| Revision as of 19:57, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 473754783 of page Acetylacetone for the Chem/Drugbox validation project (updated: '').← Previous edit |
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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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{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{drugbox |
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| verifiedrevid = 443366220 |
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| verifiedrevid = 477001424 |
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| IUPAC_name = 2-Oxo-<small>L</small>-threo-hexono-1,4-lactone-2,3-enediol<br />''or''<br />(''R'')-3,4-dihydroxy-5-((''S'')- 1,2-dihydroxyethyl)furan-2(5''H'')-one |
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| ImageFile = AcacH.png |
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| image = L-Ascorbic_acid.svg |
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| ImageSize = 260px |
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| width = 200px |
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| ImageName = Skeletal structures of both tautomers |
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| ImageFileL1 = Acetylacetone-enol-3D-balls.png |
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| image2 = Ascorbic-acid-from-xtal-1997-3D-balls.png |
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| ImageSizeL1 = 130px |
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| width2 = 200px |
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| ImageNameL1 = Ball-and-stick model of the enol tautomer |
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<!--Clinical data--> |
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| ImageFileR1 = Acetylacetone-keto-3D-balls.png |
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| Drugs.com = {{drugs.com|MTM|vitamin_c}} |
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| ImageSizeR1 = 130px |
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| licence_EU = <!-- EMEA requires brand name --> |
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| ImageNameR1 = Ball-and-stick model of the keto tautomer |
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| licence_US = <!-- FDA may use generic name --> |
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|IUPACName=Pentane-2,4-dione |
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| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> |
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|OtherNames=Hacac |
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| pregnancy_US = <!-- A / B / C / D / X --> |
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|Section1={{Chembox Identifiers |
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| pregnancy_category = A |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 --> |
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| ChemSpiderID = 29001 |
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| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII --> |
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| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C --> |
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| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> |
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| legal_status = general public availability |
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| routes_of_administration = oral |
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<!--Pharmacokinetic data--> |
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| bioavailability = rapid & complete |
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| protein_bound = negligible |
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| elimination_half-life = varies according to plasma concentration <!-- can be 30 min to weeks, depending on body stores --> |
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| excretion = renal |
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<!--Identifiers--> |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CAS_number_Ref = {{cascite|correct|??}} |
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| CAS_number = 50-81-7 |
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| ATC_prefix = A |
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| ATC_suffix = 11G |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 29073 |
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| PubChem = 5785 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = DB00126 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 10189562 |
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| NIAID_ChemDB = 002072 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = PQ6CK8PD0R |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C15499 |
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| KEGG = D00018 |
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| InChI = 1/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3 |
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| InChIKey = YRKCREAYFQTBPV-UHFFFAOYAO |
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| SMILES1 = CC(=O)CC(=O)C |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 191625 |
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| ChEMBL = 196 |
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<!--Chemical data--> |
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| chemical_formula = |
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| C=6 | H=7 | O=6 |
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| molecular_weight = 176.12 g/] |
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| smiles = C((1C(=C(C(=O)O1)O)O)O)O |
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| InChI = 1/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3 |
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| StdInChI = 1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = YRKCREAYFQTBPV-UHFFFAOYSA-N |
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| StdInChIKey = CIWBSHSKHKDKBQ-JLAZNSOCSA-N |
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| synonyms = <small>L</small>-ascorbic acid |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| density = 1.694 |
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| CASNo=123-54-6 |
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| melting_point = 190 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| boiling_point = 553 |
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| UNII = 46R950BP4J |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ⚫ |
| ChEBI = 14750 |
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| SMILES = O=C(C)CC(=O)C |
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}} |
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|Section4={{Chembox Properties |
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|Formula=C<sub>5</sub>H<sub>8</sub>O<sub>2</sub> |
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|MolarMass=100.13 g/mol |
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|Density=0.98 g/mL |
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|MeltingPt=−23 °C |
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|BoilingPt=140 °C |
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|Solubility=16 g/100 mL |
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|Solvent=Water} |
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pKa=9 in water<ref name="Evan's pKa table">Evan's pKa table</ref> |
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pKa=13.3 in DMSO<ref name="Evan's pKa table"/> |
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}} |
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|Section15={{Chembox Hazards |
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|EUClass=Harmful ('''Xn''') |
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|EUIndex=606-029-00-0 |
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|NFPA-H=2 |
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|NFPA-F=2 |
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|NFPA-R=0 |
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|RPhrases={{R10}}, {{R22}} |
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|SPhrases={{S2}}, {{S21}}, {{S23}}, {{S24/25}} |
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|FlashPt=34 °C |
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|Autoignition=340 °C |
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|ExploLimits=2.4–11.6% |
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}} |
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}} |
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} |
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