| 词条 | 3β-Dihydroprogesterone |
| 释义 |
| ImageFile = 3β-Dihydroprogesterone.svg | ImageSize = 225px | ImageAlt = | IUPACName = 1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone | OtherNames = 3β-Hydroxypregn-4-en-20-one; Pregn-4-en-3β-ol-20-one; 3β-Dihydroprogesterone; 3β-DHP; δ4-Pregnenolone; 4-Pregnenolone | Section1 = {{Chembox Identifiers | CASNo = 566-66-5 | PubChem = 12838303 | ChemSpiderID = 19148924 | SMILES = CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C[C@H](CC[C@]34C)O)C | StdInChI = 1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,15-19,23H,4-11H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1 | StdInChIKey = QWVWXRKHAXWWSV-QGVNFLHTSA-N | Section2 = {{Chembox Properties | Formula = C21H32O2 | MolarMass = 316.485 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }}3β-Dihydroprogesterone (3β-DHP), also known as 3β-hydroxyprogesterone, or pregn-4-en-3β-ol-20-one (4-pregnenolone, δ4-pregnenolone), is an endogenous steroid.[1] It is biosynthesized by 3β-hydroxysteroid dehydrogenase from progesterone. Unlike 3α-dihydroprogesterone (3α-DHP), 3β-DHP does not act as a positive allosteric modulator of the GABAA receptor,[1] which is in accordance with the fact that other 3β-hydroxylated progesterone metabolites such as isopregnanolone and epipregnanolone similarly do not act as potentiators of this receptor and instead inhibit it as well as reverse the effects of potentiators like allopregnanolone.[2] 3β-DHP has been reported to possess about the same potency as progesterone in a bioassay of progestogenic activity, whereas 3α-DHP was not assessed.[3][4] See also
References1. ^1 {{cite journal|last1=Kavaliers|first1=Martin|last2=Wiebe|first2=John P.|last3=Galea|first3=Liisa A.M.|title=Reduction of predator odor-induced anxiety in mice by the neurosteroid 3α-hydroxy-4-pregnen-20-one (3αHP)|journal=Brain Research|volume=645|issue=1-2|year=1994|pages=325–329|issn=0006-8993|doi=10.1016/0006-8993(94)91667-5}} {{Steroid hormones}}{{Progesterone receptor modulators}}{{DEFAULTSORT:Dihydroprogesterone, 3β-}}{{Steroid-stub}}2. ^{{cite journal|last1=Prince|first1=R.J.|last2=Simmonds|first2=M.A.|title=Differential antagonism by epipregnanolone of alphaxalone and pregnanolone potentiation of [3H]flunitrazepam binding suggests more than one class of binding site for steroids at GABAA receptors|journal=Neuropharmacology|volume=32|issue=1|year=1993|pages=59–63|issn=0028-3908|doi=10.1016/0028-3908(93)90130-U}} 3. ^{{cite journal | vauthors = Junkermann H, Runnebaum B, Lisboa BP | title = New progesterone metabolites in human myometrium | journal = Steroids | volume = 30 | issue = 1 | pages = 1–14 | date = July 1977 | pmid = 919010 | doi = 10.1016/0039-128X(77)90131-3 | url = | quote = In the Clauberg bioassay the 3β-hydroxy-4-pregnen-20-one shows about the same potency as progesterone (34). In regard to the biological activity of the 3α epimer no data are available.}} 4. ^{{cite journal | vauthors = Pincus G, Miyake T, Merrill AP, Longo P | title = The bioassay of progesterone | journal = Endocrinology | volume = 61 | issue = 5 | pages = 528–33 | date = November 1957 | pmid = 13480263 | doi = 10.1210/endo-61-5-528 | url = }} 4 : Alcohols|Ketones|Pregnanes|Progestogens |
| 随便看 |
|
开放百科全书收录14589846条英语、德语、日语等多语种百科知识，基本涵盖了大多数领域的百科知识，是一部内容自由、开放的电子版国际百科全书。