Thermophillin (CHEM028388)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 00:25:25 UTC
Update Date2016-11-09 01:18:41 UTC
Accession NumberCHEM028388
Identification
Common NameThermophillin
ClassSmall Molecule
DescriptionThermophillin is found in herbs and spices. Thermophillin is isolated from Acorus calamus (sweet flag) Disulfiram produces a sensitivity to alcohol which results in a highly unpleasant reaction when the patient under treatment ingests even small amounts of alcohol. Disulfiram blocks the oxidation of alcohol at the acetaldehyde stage during alcohol metabolism following disulfiram intake, the concentration of acetaldehyde occurring in the blood may be 5 to 10 times higher than that found during metabolism of the same amount of alcohol alone. Accumulation of acetaldehyde in the blood produces a complex of highly unpleasant symptoms referred to hereinafter as the disulfiram-alcohol reaction. This reaction, which is proportional to the dosage of both disulfiram and alcohol, will persist as long as alcohol is being metabolized. Disulfiram does not appear to influence the rate of alcohol elimination from the body. Prolonged administration of disulfiram does not produce toleranc
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
2,5-Dimethoxy-4-benzoquinoneMeSH
1,1',1'',1'''-[dithiobis(carbonothioylnitrilo)]tetraethaneHMDB
1,1'-Dithiobis(N,N-diethylthio)-formamideHMDB
1,1'-Dithiobis(N,N-diethylthio-formamideHMDB
1,1'-Dithiobis(N,N-diethylthioformamide)HMDB
1,1'-Dithiobis[N,N-diethylthioformamide]HMDB
2,5-Dimethoxy-1,4-benzoquinoneHMDB
AbstenisilHMDB
AbstensilHMDB
AbstinilHMDB
AbstinylHMDB
Accel tetHMDB
Accel tet-RHMDB
AlcophobinHMDB
Alk-aubsHMDB
Allphar brand OF disulfiramHMDB
Altana pharma brand OF disulfiramHMDB
Antab useHMDB
AntabusHMDB
AntabuseHMDB
AntadixHMDB
AntaenylHMDB
AntaethanHMDB
AntaethylHMDB
AntaetilHMDB
AntalcolHMDB
AntetanHMDB
AntethylHMDB
AntetilHMDB
AnteylHMDB
AnthethylHMDB
Anti-ethylHMDB
AntiaethanHMDB
AnticolHMDB
AntietanolHMDB
AntiethanolHMDB
AntietilHMDB
AntikolHMDB
AntivitiumHMDB
Antivitium (spain)HMDB
Artu brand OF disulfiramHMDB
AversanHMDB
AverzanHMDB
Bis((diethylamino)thioxomethyl) disulfideHMDB
Bis((diethylamino)thioxomethyl)disulfideHMDB
Bis((diethylamino)thioxomethyl)disulphideHMDB
Bis(diethylthiocarbamoyl) disulfideHMDB
Bis(diethylthiocarbamoyl)disulphideHMDB
Bis(diethylthiocarbamyl) disulfideHMDB
Bis(N,N-diethylthiocarbamoyl) disulfideHMDB
Bis(N,N-diethylthiocarbamoyl)disulphideHMDB
Bis-(diethylthiocarbamoyl)disulfideHMDB
Bis[(diethylamino)thioxomethyl] disulfideHMDB
Bohm brand OF disulfiramHMDB
BonibalHMDB
ContralinHMDB
ContrapotHMDB
CronetalHMDB
DicupralHMDB
Diethylcarbamothioylsulfanyl diethylaminomethanedithioateHMDB
DisetilHMDB
DisulfamideHMDB
DisulfanHMDB
Disulfide, bis(diethylthiocarbamoyl)HMDB
Disulfide, tetraethylthiuramHMDB
DisulfiramHMDB
Disulfiram (JP15/usp/inn)HMDB
Disulfiram (tetraethylthiuram disulfide)HMDB
DisulfirameHMDB
DisulfiramoHMDB
DisulfiramumHMDB
DisulfirmHMDB
DisulfuramHMDB
DisulphuramHMDB
Dumex brand OF disulfiramHMDB
Dupont fungicide 4472HMDB
Ekagom dtetHMDB
Ekagom tedsHMDB
Ekagom tetdsHMDB
EphorranHMDB
EspenalHMDB
EsperalHMDB
eta BusHMDB
EtabusHMDB
Ethyl thiramHMDB
Ethyl thiudadHMDB
Ethyl thiuradHMDB
Ethyl tuadsHMDB
Ethyl tuexHMDB
EthyldithiourameHMDB
EthyldithiurameHMDB
ExhoranHMDB
ExhorranHMDB
HOCAHMDB
KrotenalHMDB
N,N,N',n'-tetraethylthiuram disulfideHMDB
N,N,N',n'-tetraethylthiuram disulphideHMDB
NocbinHMDB
NoccelerHMDB
Nocceler tetHMDB
Nocceler tet-gHMDB
NoxalHMDB
Odyssey brand OF disulfiramHMDB
Orphan brand OF disulfiramHMDB
RefusalHMDB
ro-SulfiramHMDB
ro-Sulfram-500 (usa)HMDB
Robac tetHMDB
Sanceler tetHMDB
Sanceler tet-gHMDB
Sanofi synthelabo brand OF disulfiramHMDB
Soxinol tetHMDB
StopaethylHMDB
StopethylHMDB
StopetyHMDB
StopetylHMDB
TATDHMDB
TenuridHMDB
TenutexHMDB
Tet raethylthiuramHMDB
TETDHMDB
TetidisHMDB
TetradinHMDB
TetradineHMDB
Tetraethyl-thioperoxydicarbonic diamideHMDB
Tetraethyl-thioperoxydicarbonic diamide (((H2N)C(S))2S2)HMDB
Tetraethyl-thioperoxydicarbonic diamide ((H2N)C(S))2S2HMDB
Tetraethyl-thioperoxydicarbonic diamide ([(H2N)C(S)]2S2)HMDB
Tetraethyl-thiuram disulfideHMDB
Tetraethylthioperoxydicarbonic diamideHMDB
Tetraethylthioperoxydicarbonic diamide, ((H2N)C(S))2S2HMDB
Tetraethylthioperoxydicarbonothioic diamideHMDB
Tetraethylthiram disulfideHMDB
Tetraethylthiram disulphideHMDB
TetraethylthiuramHMDB
Tetraethylthiuram disulfideHMDB
Tetraethylthiuram disulphideHMDB
Tetraethylthiuram sulfideHMDB
Tetraethylthiuran disulfideHMDB
Tetraethylthiurium disulfideHMDB
TetraetilHMDB
TeturamHMDB
TeturaminHMDB
ThermophyllinHMDB
ThiocidHMDB
ThiosanHMDB
ThioscabinHMDB
ThireranideHMDB
Thiuram eHMDB
ThiuranideHMDB
TillramHMDB
TiuramHMDB
TTDHMDB
TTSHMDB
Tuads, ethylHMDB
Chemical FormulaC8H8O4
Average Molecular Mass168.147 g/mol
Monoisotopic Mass168.042 g/mol
CAS Registry Number3117-03-1
IUPAC Name2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
Traditional Name2,5-dimethoxycyclohexa-2,5-diene-1,4-dione
SMILESCOC1=CC(=O)C(OC)=CC1=O
InChI IdentifierInChI=1S/C8H8O4/c1-11-7-3-6(10)8(12-2)4-5(7)9/h3-4H,1-2H3
InChI KeyRMMPZDDLWLALLJ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentP-benzoquinones
Alternative Parents
Substituents
  • P-benzoquinone
  • Vinylogous ester
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility6.89 g/LALOGPS
logP0.27ALOGPS
logP0.21ChemAxon
logS-1.4ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.47 m³·mol⁻¹ChemAxon
Polarizability15.65 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0apu-9800000000-c8a3f9d852866bf4d4b7Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-4a3fba5f0011ea9f9d8bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-d05753c66ba20e3fb5e1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4r-9000000000-a0b510d0bb7d05639321Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-cbb46b5675b53a8d8e5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-9209faee800d5ed69a12Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-9300000000-5a50b75ac1afd271f229Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-930f9ca2cc854ecca14eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-0900000000-5d00430d35645813b70dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pb9-9000000000-f02aafeecdfdc9fdf127Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-c786d8eceea8c0b665cdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05n0-7900000000-38659fd0669fff748e67Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-200fa817584bc784e56dSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0034335
FooDB IDFDB012694
Phenol Explorer IDNot Available
KNApSAcK IDC00036463
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID91630
ChEBI ID4659
PubChem Compound ID101405
Kegg Compound IDC01692
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Tomcik P, Krajcikova M, Bustin D: Determination of pharmaceutical dosage forms via diffusion layer titration at an interdigitated microelectrode array. Talanta. 2001 Dec 24;55(6):1065-70.
2. Prancheva MG, Krasteva SA, Tufkova SG, Karaivanova TP, Nizamova VV, Iliev YT: Severe hypotension and ischemic stroke after disulfiram-ethanol reaction. Folia Med (Plovdiv). 2010 Jul-Sep;52(3):70-3.
3. Haley TJ: Disulfiram (tetraethylthioperoxydicarbonic diamide): a reappraisal of its toxicity and therapeutic application. Drug Metab Rev. 1979;9(2):319-35.
4. Seino H, Yoshikawa T, Hidai M, Mizobe Y: Preparation of mononuclear and dinuclear Rh hydrotris(pyrazolyl)borato complexes containing arenethiolato ligands and conversion of the mononuclear complexes into dinuclear Rh-Rh and Rh-Ir complexes with bridging arenethiolato ligands. Dalton Trans. 2004 Nov 7;(21):3593-600. Epub 2004 Sep 29.
5. Huang CJ, Li Y, Jiang S: Zwitterionic polymer-based platform with two-layer architecture for ultra low fouling and high protein loading. Anal Chem. 2012 Apr 3;84(7):3440-5. doi: 10.1021/ac3003769. Epub 2012 Mar 21.
6. Kitano H, Kawasaki A, Kawasaki H, Morokoshi S: Resistance of zwitterionic telomers accumulated on metal surfaces against nonspecific adsorption of proteins. J Colloid Interface Sci. 2005 Feb 15;282(2):340-8.
7. Driscoll WJ, Mueller SA, Eipper BA, Mueller GP: Differential regulation of peptide alpha-amidation by dexamethasone and disulfiram. Mol Pharmacol. 1999 Jun;55(6):1067-76.
8. Bancos I, Bida JP, Tian D, Bundrick M, John K, Holte MN, Her YF, Evans D, Saenz DT, Poeschla EM, Hook D, Georg G, Maher LJ 3rd: High-throughput screening for growth inhibitors using a yeast model of familial paraganglioma. PLoS One. 2013;8(2):e56827. doi: 10.1371/journal.pone.0056827. Epub 2013 Feb 22.
9. Cao YC, Wang J: One-pot synthesis of high-quality zinc-blende CdS nanocrystals. J Am Chem Soc. 2004 Nov 10;126(44):14336-7.
10. Kitano H, Morokoshi S, Ohhori K, Gemmei-Ide M, Yokoyama Y, Ohno K: Accumulation of phenyl boronic acid-carrying telomers on a gold surface. J Colloid Interface Sci. 2004 May 1;273(1):106-14.
11. Kaminski ZW, Jezewska MM: Involvement of a single thiol group in the conversion of the NAD+-dependent activity of rat liver xanthine oxidoreductase to the O2-dependent activity. Biochem J. 1982 Nov 1;207(2):341-6.
12. Hu F, Dou W, Wang JJ, Jia FX, Wang JJ: Purification and biochemical characterization of glutathione S-transferases from four field populations of Bactrocera dorsalis (Hendel) (Diptera: Tephritidae). Arch Insect Biochem Physiol. 2011 Dec;78(4):201-15. doi: 10.1002/arch.20453.
13. Kontani Y, Kawasaki S, Kaneko M, Matsuda K, Sakata SF, Tamaki N: Inhibitory effect of ethanol administration on beta-alanine-2-oxoglutarate aminotransferase (GABA aminotransferase) in disulfiram-pretreated rats. J Nutr Sci Vitaminol (Tokyo). 1998 Feb;44(1):165-76.
14. BARTONICEK V, TEISINGER J: [EFFECT OF STOPETHYL (TETRAETHYLTHIURAM DISULFIDE) ON TRICHLOROETHYLENE METABOLISM IN MAN]. Prac Lek. 1963 Apr;15:105-8.
15. Sorensen JA, Andersen O, Nielsen JB: An in vivo study of the gastrointestinal absorption site for zinc chloride in mice. J Trace Elem Med Biol. 1998 Mar;12(1):16-22.
16. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.