beta-CARYOPHYLLENE OXIDE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Chemical Names: | 4,5-EPOXY-4,12,12-TRIMETHYL-8-METHYLENE-BICYCLO[8.2.0]DODECANE |
| CAS number: | 1139-30-6 |
| COE number: | 16043 |
| JECFA number: | 1575 |
| FEMA number: | 4085 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2005 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Report: | TRS 934-JECFA 65/82 |
| Tox Monograph: | FAS 56-JECFA 65 |
| Specification: | COMPENDIUM ADDENDUM 13/FNP 52 Add. 13/65 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 1742210 |
| IUPAC Name | |
| InChI | InChI=1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15-/m1/s1 |
| InChI Key | NVEQFIOZRFFVFW-RGCMKSIDSA-N |
| Canonical SMILES | CC1(CC2C1CCC3(C(O3)CCC2=C)C)C |
| Molecular Formula | C15H24O |
| Wikipedia | β-caryophyllene oxide |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 220.356 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 0 |
| Complexity | 330.0 |
| 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 E g B g A A A A A A A A A A A A A A A A A G C Q A A A A G g A A A A A A D 1 S g g A I C A A A A B A C A A g B C A A A A A A A g A A A A A A A A A A g A A A I A A Q A C A A A E g A A A A A G A w P 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 Area | 12.5 |
| Monoisotopic Mass | 220.183 |
| Exact Mass | 220.183 |
| XLogP3 | None |
| XLogP3-AA | 3.6 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 16 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| 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+ | 0.9474 |
| Human Intestinal Absorption | HIA+ | 0.9950 |
| Caco-2 Permeability | Caco2+ | 0.6123 |
| P-glycoprotein Substrate | Substrate | 0.6365 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.5819 |
| Non-inhibitor | 0.5532 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8592 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.5157 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8897 |
| CYP450 2D6 Substrate | Non-substrate | 0.8409 |
| CYP450 3A4 Substrate | Substrate | 0.6235 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.9106 |
| CYP450 2C9 Inhibitor | Inhibitor | 0.8949 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9231 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.8994 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8308 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8510 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8720 |
| Non-inhibitor | 0.8681 | |
| AMES Toxicity | Non AMES toxic | 0.9423 |
| Carcinogens | Non-carcinogens | 0.7292 |
| Fish Toxicity | High FHMT | 0.8297 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.7283 |
| Honey Bee Toxicity | High HBT | 0.8529 |
| Biodegradation | Not ready biodegradable | 0.6244 |
| Acute Oral Toxicity | III | 0.8166 |
| Carcinogenicity (Three-class) | Non-required | 0.5289 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.2360 | LogS |
| Caco-2 Permeability | 1.4614 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6755 | LD50, mol/kg |
| Fish Toxicity | 0.6105 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.4474 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Prenol lipids |
| Subclass | Sesquiterpenoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Sesquiterpenoids |
| Alternative Parents | |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Caryophyllane sesquiterpenoid - Sesquiterpenoid - Oxacycle - Organoheterocyclic compound - Ether - Oxirane - Dialkyl ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aliphatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
From ClassyFire