradable | 0.7562 |
| Acute Oral Toxicity | III | 0.9069 |
| Carcinogenicity (Three-class) | Warning | 0.5329 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.9372 | LogS |
| Caco-2 Permeability | 1.7462 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.4819 | LD50, mol/kg |
| Fish Toxicity | -0.7569 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.6268 | 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 | Menthane monoterpenoids |
| Alternative Parents | |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | P-menthane monoterpenoid - Monocyclic monoterpenoid - Branched unsaturated hydrocarbon - Cycloalkene - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Hydrocarbon - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. |
From ClassyFire