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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 of 24-METHYLENECHOLESTEROL

SMILES

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

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

PubMed

TitleDatePubMed
Simultaneous effects of light intensity and phosphorus supply on the sterol content of phytoplankton.
2010-12-31
Arabidopsis brassinosteroid biosynthetic mutant dwarf7-1 exhibits slower rates of cell division and shoot induction.
2010-12-09
The sterol methyltransferases SMT1, SMT2, and SMT3 influence Arabidopsis development through nonbrassinosteroid products.
2010-06
Phylogenetic distribution of fungal sterols.
2010-05-28
ASKtheta, a group-III Arabidopsis GSK3, functions in the brassinosteroid signalling pathway.
2010-04
Sterol limitation in a pollen-fed omnivorous lady beetle (Coleoptera: Coccinellidae).
2010-01
Phytosterols, unsaturated fatty acid composition and accumulation in the almond kernel during harvesting period: importance for development regulation.
2009-12
5 alpha-reductase and aromatase inhibitory constituents from Brassica rapa L. pollen.
2009-04
OsGSR1 is involved in crosstalk between gibberellins and brassinosteroids in rice.
2009-02
Estrogenic activities of Fatty acids and a sterol isolated from royal jelly.
2008-09
Sinulodurins A and B, antiproliferative and anti-invasive diterpenes from the soft coral Sinularia dura.
2008-08
The digestibility and accumulation of dietary phytosterols in Atlantic salmon (Salmo salar L.) smolt fed diets with replacement plant oils.
2008-06
[Bioactivity of Trichilia pallida Swartz (Meliaceae) derived molecules on Tuta absoluta (Meyrick) (Lepidoptera: Gelechiidae)].
2007-12-31
New 4alpha-methyl steroids from a Chinese soft coral Nephthea sp.
2007-12
Seasonal variations of lipid content and composition in Perna viridis.
2007-08
Purification and physico-kinetic characterization of 3beta-hydroxy specific sterol glucosyltransferase from Withania somnifera (L) and its stress response.
2007-03
Co-regulation of brassinosteroid biosynthesis-related genes during xylem cell differentiation.
2007-01
Sterol composition in muscle and viscera of the marine bivalve Megangulus zyonoensis from coastal waters of Hokkaido, northern Japan.
2007
Polyoxygenated sterols from the Formosan soft coral Sinularia gibberosa.
2006-09
Changes in lipid composition of Blumeria graminis f.sp. tritici conidia produced on wheat leaves treated with heptanoyl salicylic acid.
2006-06
Ca2+/calmodulin is critical for brassinosteroid biosynthesis and plant growth.
2005-09-29
Lipid [corrected] classes, fatty acids, and sterols in seafood from Gilbert Bay, southern labrador.
2004-07-28
Application of comprehensive two-dimensional gas chromatography to the quantification of overlapping faecal sterols.
2003-11-26
Sterol composition of gonad, muscle and digestive gland of Pecten maximus from Málaga (South Spain).
2003-03
Fatty acid and sterol composition of frozen and freeze-dried New Zealand Green Lipped Mussel (Perna canaliculus) from three sites in New Zealand.
2003
Synthesis of polyhydroxysterols (III): synthesis and structural elucidation of 24-methylenecholest-4-en-3beta,6 alpha-diol.
2002-12
Arabidopsis mutants reveal multiple roles for sterols in plant development.
2002-09
Interannual and between species comparison of the lipids, fatty acids and sterols of Antarctic krill from the US AMLR Elephant Island survey area.
2002-04
A new cytotoxic fatty acid (5Z,9Z)-22-methyl-5,9-tetracosadienoic acid and the sterols from the far eastern sponge Geodinella robusta.
2002-01
Molecular characterization of the brassinosteroid-deficient lkb mutant in pea.
2001-11
Sterol composition of Aureoumbra lagunensis, the Texas brown tide alga.
2001-07
Interannual variations in the lipids of the Antarctic pteropods Clione limacina and Clio pyramidata.
2001-03
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:04:17 GMT 2025
Edited
by admin
on Mon Mar 31 19:04:17 GMT 2025
Record UNII
SJ0718OYKX
Record Status Validated (UNII)
Record Version
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Name Type Language
NSC-232664
Preferred Name English
24-METHYLENECHOLESTEROL
Systematic Name English
Code System Code Type Description
CHEBI
19812
Created by admin on Mon Mar 31 19:04:17 GMT 2025 , Edited by admin on Mon Mar 31 19:04:17 GMT 2025
PRIMARY
EPA CompTox
DTXSID80963826
Created by admin on Mon Mar 31 19:04:17 GMT 2025 , Edited by admin on Mon Mar 31 19:04:17 GMT 2025
PRIMARY
FDA UNII
SJ0718OYKX
Created by admin on Mon Mar 31 19:04:17 GMT 2025 , Edited by admin on Mon Mar 31 19:04:17 GMT 2025
PRIMARY
PUBCHEM
92113
Created by admin on Mon Mar 31 19:04:17 GMT 2025 , Edited by admin on Mon Mar 31 19:04:17 GMT 2025
PRIMARY
NSC
232664
Created by admin on Mon Mar 31 19:04:17 GMT 2025 , Edited by admin on Mon Mar 31 19:04:17 GMT 2025
PRIMARY
CAS
474-63-5
Created by admin on Mon Mar 31 19:04:17 GMT 2025 , Edited by admin on Mon Mar 31 19:04:17 GMT 2025
PRIMARY