“Lanostane”的意思、由来-开放百科全书

词条

Lanostane

释义

References

{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 424957756
| ImageFile = Lanostane.svg
| ImageAlt =
| ImageSize = 250
| IUPACName =
| OtherNames = 4,4,14-Trimethylcholestane
|Section1={{Chembox Identifiers
| CASNo = 474-20-4
| CASNo_Comment = (5α)
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo1 = 57496-02-3
| CASNo1_Comment = (5β)
| CASNo1_Ref = {{cascite|correct|CAS}}
| PubChem1 = 9548665
| PubChem1_Comment = (5α)
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 7827588
| ChemSpiderID_Comment = (5α)
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 20265
| ChEBI_Comment = (5α)
| SMILES1 = C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2(C)[C@]3([H])CC[C@@]4([H])C(C)(C)CCC[C@]4(C)[C@@]3([H])CC[C@@]21C
| SMILES1_Comment = (5α)
| SMILES2 = C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2(C)[C@]3([H])CC[C@]4([H])C(C)(C)CCC[C@]4(C)[C@@]3([H])CC[C@@]21C
| SMILES2_Comment = (5β)
| InChI = 1/C30H54/c1-21(2)11-9-12-22(3)23-15-19-30(8)25-13-14-26-27(4,5)17-10-18-28(26,6)24(25)16-20-29(23,30)7/h21-26H,9-20H2,1-8H3/t22-,23-,24+,25-,26+,28-,29-,30+/m1/s1
| InChI_Comment = (5α)
| InChIKey = ZQIOPEXWVBIZAV-ZKYCIREVBA
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C30H54/c1-21(2)11-9-12-22(3)23-15-19-30(8)25-13-14-26-27(4,5)17-10-18-28(26,6)24(25)16-20-29(23,30)7/h21-26H,9-20H2,1-8H3/t22-,23-,24+,25-,26+,28-,29-,30+/m1/s1
| StdInChI_Comment = (5α)
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = ZQIOPEXWVBIZAV-ZKYCIREVSA-N
|Section2={{Chembox Properties
| C=30 | H=54
| Appearance =
| Density =
| MeltingPtC = 98 to 99
| MeltingPt_ref = ^[1]
| BoilingPt =
| Solubility =
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}

Lanostane or 4,4,14-trimethylcholestane is a chemical compound with formula {{chem|C|30|H|54}}. It is a polycyclic hydrocarbon, specifically a triterpene. It is an isomer of cucurbitane.

The name is applied to two stereoisomers, distinguished by the prefixes 5α- and 5β-, which differ by the handedness of the bonds at a particular carbon atom (number 5 in the standard steroid numbering scheme).^[2]

Replacement of a hydrogen atom attached to carbon number 3 in the 5α isomer with a hydroxyl group results in lanosterol, the biogenetic precursor of the steroids in animals.^[2]

References

1. ^{{cite journal | doi = 10.1002/hlca.19500330658 | author = Voser, W. | last2 = Montavon | first2 = M. | last3 = Günthard | first3 = Hs. H. | last4 = Jeger | first4 = O. | last5 = Ruzicka | first5 = L. | title = Zur Kenntnis der Triterpene. 156. Mitteilung. Zur Konstitution des Lanostadienols | journal = Helvetica Chimica Acta | year = 1950 | volume = 33 | pages = 1893–1910}}
2. ^¹IUPAC Commission on the Nomenclature of Organic Chemistry and IUPAC-IUB Commission on Biochemical Nomenclature (1969), The Nomenclature of Steroids - Revised Tentative Rules. European Journal of Biochemistry, volume 10, 1-19

2 : Lanostanes|Triterpenes

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