{{위키데이터 속성 추적}}
{{chembox
| Watchedfields = changed
| verifiedrevid = 477198527
| name = 2,3-다이하이드록시벤조산
| ImageFile = 2,3-Dihydroxybenzoesäure.svg
| ImageSize = 100px
| PIN = 2,3-dihydroxybenzoic acid
| OtherNames = hypogallic acid</br>2-pyrocatechuic acid</br>''o''-pyrocatechuic acid
| Section1={{Chembox Identifiers
| Abbreviations = 2,3-DHBA</br>2,3-DHB
| ChemSpiderID = 18
| PubChem = 19
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C00196
| InChI = 1/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB01672
| SMILES = O=C(O)c1cccc(O)c1O
| InChIKey = GLDQAMYCGOIJDV-UHFFFAOYAE
| SMILES1 = c1cc(c(c(c1)O)O)C(=O)O
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 18026
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 1432
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = GLDQAMYCGOIJDV-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 303-38-8
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 70D5FBB392
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
}}
|Section2={{Chembox Properties
| C=7 | H=6 | O=4
| Appearance = 무색 고체
| MeltingPtC = 204 - 206
| BoilingPt = 
| Solubility = 22℃에서 26 g/L
  }}
|Section7={{Chembox Hazards
| NFPA-H = 
| NFPA-F = 
| NFPA-R = 
| NFPA-S = 
| FlashPtC= 
  }}
}}

'''2,3-다이하이드록시벤조산'''({{llang|en|2,3-dihydroxybenzoic acid}})은 [[필란투스 아시두스]](''Phyllanthus acidus'')<ref>{{저널 인용| doi = 10.1124/mol.106.025262 | pmid=17065237 | volume=71 | issue=1 | title=An extract from the medicinal plant Phyllanthus acidus and its isolated compounds induce airway chloride secretion: A potential treatment for cystic fibrosis |date=January 2007 | journal=Mol. Pharmacol. | pages=366–76 |vauthors=Sousa M, Ousingsawat J, Seitz R, etal| s2cid=5793585 }}</ref>와 수생 양치식물인 [[살비니아 몰레스타]](''Salvinia molesta'')에서 발견되는 천연 페놀이다.<ref>{{저널 인용| last1 = Choudhary| first1 = M. I. | last2 = Naheed | first2 = N. | last3 = Abbaskhan | first3 = A. | last4 = Musharraf | first4 = S. G. | last5 = Siddiqui | first5 = H. | last6 = Atta-Ur-Rahman | doi = 10.1016/j.phytochem.2007.10.028 | title = Phenolic and other constituents of fresh water fern Salvinia molesta | journal = Phytochemistry | volume = 69 | issue = 4 | pages = 1018–1023 | year = 2008 | pmid =  18177906}}</ref> '''하이포갈산'''({{llang|en|hypogallic acid}}), '''2-피로카테츄산'''({{llang|en|2-pyrocatechuic acid}})이라고도 한다. 2,3-다이하이드록시벤조산은 [[플라코우르티아 이네르미스]](''Flacourtia inermis'')의 열매에도 풍부하다. 2,3-다이하이드록시벤조산은 유기 화합물의 일종인 [[다이하이드록시벤조산]]이다. 2,3-다이하이드록시벤조산은 무색의 고체로 자연적으로 생성되며, [[시킴산 경로]]를 통해 형성된다. 2,3-다이하이드록시벤조산은 [[세균]]으로 흡수되기 위해 철 이온과 강하게 결합하는 분자인 다양한 [[사이드로포어]]에 통합된다. 2,3-다이하이드록시벤조산은 탈양성자화될 때 철 중심에 매우 강하게 결합하는 [[카테콜]] 그룹과 아마이드 결합을 통해 고리가 다양한 스캐폴드에 부착되는 [[카복실산]] 그룹으로 구성된다. 잘 알려진 고친화성 사이드로포어는 [[세린]]의 [[뎁시펩타이드]]에 연결된 3개의 다이하이드록시벤조일 치환기를 포함하는 [[엔테로박틴]]이다.<ref>{{저널 인용|author1=I. G. O'Brien |author2=G. B. Cox |author3=F. Gibson | title = Biologically active compounds containing 2,3-dihydroxybenzoic acid and serine formed by ''Escherichia coli'' | journal = Biochimica et Biophysica Acta (BBA) - General Subjects  | year = 1970 | volume = 201 | pages = 453–60 | pmid = 4908639 | issue = 3 | doi=10.1016/0304-4165(70)90165-0}}</ref><ref>{{저널 인용| last1 = Young | first1 = I. G. | last2 = Gibson | first2 = F. | doi = 10.1016/0304-4165(69)90302-X | title = Regulation of the enzymes involved in the biosynthesis of 2,3-dihydroxybenzoic acid in Aerobacter aerogenes and Escherichia coli | journal = Biochimica et Biophysica Acta (BBA) - General Subjects | volume = 177 | issue = 3 | pages = 401–11 | year = 1969 | pmid =  4306838}}</ref>

2,3-다이하이드록시벤조산은 잠재적으로 유용한 철 킬레이트제<ref>{{저널 인용| title = The identification of 2,3-dihroxybenzoic acid as a potentially useful iron-chelating drug |author1=J. H. Graziano |author2=R. W. Grady |author3=A. Cerami | journal = Journal of Pharmacology and Experimental Therapeutics |year = 1974 | volume= 190 | issue = 3| pages =570–575 | url = http://jpet.aspetjournals.org/content/190/3/570.short}}</ref>이며, [[항균제|항균]] 특성을 지니고 있다.<ref>{{저널 인용|author1=Shibumon George |author2=Benny PJ |author3=Sunny Kuriakose |author4=Cincy George | title = Antibiotic activity of 2, 3-dihydroxybenzoic acid isolated from Flacourtia inermis fruit against multidrug resistant bacteria | journal = Asian Journal of Pharmaceutical and Clinical Research| volume=4 | issue = 1 | date = 2011}}</ref><ref>{{저널 인용|author1=Benny PJ |author2=George Shibumon |author3=Kuriakose Sunny |author4=George Cincy | title = 2, 3-Dihydroxybenzoic Acid: An Effective Antifungal Agent Isolated from Flacourtia inermis Fruit | journal = International Journal of Pharmaceutical and Clinical Research | date = 2010 | volume =  2 | issue = 3 | pages = 101–105}}</ref><ref>{{저널 인용|author1=George Shibumon |author2=Benny PJ |author3=Kuriakose Sunny |author4=George Cincy |author5=Gopalakrishnan Sarala | title = Antiprotozoal activity of 2, 3-dihydroxybenzoic acid isolated from the fruit extracts of Flacourtia inermis Roxb | journal = Medicinal Plants - International Journal of Phytomedicines and Related Industries |date=2011 | volume = 3 | issue = 3 | pages = 237–241| doi=10.5958/j.0975-4261.3.3.038}}</ref>

2,3-다이하이드록시벤조산은 또한 사람에서 [[아스피린]] [[물질대사|대사]]의 산물이기도 하다.<ref>{{저널 인용| last1 = Grootveld | first1 = M. | last2 = Halliwell | first2 = B. | doi = 10.1016/0006-2952(88)90729-0 | title = 2,3-Dihydroxybenzoic acid is a product of human aspirin metabolism | journal = Biochemical Pharmacology | volume = 37 | issue = 2 | pages = 271–280 | year = 1988 | pmid = 3342084}}</ref>

== 같이 보기 ==
* [[다이하이드록시벤조산]]
* [[2,4-다이하이드록시벤조산]]
* [[2,5-다이하이드록시벤조산]] ([[젠티스산]])
* [[2,6-다이하이드록시벤조산]]
* [[3,4-다이하이드록시벤조산]] ([[프로토카테츄산]])
* [[3,5-다이하이드록시벤조산]]

== 각주 ==
{{각주|2}}

{{페놀산}}

[[분류:다이하이드록시벤조산]]
[[분류:살리실산]]
[[분류:킬레이트제]]
[[분류:카테콜]]