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7α-Hydroxycholesterol: Difference between revisions

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Revision as of 16:31, 28 November 2010 editBeetstra (talk | contribs)Edit filter managers, Administrators172,294 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: InChI1->InChI StdInChI StdInChIKey.← Previous edit Latest revision as of 22:52, 27 April 2023 edit undoLegionMammal978 (talk | contribs)Extended confirmed users7,896 edits fix mistake 
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{{chembox {{chembox
| verifiedrevid = 399341889
|Name=7-α-Hydroxycholesterol | Name=-Hydroxycholesterol
|ImageFile=7-alpha-hydroxycholesterol.svg | ImageFile=7-alpha-hydroxycholesterol.svg
|ImageSize= | ImageSize=250px
|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
| IUPACName=Cholest-5-ene-3β,7α-diol
|OtherNames=
| 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
|Section1= {{Chembox Identifiers
| OtherNames=
| ChemSpiderID = 96891
|Section1={{Chembox Identifiers
| IUPHAR_ligand = 4351
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 96891
| ChEBI = 17500
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 95D0I22I0V
| 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 | 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
| InChIKey = OYXZMSRRJOYLLO-RVOWOUOIBF | InChIKey = OYXZMSRRJOYLLO-RVOWOUOIBF
| SMILES1 = O4C/C3=C/(O)1(CC2(1CC2(C)CCCC(C)C)C)3(C)CC4 | SMILES1 = O4C/C3=C/(O)1(CC2(1CC2(C)CCCC(C)C)C)3(C)CC4
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| 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 | 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = OYXZMSRRJOYLLO-RVOWOUOISA-N | StdInChIKey = OYXZMSRRJOYLLO-RVOWOUOISA-N
| CASNo=566-26-7 | CASNo=566-26-7
| PubChem=107722 | PubChem=107722
| SMILES=CC(C)CCC(C)1CC21(CC32(C=C43(CC(C4)O)C)O)C | SMILES=CC(C)CCC(C)1CC21(CC32(C=C43(CC(C4)O)C)O)C
| MeSHName=7+alpha-hydroxycholesterol | MeSHName=7+alpha-hydroxycholesterol
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| Formula=C<sub>27</sub>H<sub>46</sub>O<sub>2</sub> | Formula=C<sub>27</sub>H<sub>46</sub>O<sub>2</sub>
| MolarMass=402.653 g/mol | MolarMass=402.653 g/mol
| Appearance= | Appearance=
| Density= | Density=
| MeltingPt= | MeltingPt=
| BoilingPt= | BoilingPt=
| Solubility= | Solubility=
}} }}
|Section3= {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}


'''7-α-Hydroxycholesterol''' is a precursor of ]s, created by ]. It is the ]. '''-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>


==References==
{{DEFAULTSORT:Hydroxycholesterol, 7-alpha-}}
{{Reflist|2}}
]




{{Cholesterol and steroid intermediates}}
{{biochem-stub}}
{{Endogenous steroids}}


{{DEFAULTSORT:Hydroxycholesterol, 7alpha-}}
]

]


{{steroid-stub}}
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