{{위키데이터 속성 추적}}
{{chembox
| Watchedfields = changed
| verifiedrevid = 414459058
| name = 에쿠올
| ImageFile=Equol structure.png
| ImageSize=200px
| IUPACName=(3''S'')-isoflavan-4,7′-diol
| PIN=(3''S'')-3-(4-hydroxyphenyl)-3,4-dihydro-2''H''-1-benzopyran-7-ol
| OtherNames=4',7-isoflavandiol
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 82594
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C14131
| InChI = 1/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m1/s1
| InChIKey = ADFCQWZHKCXPAJ-GFCCVEGCBP
| SMILES1 = Oc1ccc(cc1)[C@@H]2Cc3c(OC2)cc(O)cc3
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 198877
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ADFCQWZHKCXPAJ-GFCCVEGCSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=531-95-3
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 2T6D2HPX7Q
| PubChem=91469
| SMILES=C1C(COC2=C1C=CC(=C2)O)C3=CC=C(C=C3)O
  }}
|Section2={{Chembox Properties
| C=15|H=14|O=3
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
  }}
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
  }}
}}
'''에쿠올'''({{llang|en|equol}}) 또는 '''4',7-아이소플라반다이올'''({{llang|en|4',7-isoflavandiol}})은 [[대두]] 및 기타 실물 공급원에서 발견되는 [[아이소플라본]]의 일종인 [[다이드제인]]이 [[위장관계|장]]내 세균총에 의해 대사되어 생성되는 [[아이소플라반다이올]]<ref name="structure">The structures of 7,4’-dihydroxy-isoflavan and its precursors is shown in [http://dmd.aspetjournals.org/cgi/reprint/dmd.105.004929v1.pdf Structural Elucidation of Hydroxylated Metabolites of the Isoflavan Equol by GC/MS and HPLC/MS] {{웨이백|url=http://dmd.aspetjournals.org/cgi/reprint/dmd.105.004929v1.pdf |date=20080905200146 }} by Corinna E. Rüfer, Hansruedi Glatt, and Sabine E. Kulling in ''Drug Metabolism and Disposition'' (2005, electronic publication).</ref> [[에스트로젠]]이다.<ref name="bacteria">{{저널 인용|vauthors=Wang XL, Hur HG, Lee JH, Kim KT, Kim SI |title=Enantioselective synthesis of S-equol from dihydrodaidzein by a newly isolated anaerobic human intestinal bacterium |journal=Appl. Environ. Microbiol. |volume=71 |issue=1 |pages=214–9 |date=January 2005 |pmid=15640190 |pmc=544246 |doi=10.1128/AEM.71.1.214-219.2005 }}</ref><ref name="MuthyalaJu2004">{{저널 인용|last1=Muthyala|first1=Rajeev S|last2=Ju|first2=Young H|last3=Sheng|first3=Shubin|last4=Williams|first4=Lee D|last5=Doerge|first5=Daniel R|last6=Katzenellenbogen|first6=Benita S|last7=Helferich|first7=William G|last8=Katzenellenbogen|first8=John A|title=Equol, a natural estrogenic metabolite from soy isoflavones|journal=Bioorganic & Medicinal Chemistry|volume=12|issue=6|year=2004|pages=1559–1567|issn=0968-0896|doi=10.1016/j.bmc.2003.11.035|pmid=15018930}}</ref> [[에스트라다이올]]과 같은 [[내인성]] 에스트로젠 호르몬은 [[스테로이드]]이지만, 에쿠올은 [[비스테로이드성]] [[에스트로젠]]이다. 그러나 약 30~50%의 사람들만이 에쿠올을 만드는 [[장내 세균]]을 가지고 있다.<ref name="percent">{{저널 인용|vauthors=Frankenfeld CL, Atkinson C, Thomas WK |title=High concordance of daidzein-metabolizing phenotypes in individuals measured 1 to 3 years apart |journal=Br. J. Nutr. |volume=94 |issue=6 |pages=873–6 |date=December 2005 |pmid=16351761 |doi=10.1079/bjn20051565|display-authors=etal|doi-access=free }}</ref> 에쿠올은 (''S'')-에쿠올 및 (''R'')-에쿠올의 두 가지 [[거울상 이성질체]]의 형태로 존재할 수 있다.<ref name="Setchell Equol history">{{저널 인용|last=Setchell|first=Kenneth D. R. |author2=Carlo Clerici|title=Equol: history, chemistry, and formation|journal=J Nutr|date=June 2, 2010|volume=140|issue=7|pages=1355S–62S |doi=10.3945/jn.109.119776 |pmid=20519412 |pmc=2884333}}</ref> (''S'')-에쿠올은 [[에스트로젠 수용체 베타]]에 우선적으로 결합한다.<ref name="bacteria" /><ref name="receptors">{{저널 인용|vauthors=Mueller SO, Simon S, Chae K, Metzler M, Korach KS |title=Phytoestrogens and their human metabolites show distinct agonistic and antagonistic properties on estrogen receptor {α} (ER{α}) and ERβ in human cells |journal=Toxicol. Sci. |volume=80 |issue=1 |pages=14–25 |date=April 2004 |pmid=15084758 |doi=10.1093/toxsci/kfh147 |url=http://toxsci.oxfordjournals.org/cgi/content/full/80/1/14|doi-access=free }}</ref>

== 같이 보기 ==
* [[다이드제인]]
* [[에스트로젠 수용체]]
* [[제니스테인]]
* [[리퀴리티제닌]]
* [[메네르바]]
* [[프리나베렐]]
* [[WAY-200070]]
* [[다이아릴프로피오나이트릴]]

== 각주 ==
{{각주}}

{{아이소플라베인}}
{{전거 통제}}

[[분류:GPER 작용제]]
[[분류:아이소플라반다이올]]
[[분류:피토에스트로겐]]
[[분류:스테로이드 설포트랜스퍼레이스 저해제]]
[[분류:선택적 ERβ 작용제]]