| Common Name |
Ethinamate
| Description |
Ethinamate is a short-acting sedative-hypnotic medication used to treat insomnia. Regliar use leads to tolerance, and it is usually not effective for more than 7 days. Structurally, it does not resemble the barbituates, but it shares many effects with this class of drugs; the depressant effects of ethinamate are, however, generally milder than those of most barbiturates.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
1-Ethynylcyclohexanol carbamateChEBI
Aethinyl-cyclohexyl-carbamatChEBI
EthinamatumChEBI
EtinamatoChEBI
1-Ethynylcyclohexanol carbamic acidGenerator
Ethinamic acidGenerator
EthinamatHMDB
EthinimateHMDB
EtinamateHMDB
USAF el-42HMDB
ValaminMeSH
ValmidateMeSH
ValamidMeSH
1-EthynylcyclohexylcarbamateMeSH
| Chemical Formlia |
C9H13NO2
| Average Molecliar Weight |
167.205
| Monoisotopic Molecliar Weight |
167.094628665
| IUPAC Name |
1-ethynylcyclohexyl carbamate
| Traditional Name |
ethinamate
| CAS Registry Number |
126-52-3
| SMILES |
NC(=O)OC1(CCCCC1)C#C
| InChI Identifier |
InChI=1S/C9H13NO2/c1-2-9(12-8(10)11)6-4-3-5-7-9/h1H,3-7H2,(H2,10,11)
| InChI Key |
GXRZIMHKGDIBEW-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of organic compounds known as ynones. These are organic compounds containing the ynone functional group, an alpha,beta unsaturated ketone group with the general structure RC#C-C(=O)R (R not H).
| Kingdom |
Organic compounds
| Super Class |
Organic oxygen compounds
| Class |
Organooxygen compounds
| Sub Class |
Carbonyl compounds
| Direct Parent |
Ynones
| Alternative Parents |
Carbamate esters
Organic carbonic acids and derivatives
Acetylides
Organopnictogen compounds
Organonitrogen compounds
Organic oxides
Hydrocarbon derivatives
| Substituents |
Ynone
Carbamic acid ester
Carbonic acid derivative
Acetylide
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aliphatic homomonocyclic compound
| Molecliar Framework |
Aliphatic homomonocyclic compounds
| External Descriptors |
terminal acetylenic compound (CHEBI:4884 )
carbamate ester (CHEBI:4884 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Drug
| Biofunction |
Hypnotics and Sedatives
| Application |
Pharmaceutical
| Cellliar locations |
Cytoplasm
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point96 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1.06e-01 g/LNot Available
LogP1.2Not Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.11 mg/mLALOGPS
logP1.09ALOGPS
logP1.54ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)15.37ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.57 m3·mol-1ChemAxon
Polarizability17.73 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| MS |
Mass Spectrum (Electron Ionization)splash10-0arv-9100000000-713c62aa52e71fc3560aView in MoNA
| Biological Properties |
| Cellliar Locations |
Cytoplasm
| Biofluid Locations |
Blood
Urine
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Biofluid |
Status |
Age |
Condition |
Reference |
Details |
BloodExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB01031
21059682
details
UrineExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB01031
21059682
details
|
| Abnormal Concentrations |
|
Not Available
| Predicted Concentrations |
|
| Biofluid |
Original age |
Original condition |
Blood0-6 uMAdlit (>18 years old)BothNormalPredicted based on drug qualities
Blood0-3 umol/mmol creatinineAdlit (>18 years old)BothNormalPredicted based on drug qualities
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
DB01031
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
3169
| KEGG Compound ID |
C07832
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Ethinamate
| NuGOwiki Link |
HMDB15165
| Metagene Link |
HMDB15165
| METLIN ID |
Not Available
| PubChem Compound |
3284
| PDB ID |
Not Available
| ChEBI ID |
4884
Product: 3-Deoxycytidine (hydrochloride)
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
Not Available |
Enzymes
- General function:
- Involved in carbonate dehydratase activity
- Specific function:
- Reversible hydration of carbon dioxide. Can hydrates cyanamide to urea.
- Gene Name:
- CA1
- Uniprot ID:
- P00915
- Molecular weight:
- 28870.0
References
- Parr JS, Khalifah RG: Inhibition of carbonic anhydrases I and II by N-unsubstituted carbamate esters. J Biol Chem. 1992 Dec 15;267(35):25044-50. [PubMed:1460006 ]
- General function:
- Involved in carbonate dehydratase activity
- Specific function:
- Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion into the anterior chamber of the eye.
- Gene Name:
- CA2
- Uniprot ID:
- P00918
- Molecular weight:
- 29245.895
References
- Parr JS, Khalifah RG: Inhibition of carbonic anhydrases I and II by N-unsubstituted carbamate esters. J Biol Chem. 1992 Dec 15;267(35):25044-50. [PubMed:1460006 ]
- Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
PMID: 1739926
