Campestane

Campestane
Names
	IUPAC name 5ξ-Campestane
	Systematic IUPAC name (1R,3aS,3bR,5aΞ,9aS,9bS,11aR)-1-[(2R,5R)-5,6-Dimethylheptan-2-yl]-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
CAS Number	5α-Campestane: 50897-35-3;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:35518;
ChemSpider	5256868;
PubChem CID	6857532;
	InChI InChI=1S/C28H50/c1-19(2)20(3)10-11-21(4)24-14-15-25-23-13-12-22-9-7-8-17-27(22,5)26(23)16-18-28(24,25)6/h19-26H,7-18H2,1-6H3/t20-,21-,22?,23+,24-,25+,26+,27+,28-/m1/s1 Key: WAAWMJYYKITCGF-SULSJXDKSA-N;
	SMILES C[C@H](CC[C@@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CCCC4)C)C;
Properties
Chemical formula	C28H50
Molar mass	386.708 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Campestane or 24R-methylcholestane is a tetracyclic triterpene.^[2] Its derivative campesterol (campest-5-en-3β-ol) was first isolated from the rapeseed (Brassica campestris), hence the name.^[3]

References

^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 1528. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ Yakimchyk VS, Kazlova VV, Hurski AL, Savchenko RG, Kostyleva SA, Zhabinskii VN, Khripach VA (2019). "Enantioselective catalytic approach to the C23-C28 subunit of 24α-methyl steroids". Steroids. 148: 82–90. doi:10.1016/j.steroids.2019.05.003. PMID 31100291. S2CID 153311334.
^ Fernholz, Erhard; MacPhillamy, H. B. (1941). "Isolation of a New Phytosterol: Campesterol". Journal of the American Chemical Society. 63 (4): 1155. doi:10.1021/ja01849a079.

[1] International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 1528. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[2] Yakimchyk VS, Kazlova VV, Hurski AL, Savchenko RG, Kostyleva SA, Zhabinskii VN, Khripach VA (2019). "Enantioselective catalytic approach to the C23-C28 subunit of 24α-methyl steroids". Steroids. 148: 82–90. doi:10.1016/j.steroids.2019.05.003. PMID 31100291. S2CID 153311334.

[3] Fernholz, Erhard; MacPhillamy, H. B. (1941). "Isolation of a New Phytosterol: Campesterol". Journal of the American Chemical Society. 63 (4): 1155. doi:10.1021/ja01849a079.

[2]

[3]

[1]

Names

IUPAC name 5ξ-Campestane^[1]
Systematic IUPAC name (1R,3aS,3bR,5aΞ,9aS,9bS,11aR)-1-[(2R,5R)-5,6-Dimethylheptan-2-yl]-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
CAS Number	5α-Campestane: 50897-35-3
3D model (JSmol)	Interactive image
ChEBI	CHEBI:35518
ChemSpider	5256868
PubChem CID	6857532
InChI InChI=1S/C28H50/c1-19(2)20(3)10-11-21(4)24-14-15-25-23-13-12-22-9-7-8-17-27(22,5)26(23)16-18-28(24,25)6/h19-26H,7-18H2,1-6H3/t20-,21-,22?,23+,24-,25+,26+,27+,28-/m1/s1 Key: WAAWMJYYKITCGF-SULSJXDKSA-N
SMILES C[C@H](CC[C@@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CCCC4)C)C
Properties
Chemical formula	C₂₈H₅₀
Molar mass	386.708 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Campestane

See also

References