Page last updated: 2024-09-24

24-methylenecholesterol

Description

24-methylenecholesterol: RN given refers to (3beta)-isomer; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

24-methylenecholesterol : A 3beta-sterol having the structure of cholesterol with a methylene group at C-24. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID92113
CHEMBL ID477971
CHEBI ID19812
SCHEMBL ID42185
MeSH IDM0043186

Synonyms (31)

Synonym
LMST01030099
24-methylene-cholest-5-en-3beta-ol
nsc-232664
ostreasterol
chalinasterol
24-methylenecholesterol
24-methylencholesterol
ergosta-5,24(28)-dien-3beta-ol
CHEBI:19812 ,
CHEMBL477971
(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-ol
sj0718oykx ,
ergosta-5,24(28)-dien-3-ol, (3beta)-
unii-sj0718oykx
nsc 232664
SCHEMBL42185
INDVLXYUCBVVKW-PXBBAZSNSA-N
AKOS027326503
ergosta-5,24(28)-dien-3b-ol
ergosta-5, 24(28)-dien-3b-ol
(3b)-ergosta-5,24(28)-dien-3-ol
5,24(28)-cholestadien-24-methylen-3beta-ol
Q27109256
ergosta-5,24(28)-dien-3-ol
24-methylene-cholesterol
94R ,
(3beta,14beta,17alpha)-ergosta-5,24(28)-dien-3-ol
24methylenecholesterol
24 methylenecholesterol
HY-133968
CS-0136115

Roles (1)

RoleDescription
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
3beta-sterolA sterol in which the hydroxy group at position 3 has beta- configuration.
3beta-hydroxy-Delta(5)-steroidAny 3beta-hydroxy-steroid that contains a double bond between positions 5 and 6.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (4)

24-methylenecholesterol is involved in 4 pathway(s), involving a total of 36 unique proteins and 130 unique compounds

PathwayProteinsCompounds
phytosterol biosynthesis (plants)1531
plant sterol biosynthesis1652
Brassinolide biosynthetic pathway022
Sterol biosynthesis525

Bioassays (10)

Assay IDTitleYearJournalArticle
AID1601819Antimycobacterial activity against Mycobacterium tuberculosis H37Rv2019European journal of medicinal chemistry, Mar-01, Volume: 165Marine natural products as potential anti-tubercular agents.
AID389102Cytotoxicity against african green monkey Vero cells2008Bioorganic & medicinal chemistry letters, Oct-15, Volume: 18, Issue:20
Synthesis and in vitro biological evaluation of ring B abeo-sterols as novel inhibitors of Mycobacterium tuberculosis.
AID389101Antimycobacterial activity against Mycobacterium tuberculosis H37Rv by microplate alamar blue assay2008Bioorganic & medicinal chemistry letters, Oct-15, Volume: 18, Issue:20
Synthesis and in vitro biological evaluation of ring B abeo-sterols as novel inhibitors of Mycobacterium tuberculosis.
AID388897Antimycobacterial activity against Mycobacterium tuberculosis H37Rv at 128 ug/mL by microplate alamar blue assay2008Bioorganic & medicinal chemistry letters, Oct-15, Volume: 18, Issue:20
Synthesis and in vitro biological evaluation of ring B abeo-sterols as novel inhibitors of Mycobacterium tuberculosis.
AID332459Antifungal activity against Saccharomyces cerevisiae RS 322YK (rad 52Y) assessed as DNA damaging activity1994Journal of natural products, May, Volume: 57, Issue:5
Synthesis and structure-activity relationships of cytotoxic 7-hydroxy sterols.
AID389103Selectivity index, ratio of IC50 for against african green monkey VERO cells to MIC for Mycobacterium tuberculosis H37Rv2008Bioorganic & medicinal chemistry letters, Oct-15, Volume: 18, Issue:20
Synthesis and in vitro biological evaluation of ring B abeo-sterols as novel inhibitors of Mycobacterium tuberculosis.
AID332460Cytotoxicity against african green monkey Vero cells1994Journal of natural products, May, Volume: 57, Issue:5
Synthesis and structure-activity relationships of cytotoxic 7-hydroxy sterols.
AID388900Antimycobacterial activity against Mycobacterium tuberculosis H37Rv at 16 ug/mL by microplate alamar blue assay2008Bioorganic & medicinal chemistry letters, Oct-15, Volume: 18, Issue:20
Synthesis and in vitro biological evaluation of ring B abeo-sterols as novel inhibitors of Mycobacterium tuberculosis.
AID388899Antimycobacterial activity against Mycobacterium tuberculosis H37Rv at 32 ug/mL by microplate alamar blue assay2008Bioorganic & medicinal chemistry letters, Oct-15, Volume: 18, Issue:20
Synthesis and in vitro biological evaluation of ring B abeo-sterols as novel inhibitors of Mycobacterium tuberculosis.
AID388898Antimycobacterial activity against Mycobacterium tuberculosis H37Rv at 64 ug/mL by microplate alamar blue assay2008Bioorganic & medicinal chemistry letters, Oct-15, Volume: 18, Issue:20
Synthesis and in vitro biological evaluation of ring B abeo-sterols as novel inhibitors of Mycobacterium tuberculosis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (21)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (28.57)18.7374
1990's5 (23.81)18.2507
2000's5 (23.81)29.6817
2010's4 (19.05)24.3611
2020's1 (4.76)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (9.09%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other20 (90.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]