24-Methylenelophenol

24-Methylenelophenol
Names
	IUPAC name 4α-Methyl-5α-campesta-7,24(241)-dien-3β-ol
	Systematic IUPAC name (1R,3aR,5aS,6S,7S,9aS,9bR,11aR)-6,9a,11a-Trimethyl-1-[(2R)-5-methyl-4-methylideneheptan-2-yl]-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol
Identifiers
CAS Number	1176-52-9;
3D model (JSmol)	Interactive image;
Beilstein Reference	3655840
ChEBI	CHEBI:29107;
ChemSpider	4446733;
KEGG	C11522;
PubChem CID	5283640;
CompTox Dashboard (EPA)	DTXSID701318205 ;
	InChI InChI=1S/C29H48O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h10,18,20-21,23-27,30H,3,8-9,11-17H2,1-2,4-7H3/t20-,21+,23-,24+,25+,26+,27+,28-,29+/m1/s1 Key: RSMKYRDCCSNYFM-AAGDOFLISA-N;
	SMILES C[C@@H]1[C@H](CC[C@]2([C@H]1CC=C3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4[C@H](C)CCC(=C)C(C)C)C)C)O;
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

24-Methylenelophenol, or gramisterol, also called 4α-methyl-5α-ergosta-7,24(28)-dien-3β-ol is a metabolic intermediate of sterol biosynthesis of plants and fungis,^[1] can be converted from 4α-methylfecosterol by enzyme HYD1 and converted to (Z)-24-ethylidenelophenol by 24-methylenesterol C-methyltransferase.^[2]

References

^ Ullah, H; Khan, A; Rehman, NU; Halim, SA; Khan, H; Khan, I; Csuk, R; Al-Rawahi, A; Al-Hatmi, S; Al-Harrasi, A (24 April 2020). "Lophenol and lathosterol from resin of Commiphora kua possess hepatoprotective effects in vivo". Journal of Ethnopharmacology. 252 112558. doi:10.1016/j.jep.2020.112558. PMID 31926985. S2CID 210166705.
^ Kuchta, T; Bartková, K; Kubinec, R (30 November 1992). "Ergosterol depletion and 4-methyl sterols accumulation in the yeast Saccharomyces cerevisiae treated with an antifungal, 6-amino-2-n-pentylthiobenzothiazole". Biochemical and Biophysical Research Communications. 189 (1): 85–91. doi:10.1016/0006-291x(92)91529-y. PMID 1449509.