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{{chembox |
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{{chembox |
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| verifiedrevid = 399341889 |
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|Name=7-α-Hydroxycholesterol |
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| Name=7α-Hydroxycholesterol |
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|ImageFile=7-alpha-hydroxycholesterol.svg |
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| ImageFile=7-alpha-hydroxycholesterol.svg |
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|ImageSize= |
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| ImageSize=250px |
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|IUPACName=(3''S'',7''S'',8''S'',9''S'',10''R'',13''R'',14''S'',17''R'')-10,13-dimethyl-17--2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1''H''-cyclopentaphenanthrene-3,7-diol |
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| IUPACName=Cholest-5-ene-3β,7α-diol |
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|OtherNames= |
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| SystematicName=(1''R'',3a''S'',3b''S'',4''S'',7''S'',9a''R'',9b''S'',11a''R'')-9a,11a-Dimethyl-1--2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1''H''-cyclopentaphenanthrene-4,7-diol |
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|Section1= {{Chembox Identifiers |
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| OtherNames= |
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| ChemSpiderID = 96891 |
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|Section1={{Chembox Identifiers |
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| IUPHAR_ligand = 4351 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 96891 |
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| ChEBI = 17500 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 95D0I22I0V |
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| InChI = 1/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1 |
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| InChI = 1/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1 |
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| InChIKey = OYXZMSRRJOYLLO-RVOWOUOIBF |
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| InChIKey = OYXZMSRRJOYLLO-RVOWOUOIBF |
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| SMILES1 = O4C/C3=C/(O)1(CC2(1CC2(C)CCCC(C)C)C)3(C)CC4 |
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| SMILES1 = O4C/C3=C/(O)1(CC2(1CC2(C)CCCC(C)C)C)3(C)CC4 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1 |
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| StdInChI = 1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = OYXZMSRRJOYLLO-RVOWOUOISA-N |
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| StdInChIKey = OYXZMSRRJOYLLO-RVOWOUOISA-N |
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| CASNo=566-26-7 |
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| CASNo=566-26-7 |
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| PubChem=107722 |
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| PubChem=107722 |
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| SMILES=CC(C)CCC(C)1CC21(CC32(C=C43(CC(C4)O)C)O)C |
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| SMILES=CC(C)CCC(C)1CC21(CC32(C=C43(CC(C4)O)C)O)C |
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| MeSHName=7+alpha-hydroxycholesterol |
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| MeSHName=7+alpha-hydroxycholesterol |
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}} |
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|Section2= {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula=C<sub>27</sub>H<sub>46</sub>O<sub>2</sub> |
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| Formula=C<sub>27</sub>H<sub>46</sub>O<sub>2</sub> |
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| MolarMass=402.653 g/mol |
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| MolarMass=402.653 g/mol |
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| Appearance= |
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|Section3= {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards= |
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'''7-α-Hydroxycholesterol''' is a precursor of ]s, created by ]. It is the ]. |
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'''7α-Hydroxycholesterol''' is a ] of ]s, created by ] (CYP7A1). Its formation is the ] in bile acid synthesis.<ref name="pmid31984784">{{cite journal | vauthors = Chiang JY, Ferrell JM | title = Bile acid receptors FXR and TGR5 signaling in fatty liver diseases and therapy | journal = American Journal of Physiology. Gastrointestinal and Liver Physiology | volume = 318 | issue = 3 | pages = G554–G573 | date = March 2020 | pmid = 31984784 | pmc = 7099488 | doi = 10.1152/ajpgi.00223.2019 | url = }}</ref> |
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==References== |
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{{DEFAULTSORT:Hydroxycholesterol, 7-alpha-}} |
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{{Reflist|2}} |
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] |
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{{Cholesterol and steroid intermediates}} |
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{{biochem-stub}} |
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{{Endogenous steroids}} |
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{{DEFAULTSORT:Hydroxycholesterol, 7alpha-}} |
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] |
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] |
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{{steroid-stub}} |