beta-Caryophyllene
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | beta-Caryophyllene |
| CAS number | 87-44-5 |
| COE number | 2118 |
| JECFA number | 1324 |
| Flavouring type | substances |
| FL No. | 01.007 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | 80-92% beta-caryophyllene and 15-19% C15H24 terpene hydrocarbons (eg. valencene) |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5281515 |
| IUPAC Name | (1R,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene |
| InChI | InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14-/m1/s1 |
| InChI Key | NPNUFJAVOOONJE-GFUGXAQUSA-N |
| Canonical SMILES | CC1=CCCC(=C)C2CC(C2CC1)(C)C |
| Molecular Formula | C15H24 |
| Wikipedia | caryophyllene |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 204.357 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 0 |
| Rotatable Bond Count | 0 |
| Complexity | 293.0 |
| 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 B g A A A A A A A A A A A A A A A A A E A A A A A A G A A A A A A A D w 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 M 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 | 0.0 |
| Monoisotopic Mass | 204.188 |
| Exact Mass | 204.188 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 15 |
| Defined Atom Stereocenter Count | 2 |
| 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
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9536 |
| Human Intestinal Absorption | HIA+ | 0.9926 |
| Caco-2 Permeability | Caco2+ | 0.6327 |
| P-glycoprotein Substrate | Substrate | 0.5779 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.5989 |
| Inhibitor | 0.6689 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8269 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.6916 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.9004 |
| CYP450 2D6 Substrate | Non-substrate | 0.8386 |
| CYP450 3A4 Substrate | Substrate | 0.5777 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.6695 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.6249 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9284 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.5957 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8665 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8433 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9225 |
| Non-inhibitor | 0.8537 | |
| AMES Toxicity | Non AMES toxic | 0.9167 |
| Carcinogens | Non-carcinogens | 0.6863 |
| Fish Toxicity | High FHMT | 0.9858 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9574 |
| Honey Bee Toxicity | High HBT | 0.8459 |
| Biodegradation | Ready biodegradable | 0.5734 |
| Acute Oral Toxicity | III | 0.8200 |
| Carcinogenicity (Three-class) | Warning | 0.4768 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -4.6868 | LogS |
| Caco-2 Permeability | 1.5225 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.4345 | LD50, mol/kg |
| Fish Toxicity | -0.4316 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.7432 | 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 homopolycyclic compounds |
| Substituents | Caryophyllane sesquiterpenoid - Sesquiterpenoid - Branched unsaturated hydrocarbon - Polycyclic hydrocarbon - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Hydrocarbon - Aliphatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
From ClassyFire