{{위키데이터 속성 추적}}
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 477240926
| Name = 아코니트산
| ImageFile1 = Cis-aconitic acid.png
| ImageSize1 = 
| ImageCaption1 = 시스-아코니트산
| ImageFile2 = Trans-aconitic acid.png
| ImageSize2 = 
| ImageCaption2 = 트랜스-아코니트산
| IUPACName = prop-1-ene-1,2,3-tricarboxylic acid
| OtherNames = achilleic acid,</br>equisetic acid,</br>citridinic acid,</br>pyrocitric acid,</br>achilleaic acid,</br>acinitic acid
| Reference =<ref>{{웹 인용| url = https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=309 | title = Aconitic Acid - Compound Summary (CID 309) | publisher = [[PubChem]] }}</ref>
|Section1={{Chembox Identifiers
| InChI = 1/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C4H8/c1-3-4-2/h3-4H,1-2H3
| InChIKey = GTZCVFVGUGFEME-UHFFFAOYAL
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = GTZCVFVGUGFEME-UHFFFAOYSA-N
| PubChem1 = 309
| PubChem1_Comment = (''cis'' and ''trans'')
| ChemSpiderID1_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID1 = 303
| ChemSpiderID1_Comment = (''cis'')
| SMILES1 = 
| SMILES1_Comment = (''cis'')
| InChI1 = 
| InChI1_Comment = (''cis'')
| InChIKey1 = 
| InChI3 = 
| InChI3_Comment = (''cis'')
| InChIKey3 = 
| PubChem2 = 
| PubChem2_Comment = (''trans'')
| ChemSpiderID2_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID2 = 
| ChemSpiderID2_Comment = (''trans'')
| SMILES2 = 
| SMILES2_Comment = (''trans'')
| InChI2 = 
| InChI2_Comment = (''trans'')
| InChIKey2 = 
| InChI4 = 
| InChI4_Comment = (''trans'')
| InChIKey4 = 
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 93371T1BXP
| UNII1_Ref = {{fdacite|correct|FDA}}
| UNII1 = OF5471ZHRR
| UNII1_Comment = (''cis'')
| UNII2 = 7DB37960CW
| UNII2_Ref = {{fdacite|correct|FDA}}
| UNII2_Comment = (''trans'')
| SMILES = 
| CASNo = 499-12-7
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo1 = 585-84-2
| CASNo1_Comment = (''cis'')
| CASNo1_Ref = {{cascite|correct|CAS}}
| CASNo2 = 4023-65-8
| CASNo2_Comment = (''trans'')
| CASNo2_Ref = {{cascite|correct|CAS}}
| EC_number = 
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 
| RTECS = 
  }}
|Section2={{Chembox Properties
| C=6 | H=6 | O=6
| Appearance = 무색 결정
| Density = 
| MeltingPtC = 190
| MeltingPt_notes = (분해) (혼합 이성질체), 173&nbsp;°C (시스 및 트랜스 이성질체)
| BoilingPt = 
| pKa = 2.80, 4.46 (트랜스 이성질체)<ref>{{서적 인용|author1=Dawson, R. M. C. |author2=Elliott, D. C. |author3=Elliott, W. H. | title = Data for Biochemical Research | edition = 3rd | location = Oxford | publisher = Clarendon Press | year = 1989 | isbn = 9780198552994 }}</ref>
  }}
|Section3={{Chembox Hazards
| MainHazards = 
| FlashPt = 
| AutoignitionPt = 
 }}
}}
'''아코니트산'''({{llang|en|aconitic acid}})은 [[유기산]]으로 시스-아코니트산(cis-aconitate) 및 트랜스-아코니트산(trans-aconitic acid)의 두 가지 [[이성질체]]가 있다. 시스-아코니트산의 짝염기인 시스-아코니테이트(''cis''-aconitate)는 [[시트르산 회로]]에서 [[아코니테이스]]에 의해 [[시트르산]](citrate)이 [[아이소시트르산]](isocitrate)으로 이성질화되는 반응의 중간생성물이다.

아코니트산은 [[황산]]을 사용하여 시트르산을 탈수시킴으로써 합성할 수 있다.<ref>{{저널 인용| author = Bruce, W. F. | title = Aconitic Acid | year = 1937 | volume = 17 | pages = 1|doi=10.15227/orgsyn.017.0001 }}</ref>
:(HO<sub>2</sub>CCH<sub>2</sub>)<sub>2</sub>COH(CO<sub>2</sub>H) → HO<sub>2</sub>CCH=C(CO<sub>2</sub>H)CH<sub>2</sub>CO<sub>2</sub>H + H<sub>2</sub>O

이러한 방식으로 이성질체들의 혼합물이 생성된다.

아코니트산은 열 탈수(thermal dehydration)에 의해 최초로 제조되었다.<ref>{{저널 인용| author = Pawolleck, B. | title = Substitutionsproducte der Citronensäure und ein Versuch zur Synthese der letzteren |trans-title=Substitution products of citric acid and an attempt at the synthesis of the latter | journal = Justus Liebig's Annalen der Chemie | year = 1875 | volume = 178 | issue = 2–3 | pages = 150–170 | url = https://babel.hathitrust.org/cgi/pt?id=mdp.39015026321573;view=1up;seq=554 | doi = 10.1002/jlac.18751780203 }}</ref>

== 각주 ==
{{각주}}

== 외부 링크 ==
* {{위키공용분류-줄}}

{{TCA 회로}}
{{전거 통제}}

[[분류:물질대사]]
[[분류:세포 호흡]]
[[분류:생체분자]]
[[분류:카복실산]]
[[분류:트라이카복실산]]
[[분류:엔온산]]