Revision as of 18:40, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 456563010 of page 7-ACA for the Chem/Drugbox validation project (updated: 'ChEMBL', 'ChEBI', 'KEGG'). |
Latest revision as of 15:18, 30 August 2024 edit MangeshDK (talk | contribs)4 editsm Added information source to newly added information |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{Chembox |
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{{Chembox |
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| Verifiedfields = changed |
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| Verifiedfields = changed |
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| Watchedfields = changed |
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| Watchedfields = changed |
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| verifiedrevid = 456507014 |
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| verifiedrevid = 477226392 |
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| Name = 7-Aminocephalosporanic acid |
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| Name = 7-Aminocephalosporanic acid |
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| ImageFile = 7-aminocephalosporanic acid.svg |
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| ImageFile = 7-ACA.svg |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageSize = 244 |
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| ImageSize = 244 |
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| ImageName = Partially condensed, stereo, skeletal formula of 7-aminocephalosporanic acid ((6R,7R)-7-amino,-oct-2-ene) |
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| ImageName = Partially condensed, stereo, skeletal formula of 7-aminocephalosporanic acid |
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| ImageFile2 = 7-ACA-3D-balls.png |
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| IUPACName = 3-(Acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclooct-2-ene-2-carboxylic acid{{Citation needed|date = June 2011}} |
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| IUPACName = 3--7β-amino-3,4-didehydrocepham-4-carboxylic acid |
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| SystematicName = (6''R'',7''R'')-3--7-amino-8-oxo-5-thia-1-azabicyclooct-2-ene-2-carboxylic acid |
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| OtherNames = 7-Aminocephalosporinic acid |
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| OtherNames = 7-Aminocephalosporinic acid |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| Abbreviations = 7-ACA |
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| Abbreviations = 7-ACA |
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| CASNo = 957-68-6 |
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| CASNo = 957-68-6 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| PubChem = 483168 |
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| UNII = 9XI67897RG |
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| PubChem_Ref = {{Pubchemcite|correct|pubchem}} |
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| ChemSpiderID = 390087 |
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| PubChem = 483168 |
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| ChemSpiderID = 390087 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| EINECS = 213-485-0 |
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| EINECS = 213-485-0 |
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| KEGG = <!-- blanked - oldvalue: C07756 --> |
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| KEGG = C07756 |
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| KEGG_Ref = {{keggcite|changed|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| MeSHName = 7-Aminocephalosporanic+acid |
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| MeSHName = 7-Aminocephalosporanic+acid |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 58501 |
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| ChEBI = 2255 |
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| ChEMBL = <!-- blanked - oldvalue: 1161449 --> |
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| ChEMBL = 1161449 |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| Beilstein = 622637, 8919572 |
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| Beilstein = 622637, 8919572 |
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| 3DMet = B02139 |
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| 3DMet = B02205 |
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| SMILES = O=C2N1/C(=C(\CS12N)COC(=O)C)C(=O)O |
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| SMILES = O=C2N1/C(=C(\CS12N)COC(=O)C)C(=O)O |
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| StdInChI = 1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1 |
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| StdInChI = 1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = HSHGZXNAXBPPDL-HZGVNTEJSA-N |
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| StdInChIKey = HSHGZXNAXBPPDL-HZGVNTEJSA-N |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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}} |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=10|H=12|N=2|S=1|O=5 |
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| C=10 | H=12 | N=2 | S=1 | O=5 |
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| MeltingPtC = 300 |
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| ExactMass = 272.046692194 g mol<sup>-1</sup> |
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| MeltingPt_ref = <ref name=chemblink></ref> |
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| MeltingPtC = 300 |
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| LogP = -1.87 |
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| Melting_notes = <ref name=chemblink></ref> |
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| LogP = -1.87 |
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| pKa = 2.59 |
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| pKa = 2.59 |
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| pKb = 11.41 |
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| pKb = 11.41 |
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}} |
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}} |
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| Section3 = {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| GHSPictograms = {{GHS health hazard}} |
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| GHSPictograms = {{GHS health hazard}} |
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| GHSSignalWord = Danger |
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| GHSSignalWord = Danger |
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| HPhrases = {{H-phrases|317|334}} |
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| HPhrases = {{H-phrases|317|334}} |
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| PPhrases = {{P-phrases|261|280|342+311}} |
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| PPhrases = {{P-phrases|261|280|342+311}} |
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| EUClass = {{Hazchem Xn}} |
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| RPhrases = {{R42/43}}<ref name=chemblink/> |
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| SPhrases = {{S22}} {{S36/37}}<ref name=chemblink/> |
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}} |
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}} |
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}} |
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}} |
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'''7-ACA''' ('''7-aminocephalosporanic acid''') is the core chemical structure (a ]) for the synthesis of ] ]s and intermediates. It can be obtained by ] ] of ].<ref>{{cite journal | journal = World Journal of Microbiology & Biotechnology | volume = 26 | issue = 1 | pages = 145–152 | year = 2010 | doi = 10.1007/s11274-009-0153-9 | title = Single-pot conversion of cephalosporin C to 7-aminocephalosporanic acid in the absence of hydrogen peroxide | last1 = Tan | first1 = Qiang | last2 = Zhang | first2 = Yewang | last3 = Song | first3 = Qingxun | last4 = Wei | first4 = Dongzhi| s2cid = 84749385 }}</ref><ref>{{cite journal | journal = Enzyme and Microbial Technology | volume = 39 | issue = 5 | pages = 1166–1172 | year = 2006 | doi = 10.1016/j.enzmictec.2006.02.028 | title = Single-pot conversion of cephalosporin C to 7-aminocephalosporanic acid using cell-bound and support-bound enzymes | last1 = Tan | first1 = Qiang | last2 = Song | first2 = Qingxun | last3 = Wei | first3 = Dongzhi}}</ref> |
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The production of '''7-ACA (7-aminocephalosporanic acid''') is predominantly segmented into two methods which is ] and Chemical ]. These processes are essential for the synthesis of various ] antibiotics.<ref>{{cite web |title=7-Aminocephalosporanic Acid (7-ACA) Market |url=https://marketsglob.com/report/7-aminocephalosporanic-acid-7-aca-market/9298/ |website=Markets Glob Market Research |access-date=30 August 2024}}</ref> |
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==See also== |
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* ] |
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== References == |
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{{reflist}} |
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{{Organic-compound-stub}} |
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] |
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] |
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] |