Editing Equol (section)

{{Short description|Isoflavandiol estrogen metabolized from daidzein}}
{{chembox
| Watchedfields = changed
| verifiedrevid = 414459058
| ImageFile=Equol structure.png
| ImageClass = skin-invert-image
| ImageSize=200px
| IUPACName=(3''S'')-Isoflavan-4,7′-diol
| SystematicName=(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 =
  }}
}}
'''Equol''' (4',7-isoflavandiol) is an [[isoflavandiol]]<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] by Corinna E. Rüfer, Hansruedi Glatt, and Sabine E. Kulling in ''Drug Metabolism and Disposition'' (2005, electronic publication).</ref> [[estrogen]] metabolized from [[daidzein]], a type of [[isoflavone]] found in [[soybeans]] and other plant sources, by bacterial flora in the [[intestines]].<ref name="bacteria">{{cite journal |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 |bibcode=2005ApEnM..71..214W }}</ref><ref name="MuthyalaJu2004">{{cite journal|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> While endogenous estrogenic hormones such as [[estradiol]] are [[steroid]]s, equol is a [[nonsteroidal]] [[estrogen]]. Only about 30–50% of people have intestinal bacteria that make equol.<ref name="percent">{{cite journal |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>