CHEBI:9546 - thimerosal

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name thimerosal
ChEBI ID CHEBI:9546
Definition An alkylmercury compound (approximately 49% mercury by weight) used as an antiseptic and antifungal agent.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB4227430, eMolecules:36749948, eMolecules:1938357, eMolecules:529516
Download Molfile XML SDF
Formulae C9H9HgNaO2S
C9H9HgO2S.Na
Net Charge 0
Average Mass 404.81233
Monoisotopic Mass 405.99274
InChI InChI=1S/C7H6O2S.C2H5.Hg.Na/c8-7(9)5-3-1-2-4-6(5)10;1-2;;/h1-4,10H,(H,8,9);1H2,2H3;;/q;;2*+1/p-2
InChIKey RTKIYNMVFMVABJ-UHFFFAOYSA-L
SMILES [Na+].CC[Hg]Sc1ccccc1C([O-])=O
Roles Classification
Biological Role(s): drug allergen
Any drug which causes the onset of an allergic reaction.
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
disinfectant
An antimicrobial agent that is applied to non-living objects to destroy harmful microorganisms or to inhibit their activity.
Application(s): drug allergen
Any drug which causes the onset of an allergic reaction.
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antiseptic drug
A substance used locally on humans and other animals to destroy harmful microorganisms or to inhibit their activity (cf. disinfectants, which destroy microorganisms found on non-living objects, and antibiotics, which can be transported through the lymphatic system to destroy bacteria within the body).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing thimerosal (CHEBI:9546) has part ethylmercurithiosalicylate (CHEBI:33215)
thimerosal (CHEBI:9546) has role antifungal drug (CHEBI:86327)
thimerosal (CHEBI:9546) has role antiseptic drug (CHEBI:48218)
thimerosal (CHEBI:9546) has role disinfectant (CHEBI:48219)
thimerosal (CHEBI:9546) has role drug allergen (CHEBI:88188)
thimerosal (CHEBI:9546) is a alkylmercury compound (CHEBI:33255)
IUPAC Names
sodium [(2-carboxylatophenyl)sulfanyl](ethyl)mercurate(1−)
sodium ethyl[2-(sulfanyl-κS)benzoato(2−)]mercurate(1−)
INNs Sources
thiomersal ChEBI
thiomersalum ChemIDplus
tiomersal ChemIDplus
Synonyms Sources
[(o-carboxyphenyl)thio]ethylmercury sodium salt ChemIDplus
ethyl(2-mercaptobenzoato-S)mercury sodium salt ChemIDplus
ethylmercurithiosalicylate sodium ChemIDplus
ethylmercurithiosalicylic acid sodium salt ChEBI
mercurothiolate ChemIDplus
Merthiolate KEGG COMPOUND
o-(ethylmercurithio)benzoic acid sodium salt ChemIDplus
sodium ethylmercurithiosalicylate ChemIDplus
sodium merthiolate ChEBI
Thimerosal KEGG COMPOUND
Thiomersal ChemIDplus
thiomersalate ChemIDplus
Manual Xrefs Databases
3062 PPDB
3062 VSDB
D00864 KEGG DRUG
View more database links
Registry Numbers Types Sources
1677155 Gmelin Registry Number Gmelin
54-64-8 CAS Registry Number ChemIDplus
8169555 Reaxys Registry Number Reaxys
Citations
Vojdani A, Kharrazian D, Mukherjee PS (2015)
Elevated levels of antibodies against xenobiotics in a subgroup of healthy subjects.
Journal of applied toxicology : JAT 35, 383-397 [PubMed:25042713]
[show Abstract]
Ida-Eto M, Oyabu A, Ohkawara T, Tashiro Y, Narita N, Narita M (2013)
Prenatal exposure to organomercury, thimerosal, persistently impairs the serotonergic and dopaminergic systems in the rat brain: implications for association with developmental disorders.
Brain & development 35, 261-264 [PubMed:22658806]
[show Abstract]
Dórea JG (2013)
Low-dose mercury exposure in early life: relevance of thimerosal to fetuses, newborns and infants.
Current medicinal chemistry 20, 4060-4069 [PubMed:23992327]
[show Abstract]
Kern JK, Haley BE, Geier DA, Sykes LK, King PG, Geier MR (2013)
Thimerosal exposure and the role of sulfation chemistry and thiol availability in autism.
International journal of environmental research and public health 10, 3771-3800 [PubMed:23965928]
[show Abstract]
Dórea JG, Farina M, Rocha JB (2013)
Toxicity of ethylmercury (and Thimerosal): a comparison with methylmercury.
Journal of applied toxicology : JAT 33, 700-711 [PubMed:23401210]
[show Abstract]
Sharpe MA, Gist TL, Baskin DS (2013)
B-lymphocytes from a population of children with autism spectrum disorder and their unaffected siblings exhibit hypersensitivity to thimerosal.
Journal of toxicology 2013, 801517 [PubMed:23843785]
[show Abstract]
García-Fernández L, Hernández AV, Suárez Moreno V, Fiestas F (2013)
[Addressing the controversy regarding the association between thimerosal-containing vaccines and autism].
Revista peruana de medicina experimental y salud publica 30, 268-274 [PubMed:23949514]
[show Abstract]
Huo F, Wang L, Yang Y, Chu Y, Yin C, Chao J, Zhang Y, Yan X, Zheng A, Jin S, Zhi P (2013)
A highly selective fluorescent probe for BO3(-) based on acetate derivatives of coumarin in aqueous solution and thimerosal.
The Analyst 138, 813-818 [PubMed:23223227]
[show Abstract]
Khan SA, Rossi AM, Riley AM, Potter BV, Taylor CW (2013)
Subtype-selective regulation of IP(3) receptors by thimerosal via cysteine residues within the IP(3)-binding core and suppressor domain.
The Biochemical journal 451, 177-184 [PubMed:23282150]
[show Abstract]
Guzzi G, Pigatto PD, Spadari F, La Porta CA (2012)
Effect of thimerosal, methylmercury, and mercuric chloride in Jurkat T Cell Line.
Interdisciplinary toxicology 5, 159-161 [PubMed:23554557]
[show Abstract]
Chauvat A, Benhamouda N, Loison E, Gougeon ML, Gey A, Levionnois E, Ravel P, Abitbol V, Roncelin S, Marcheteau E, Quintin-Colonna F, Fridman WH, Launay O, Tartour E (2012)
Pitfalls in anti-influenza T cell detection by Elispot using thimerosal containing pandemic H1N1 vaccine as antigen.
Journal of immunological methods 378, 81-87 [PubMed:22366633]
[show Abstract]
Barile JP, Kuperminc GP, Weintraub ES, Mink JW, Thompson WW (2012)
Thimerosal exposure in early life and neuropsychological outcomes 7-10 years later.
Journal of pediatric psychology 37, 106-118 [PubMed:21785120]
[show Abstract]
Sharpe MA, Livingston AD, Baskin DS (2012)
Thimerosal-Derived Ethylmercury Is a Mitochondrial Toxin in Human Astrocytes: Possible Role of Fenton Chemistry in the Oxidation and Breakage of mtDNA.
Journal of toxicology 2012, 373678 [PubMed:22811707]
[show Abstract]
Duszczyk-Budhathoki M, Olczak M, Lehner M, Majewska MD (2012)
Administration of thimerosal to infant rats increases overflow of glutamate and aspartate in the prefrontal cortex: protective role of dehydroepiandrosterone sulfate.
Neurochemical research 37, 436-447 [PubMed:22015977]
[show Abstract]
Li WX, Chen SF, Chen LP, Yang GY, Li JT, Liu HZ, Zhu W (2012)
Thimerosal-induced apoptosis in mouse C2C12 myoblast cells occurs through suppression of the PI3K/Akt/survivin pathway.
PloS one 7, e49064 [PubMed:23145070]
[show Abstract]
Belloni Fortina A, Romano I, Peserico A, Eichenfield LF (2011)
Contact sensitization in very young children.
Journal of the American Academy of Dermatology 65, 772-779 [PubMed:21616561]
[show Abstract]
Schena D, Papagrigoraki A, Girolomoni G (2008)
Sensitizing potential of triclosan and triclosan-based skin care products in patients with chronic eczema.
Dermatologic therapy 21 Suppl 2, S35-8 [PubMed:18837732]
[show Abstract]
Last Modified
12 March 2019