Arsenobetaine: Difference between revisions

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Revision as of 13:43, 28 October 2011 editBeetstra (talk \| contribs)Edit filter managers, Administrators172,084 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'KEGG', 'StdInChI', 'StdInChIKey', 'CASNo').← Previous edit		Revision as of 13:45, 28 October 2011 edit undoBeetstra (talk \| contribs)Edit filter managers, Administrators172,084 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: '').Next edit →
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	\| SystematicName = 2-(Trimethylarsaniumyl)acetate		\| SystematicName = 2-(Trimethylarsaniumyl)acetate
	\| Section1 = {{Chembox Identifiers		\| Section1 = {{Chembox Identifiers
	\| CASNo = ~~<!-- blanked - oldvalue:~~ 64436-13-1 ~~-->~~		\| CASNo = 64436-13-1
	\| CASNo_Ref = {{cascite\|correct\|??}}		\| CASNo_Ref = {{cascite\|correct\|??}}
	\| PubChem = 47364		\| PubChem = 47364
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	\| Beilstein = 3933180		\| Beilstein = 3933180
	\| KEGG_Ref = {{keggcite\|correct\|kegg}}		\| KEGG_Ref = {{keggcite\|correct\|kegg}}
	\| KEGG = ~~<!-- blanked - oldvalue:~~ C19331 ~~-->~~		\| KEGG = C19331
	\| SMILES = C(C)(C)CC(=O)		\| SMILES = C(C)(C)CC(=O)
	\| SMILES1 = C(C)(C)CC()=O		\| SMILES1 = C(C)(C)CC()=O
	\| StdInChI = ~~<!-- blanked - oldvalue:~~ 1S/C5H11AsO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3 ~~-->~~		\| StdInChI = 1S/C5H11AsO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3
	\| StdInChI_Ref = {{stdinchicite\|correct\|chemspider}}		\| StdInChI_Ref = {{stdinchicite\|correct\|chemspider}}
	\| StdInChIKey = ~~<!-- blanked - oldvalue:~~ SPTHHTGLGVZZRH-UHFFFAOYSA-N ~~-->~~		\| StdInChIKey = SPTHHTGLGVZZRH-UHFFFAOYSA-N}}
	}}
	\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}		\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}
	\| Section2 = {{Chembox Properties		\| Section2 = {{Chembox Properties

Revision as of 13:45, 28 October 2011

Arsenobetaine
Names
Structural formula of arsenobetaine
Preferred IUPAC name 2-Trimethylarsoniumylacetate
Systematic IUPAC name 2-(Trimethylarsaniumyl)acetate
Identifiers
CAS Number	64436-13-1
3D model (JSmol)	Interactive image Interactive image
Beilstein Reference	3933180
ECHA InfoCard	100.162.654
KEGG	C19331
MeSH	Arsenobetaine
PubChem CID	47364
RTECS number	CH9750000
CompTox Dashboard (EPA)	DTXSID0052833
InChI InChI=1S/C5H11AsO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3Key: SPTHHTGLGVZZRH-UHFFFAOYSA-N
SMILES C(C)(C)CC(=O) C(C)(C)CC()=O
Properties
Chemical formula	C₅H₁₁AsO₂
Molar mass	177.997501013 g mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Arsenobetaine is an organoarsenic compound that is the main source of arsenic found in fish. It is the arsenic analog of trimethylglycine, commonly known as betaine. The biochemistry and its biosynthesis are similar to those of choline and betaine.

Arsenobetaine is a common substance in marine biological systems and unlike many other organoarsenic compounds, such as dimethylarsine and trimethylarsine, it is relatively non-toxic.

It has been known since 1920 that marine fish contain organoarsenic compounds, but it was not until 1977 that the chemical structure of the most predominant compound arsenobetaine was determined.

References

Environmental Chemistry, 2005, Volume 2, Issue 3
John S. Edmonds, Kevin A. Francesconi, Jack R. Cannon, Colin L. Raston, Brian W. Skelton and Allan H. White (1977). "Isolation, crystal structure and synthesis of arsenobetaine, the arsenical constituent of the western rock lobster panulirus longipes cygnus George". Tetrahedron Letters. 18 (18): 1543–1546. doi:10.1016/S0040-4039(01)93098-9.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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