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Lanostane

Names
Other names 4,4,14α-Trimethylcholestane
Identifiers
CAS Number	474-20-4 (5α) 57496-02-3 (5β)
3D model (JSmol)	(5α): Interactive image (5β): Interactive image
ChEBI	CHEBI:20265 (5α)
ChemSpider	7827588 (5α)
PubChem CID	9548665 (5α)
CompTox Dashboard (EPA)	DTXSID60963824
InChI InChI=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/s1Key: ZQIOPEXWVBIZAV-ZKYCIREVSA-N (5α): 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/s1Key: ZQIOPEXWVBIZAV-ZKYCIREVBA
SMILES (5α): C(CCCC(C)C)1()CC2(C)3()CC4()C(C)(C)CCC4(C)3()CC21C (5β): C(CCCC(C)C)1()CC2(C)3()CC4()C(C)(C)CCC4(C)3()CC21C
Properties
Chemical formula	C30H54
Molar mass	414.762 g·mol
Melting point	98 to 99 °C (208 to 210 °F; 371 to 372 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is  ?) Infobox references

Lanostane or 4,4,14α-trimethylcholestane is a tetracyclic chemical compound with formula C
₃₀H
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).

• 5α-Lanostane
• 5β-Lanostane

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.

References

1. Voser, W.; Montavon, M.; Günthard, Hs. H.; Jeger, O.; Ruzicka, L. (1950). "Zur Kenntnis der Triterpene. 156. Mitteilung. Zur Konstitution des Lanostadienols". Helvetica Chimica Acta. 33 (6): 1893–1910. doi:10.1002/hlca.19500330658.
2. ^ IUPAC 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. 10 (1): 1–19. doi:10.1111/j.1432-1033.1969.tb00650.x.

• Lanostanes
• Triterpenes