24-METHYLENECHOLESTEROL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C28H46O
Molecular Weight	398.6642
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=C)C(C)C

InChI

InChIKey=INDVLXYUCBVVKW-PXBBAZSNSA-N

InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18,20,22-26,29H,3,7-8,10-17H2,1-2,4-6H3/t20-,22+,23+,24-,25+,26+,27+,28-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C28H46O
Molecular Weight	398.6642
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Sterol composition of Aureoumbra lagunensis, the Texas brown tide alga.	2001 Jul	11397449
Interannual variations in the lipids of the Antarctic pteropods Clione limacina and Clio pyramidata.	2001 Mar	11250551
Molecular characterization of the brassinosteroid-deficient lkb mutant in pea.	2001 Nov	11669574
Interannual and between species comparison of the lipids, fatty acids and sterols of Antarctic krill from the US AMLR Elephant Island survey area.	2002 Apr	11923086
Synthesis of polyhydroxysterols (III): synthesis and structural elucidation of 24-methylenecholest-4-en-3beta,6 alpha-diol.	2002 Dec	12441186
A new cytotoxic fatty acid (5Z,9Z)-22-methyl-5,9-tetracosadienoic acid and the sterols from the far eastern sponge Geodinella robusta.	2002 Jan	11878316
Arabidopsis mutants reveal multiple roles for sterols in plant development.	2002 Sep	12215500
Fatty acid and sterol composition of frozen and freeze-dried New Zealand Green Lipped Mussel (Perna canaliculus) from three sites in New Zealand.	2003	12737011
Sterol composition of gonad, muscle and digestive gland of Pecten maximus from Málaga (South Spain).	2003 Mar	12628375
Application of comprehensive two-dimensional gas chromatography to the quantification of overlapping faecal sterols.	2003 Nov 26	14650615
Lipid [corrected] classes, fatty acids, and sterols in seafood from Gilbert Bay, southern labrador.	2004 Jul 28	15264928
Ca2+/calmodulin is critical for brassinosteroid biosynthesis and plant growth.	2005 Sep 29	16193053
Changes in lipid composition of Blumeria graminis f.sp. tritici conidia produced on wheat leaves treated with heptanoyl salicylic acid.	2006 Jun	16647727
Polyoxygenated sterols from the Formosan soft coral Sinularia gibberosa.	2006 Sep	16989519
Sterol composition in muscle and viscera of the marine bivalve Megangulus zyonoensis from coastal waters of Hokkaido, northern Japan.	2007	17898486
Seasonal variations of lipid content and composition in Perna viridis.	2007 Aug	17576610
New 4alpha-methyl steroids from a Chinese soft coral Nephthea sp.	2007 Dec	17881025
Co-regulation of brassinosteroid biosynthesis-related genes during xylem cell differentiation.	2007 Jan	17132633
Purification and physico-kinetic characterization of 3beta-hydroxy specific sterol glucosyltransferase from Withania somnifera (L) and its stress response.	2007 Mar	17293176
The digestibility and accumulation of dietary phytosterols in Atlantic salmon (Salmo salar L.) smolt fed diets with replacement plant oils.	2008 Jun	18408959
[Bioactivity of Trichilia pallida Swartz (Meliaceae) derived molecules on Tuta absoluta (Meyrick) (Lepidoptera: Gelechiidae)].	2008 Nov-Dec	19169560
5 alpha-reductase and aromatase inhibitory constituents from Brassica rapa L. pollen.	2009 Apr	19336936
Phytosterols, unsaturated fatty acid composition and accumulation in the almond kernel during harvesting period: importance for development regulation.	2009 Dec	19931844
ASKtheta, a group-III Arabidopsis GSK3, functions in the brassinosteroid signalling pathway.	2010 Apr	20128883
Simultaneous effects of light intensity and phosphorus supply on the sterol content of phytoplankton.	2010 Dec 31	21209879
Arabidopsis brassinosteroid biosynthetic mutant dwarf7-1 exhibits slower rates of cell division and shoot induction.	2010 Dec 9	21143877
Sterol limitation in a pollen-fed omnivorous lady beetle (Coleoptera: Coccinellidae).	2010 Jan	19772860
The sterol methyltransferases SMT1, SMT2, and SMT3 influence Arabidopsis development through nonbrassinosteroid products.	2010 Jun	20421456
Phylogenetic distribution of fungal sterols.	2010 May 28	20526375

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:08:12 GMT 2023` Edited by `admin` on `Fri Dec 15 18:08:12 GMT 2023`
Record UNII	SJ0718OYKX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

24-METHYLENECHOLESTEROL

Systematic Name

English

NSC-232664

Code

English

Code System Code Type Description

CHEBI

19812