词条 | Estrin (compound) |
释义 |
| ImageFile = Estrin.svg | ImageSize = | ImageAlt = | IUPACName = (8S,9S,13S,14S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene | OtherNames = Estra-1,3,5(10)-triene; Estratriene | Section1 = {{Chembox Identifiers | CASNo = 1217-09-0 | ChEMBL = 1627934 | ChemSpiderID = 133001 | PubChem = 150899 | SMILES = C[C@@]12CCC[C@H]1[C@@H]3CCC4=CC=CC=C4[C@H]3CC2 | StdInChI = 1S/C18H24/c1-18-11-4-7-17(18)16-9-8-13-5-2-3-6-14(13)15(16)10-12-18/h2-3,5-6,15-17H,4,7-12H2,1H3/t15-,16-,17+,18+/m1/s1 | StdInChIKey = HLCRYAZDZCJZFG-BDXSIMOUSA-N | Section2 = {{Chembox Properties | C=18 | H=24 | MolarMass = 240.39 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }}Estrin (American English), or oestrin (British English), also known as estra-1,3,5(10)-triene, is an estrane steroid. It is dehydrogenated estrane with double bonds specifically at the C1, C3, and C5(10) positions. Estrin is a parent structure of the estrogen steroid hormones estradiol, estrone, and estriol, which have also been known as dihydroxyestrin, ketohydroxyestrin, and trihydroxyestrin, respectively.[1][2] Unlike its estrogen derivatives, estrin itself likely possesses little or no estrogenic activity, as hydroxyl and/or keto substitutions at the C3 and C17 positions are critical for binding affinity to the estrogen receptors.[3][4] The term estrin is also a synonym for estrogen.[5] It was coined by Sir Alan S. Parkes and C. W. Bellerby in 1926 to describe the hormone secreted from the ovaries that induces estrus in animals (i.e., estrogen).[5]{{Chemical structures of major endogenous estrogens|align=left|caption=Note the hydroxyl (–OH) groups: estrone (E1) has one, estradiol (E2) has two, estriol (E3) has three, and estetrol (E4) has four.}} {{Clear}} See also
References1. ^{{cite journal|last1=Biskind|first1=Morton S.|title=Commercial glandular products|journal=Journal of the American Medical Association|volume=105|issue=9|year=1935|pages=667|issn=0002-9955|doi=10.1001/jama.1935.92760350007009a}} {{Steroid classification}}{{Steroid-stub}}2. ^{{cite journal | vauthors = Fluhmann CF | title = Estrogenic Hormones: Their Clinical Usage | journal = Cal West Med | volume = 49 | issue = 5 | pages = 362–6 | year = 1938 | pmid = 18744783 | pmc = 1659459 | doi = | url = }} 3. ^{{cite journal | vauthors = Anstead GM, Carlson KE, Katzenellenbogen JA | title = The estradiol pharmacophore: ligand structure-estrogen receptor binding affinity relationships and a model for the receptor binding site | journal = Steroids | volume = 62 | issue = 3 | pages = 268–303 | year = 1997 | pmid = 9071738 | doi = | url = }} 4. ^{{cite book|author1=Thomas L. Lemke|author2=David A. Williams|title=Foye's Principles of Medicinal Chemistry|url=https://books.google.com/books?id=Sd6ot9ul-bUC&pg=PA1395|date=24 January 2012|publisher=Lippincott Williams & Wilkins|isbn=978-1-60913-345-0|pages=1395–}} 5. ^1 {{cite book|author1=Marc A. Fritz|author2=Leon Speroff|title=Clinical Gynecologic Endocrinology and Infertility|url=https://books.google.com/books?id=KZLubBxJEwEC&pg=PA750|date=28 March 2012|publisher=Lippincott Williams & Wilkins|isbn=978-1-4511-4847-3|pages=750–}} 1 : Estranes |
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