2-METHOXY-4-PROPYLPHENOL
Relevant Data
Food Additives Approved by WHO:
Flavouring Substances Approved by European Union:
General Information
| Mainterm | 2-METHOXY-4-PROPYLPHENOL |
| Doc Type | ASP |
| CAS Reg.No.(or other ID) | 2785-87-7 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 17739 |
| IUPAC Name | 2-methoxy-4-propylphenol |
| InChI | InChI=1S/C10H14O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h5-7,11H,3-4H2,1-2H3 |
| InChI Key | PXIKRTCSSLJURC-UHFFFAOYSA-N |
| Canonical SMILES | CCCC1=CC(=C(C=C1)O)OC |
| Molecular Formula | C10H14O2 |
| Wikipedia | dihydroeugenol |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 166.22 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 3 |
| Complexity | 125.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c 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 w A A A A A A A A A A A B A A A A G g A A C A A A D A S A m A I y B o A A B g C A A i B C A A A C C A A g I A A I i A A G i I g N J i K G M R q A c C M k w B E L u A e A w L A O I A A B A A A A Q A B A A A I A A A C A A A A A A A A A A A = = |
| Topological Polar Surface Area | 29.5 |
| Monoisotopic Mass | 166.099 |
| Exact Mass | 166.099 |
| 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 | 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+ | 0.9110 |
| Human Intestinal Absorption | HIA+ | 0.9930 |
| Caco-2 Permeability | Caco2+ | 0.8916 |
| P-glycoprotein Substrate | Non-substrate | 0.6372 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8002 |
| Non-inhibitor | 0.5835 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8629 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8615 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8008 |
| CYP450 2D6 Substrate | Non-substrate | 0.7060 |
| CYP450 3A4 Substrate | Non-substrate | 0.5421 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.6219 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8581 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.7830 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.6054 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9628 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7091 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8480 |
| Non-inhibitor | 0.8214 | |
| AMES Toxicity | Non AMES toxic | 0.8951 |
| Carcinogens | Non-carcinogens | 0.8196 |
| Fish Toxicity | High FHMT | 0.5832 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.8305 |
| Honey Bee Toxicity | High HBT | 0.7562 |
| Biodegradation | Ready biodegradable | 0.6671 |
| Acute Oral Toxicity | III | 0.8800 |
| Carcinogenicity (Three-class) | Non-required | 0.5492 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.3791 | LogS |
| Caco-2 Permeability | 1.6815 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8372 | LD50, mol/kg |
| Fish Toxicity | 1.4590 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.3680 | pIGC50, ug/L |
From admetSAR
Toxicity Profile
| Route of Exposure | Dermal ; eye contact ; inhalation ; oral |
|---|---|
| Mechanism of Toxicity | Dihydroeugenol may cause allergic contact dermatitis via two different mechanisms: The poison ivy and the phenolic radical mechanisms . |
| Metabolism | None |
| Toxicity Values | LD50: 2000.00 mg/kg (Oral, Mouse) LD50: 2600.00 mg/kg (Oral, Rat) LD50: 310.00 mg/kg (Dermal, Rabbit) |
| Lethal Dose | None |
| Carcinogenicity (IARC Classification) | No indication of carcinogenicity (not listed by IARC). |
| Minimum Risk Level | None |
| Health Effects | Dermatitis (A2445). |
| Treatment | Treat symptomatically and supportively. Do not induce vomiting. |
| Reference |
|
From T3DB
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Phenols |
| Subclass | Methoxyphenols |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Methoxyphenols |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Methoxyphenol - Phenylpropane - Phenoxy compound - Methoxybenzene - Phenol ether - Anisole - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Monocyclic benzene moiety - Ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. |
From ClassyFire
Targets
- General Function:
- Temperature-gated cation channel activity
- Specific Function:
- Receptor-activated non-selective cation channel involved in detection of pain and possibly also in cold perception and inner ear function (PubMed:25389312, PubMed:25855297). Has a central role in the pain response to endogenous inflammatory mediators and to a diverse array of volatile irritants, such as mustard oil, cinnamaldehyde, garlic and acrolein, an irritant from tears gas and vehicule exhaust fumes (PubMed:25389312, PubMed:20547126). Is also activated by menthol (in vitro)(PubMed:25389312). Acts also as a ionotropic cannabinoid receptor by being activated by delta(9)-tetrahydrocannabinol (THC), the psychoactive component of marijuana (PubMed:25389312). May be a component for the mechanosensitive transduction channel of hair cells in inner ear, thereby participating in the perception of sounds. Probably operated by a phosphatidylinositol second messenger system (By similarity).
- Gene Name:
- TRPA1
- Uniprot ID:
- O75762
- Molecular Weight:
- 127499.88 Da
References
- Nilius B, Prenen J, Owsianik G: Irritating channels: the case of TRPA1. J Physiol. 2011 Apr 1;589(Pt 7):1543-9. doi: 10.1113/jphysiol.2010.200717. Epub 2010 Nov 15. [21078588 ]
From T3DB