29-Norlanosterol

29-Norlanosterol
Names
	Preferred IUPAC name (3S,4S,5S,10S,13R,14R,17R)-4,10,13,14-tetramethyl-17-[(2R)-6-methylhept-5-en-2-yl]-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol
	Other names 4α,14α-Dimethyl-5α-cholesta-8,24-dien-3β-ol
Identifiers
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL5094136;
ChemSpider	58829794;
PubChem CID	15101557;
	InChI InChI=1S/C29H48O/c1-19(2)9-8-10-20(3)22-13-17-29(7)25-12-11-23-21(4)26(30)15-16-27(23,5)24(25)14-18-28(22,29)6/h9,20-23,26,30H,8,10-18H2,1-7H3/t20-,21+,22-,23+,26+,27+,28-,29+/m1/s1 Key: KLZWTHGLLDRKHD-PMIIOQGLSA-N;
	SMILES C[C@H]1[C@@H]2CCC3=C([C@]2(CC[C@@H]1O)C)CC[C@]4([C@]3(CC[C@@H]4[C@H](C)CCC=C(C)C)C)C;
Properties
Chemical formula	C29H48O
Molar mass	412.702 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

29-Norlanosterol, or 4-demethyllanosterol, also called 4α,14α-dimethylzymosterol, is a Metabolic intermediate of plant sterol biosynthesis. In the pathway, it is transformed from ring-opening reactions of norcycloartenol and then demethylation by CYP51 into 4α-methyl-5α-cholesta-8,14,24-trien-3β-ol.^[1]^[2]

References

^ Bak, S; Kahn, RA; Olsen, CE; Halkier, BA (February 1997). "Cloning and expression in Escherichia coli of the obtusifoliol 14 alpha-demethylase of Sorghum bicolor (L.) Moench, a cytochrome P450 orthologous to the sterol 14 alpha-demethylases (CYP51) from fungi and mammals". The Plant Journal. 11 (2): 191–201. doi:10.1046/j.1365-313x.1997.11020191.x. PMID 9076987.
^ "Rosa chinensis plant sterol biosynthesis II". pmn.plantcyc.org.

[1] Bak, S; Kahn, RA; Olsen, CE; Halkier, BA (February 1997). "Cloning and expression in Escherichia coli of the obtusifoliol 14 alpha-demethylase of Sorghum bicolor (L.) Moench, a cytochrome P450 orthologous to the sterol 14 alpha-demethylases (CYP51) from fungi and mammals". The Plant Journal. 11 (2): 191–201. doi:10.1046/j.1365-313x.1997.11020191.x. PMID 9076987.

[2] "Rosa chinensis plant sterol biosynthesis II". pmn.plantcyc.org.

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