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词条 Gonane
释义

  1. References

{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 457481383
| ImageFile = Gonane.png
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageName = Stereo, skeletal formula of gonane ((1R,2S,10S,11R,15S)-heptadecane) with all chiral centres hydrogenised
| ImageFile1 = Steran num ABCD.svg
| ImageSize1 =
| ImageAlt1 =
| ImageName1 = Carbon numbering in gonane
| IUPACName = 2(8S,9R,10S,13S,14R)-2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17-hexadecahydro-1H-cyclopenta[a]phenanthrene
| SystematicName = (1R,2S,10S,11R,15S)-tetracyclo[8.7.0.02,7.011,15]heptadecane
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo = 4732-76-7
| CASNo_Ref = {{cascite|changed|??}}
| CASNo_Comment = (1R,2S,10S,11R,15S)- heptadecane
| PubChem = 1108
| PubChem1 = 6857523
| PubChem1_Comment = (1R,2S,10S,11R,15S)- heptadecane
| PubChem2 = 6857525
| PubChem2_Comment = (1R,2S,7R,10S,11R,15S)- heptadecane
| PubChem3 = 6857524
| PubChem3_Comment = (1R,2S,7S,10S,11R,15S)- heptadecane
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5256859
| ChemSpiderID3 = 1077
| ChemSpiderID3_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Comment = (1R,2S,10S,11R,15S)- heptadecane
| ChemSpiderID1 = 5256861
| ChemSpiderID1_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID1_Comment = (1R,2S,7R,10S,11R,15S)- heptadecane
| ChemSpiderID2 = 5256860
| ChemSpiderID2_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID2_Comment = (1R,2S,7S,10S,11R,15S)- heptadecane
| KEGG = C19639
| KEGG_Ref = {{keggcite|changed|kegg}}
| ChEBI = 35528
| ChEBI_Ref = {{ebicite|correct|EBI}}
| SMILES = C2C1[C@H](CCCC1)[C@H]3CC[C@H]4[C@H]([C@@H]3C2)CCC4
| StdInChI = 1S/C17H28/c1-2-6-14-12(4-1)8-10-17-15-7-3-5-13(15)9-11-16(14)17/h12-17H,1-11H2/t12?,13-,14-,15+,16+,17-/m0/s1
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = UACIBCPNAKBWHX-CTBOZYAPSA-N
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
|Section2={{Chembox Properties
| C=17 | H=28
}}

Gonane (C17), also known as perhydrocyclopenta[a]phenanthrene, is a tetracyclic hydrocarbon ring structure and the fundamental steroid nucleus.[1][2] It consists of a phenanthrene ring fused with a cyclopentane ring. Unlike steroid hormones, gonane has no methyl groups at the C10 and C13 positions and no side chain at the C17 position.[2] Because gonane has six centers of chirality, it has 64 (26) theoretically possible stereoisomers.[1] However, only a few of these stereoisomers are actually encountered with steroids.[1] The most common stereoisomers of gonane are 5α-gonane and 5β-gonane.

Estrane (C18) is the 13β-methyl variant of gonane, androstane (C19) is the 10β,13β-dimethyl variant of gonane, and pregnane (C21) is the 10β,13β-dimethyl, 17β-ethyl variant of gonane.[3][4]

References

1. ^{{cite book|author1=Burkhard Fugmann|author2=Susanne Lang-Fugmann|author3=Wolfgang Steglich|title=RÖMPP Encyclopedia Natural Products, 1st Edition, 2000|url=https://books.google.com/books?id=PNyeAwAAQBAJ&pg=PT1918|date=28 May 2014|publisher=Thieme|isbn=978-3-13-179551-9|pages=1918–}}
2. ^{{cite book|author=James G. Speight|title=Handbook of Industrial Hydrocarbon Processes|url=https://books.google.com/books?id=EykJ2OyEHfsC&pg=PA474|date=24 December 2010|publisher=Gulf Professional Publishing|isbn=978-0-08-094271-1|pages=474–}}
3. ^{{cite book|author=D. Sriram|title=Medicinal Chemistry|url=https://books.google.com/books?id=tUSLclf_NoQC&pg=PA594|date=1 September 2010|publisher=Pearson Education India|isbn=978-81-317-3144-4|pages=594–}}
4. ^{{cite book|author1=Etienne-Emile Baulieu|author2=Paul A. Kelly|title=Hormones: From Molecules to Disease|url=https://books.google.com/books?id=Seddp4-dulIC&pg=PA391|date=30 November 1990|publisher=Springer Science & Business Media|isbn=978-0-412-02791-8|pages=391–}}
{{Steroid classification}}{{Hydrocarbon-stub}}{{Steroid-stub}}

2 : Gonanes|Polycyclic nonaromatic hydrocarbons

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