Page last updated: 2024-12-07

cyasterone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cyasterone is a naturally occurring ecdysteroid, a type of steroid hormone found in plants and insects. It is known for its potent molting-promoting activity in insects, mimicking the effects of the insect molting hormone, ecdysone. Cyasterone is particularly abundant in the plant species Ajuga remota and Cyathula capitata, which serve as sources for its extraction. Cyasterone has been studied extensively for its potential applications in agriculture, particularly as a bioinsecticide. Its molting-inducing activity in insects makes it a promising alternative to traditional synthetic insecticides. Research into cyasterone also aims to understand its biological mechanisms and explore its potential in various fields such as medicine and biotechnology. '

Cross-References

ID SourceID
PubMed CID119444
CHEMBL ID494249
CHEBI ID29012
SCHEMBL ID990321
MeSH IDM0042547

Synonyms (25)

Synonym
cyasterone
C08816
ai3-44890
stigmast-7-en-26-oic acid, 2,3,14,20,22,28-hexahydroxy-6-oxo-, gamma-lactone (2beta,3beta,5beta,22r,24s,25s,28r)-
5-beta-stigmast-7-en-26-oic acid, 2-beta,3-beta,14,20,22,28-hexahydroxy-6-oxo-, gamma-lactone, (22r,24s,25s,28r)-
CHEBI:29012 ,
cyasteron
(22r,24s,25s,28r)-2beta,3beta,14,20,22-pentahydroxy-26,28-epoxy-5beta-stigmast-7-ene-6,26-dione
CHEMBL494249
LMST01040153
(3s,4s,5r)-4-[(2r,3r)-2,3-dihydroxy-3-[(2s,3r,5r,9r,10r,13r,14s,17s)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1h-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one
S9414
bdbm50414645
AKOS015896829
SCHEMBL990321
cyasterone, >=98% (hplc)
HY-N0211
DTXSID60937843
Q27104031
CCG-269858
CS-0008256
stigmast-7-ene-6,26-dione, 26,28-epoxy-2,3,14,20,22-pentahydroxy-, (2.beta.,3.beta.,5.beta.,22r,24s,25s,28r)-
VWR78EE33V
stigmast-7-en-26-oic acid, 2,3,14,20,22,28-hexahydroxy-6-oxo-, gamma-lactone, (2beta,3beta,5beta,22r,24s,25s,28r)-
5beta-stigmast-7-en-26-oic acid, 2beta,3beta,14,20,22,28-hexahydroxy-6-oxo-, gamma-lactone, (22r,24s,25s,28r)-

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" This method was proved to be suitable for pharmacokinetic studies after oral (5."( A simple LC-MS method for determination of cyasterone in rat plasma: application to a pilot pharmacokinetic study.
Li, F; Li, G; Liu, Z; Su, G; Xiao, J; Zhao, J, 2016
)
0.7
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (8)

ClassDescription
phytoecdysteroid
steroid lactone
21-hydroxy steroid
2beta-hydroxy steroid
3beta-hydroxy steroidA 3-hydroxy steroid in which the 3-hydroxy substituent is in the beta-position.
14alpha-hydroxy steroid
20-hydroxy steroidAny hydroxy steroid that in which the steroid skeleton contains a hydroxy substituent at position 20.
6-oxo steroid
[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]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Ecdysone receptorDrosophila melanogaster (fruit fly)IC50 (µMol)0.06170.00130.54502.5704AID431525
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (18)

Assay IDTitleYearJournalArticle
AID683076Inhibition of human ABCB1 pump expressed in mouse L5178 cells assessed as fluorescence activity ratio at 20 uM for 10 mins by flow cytometry relative to control2012Journal of medicinal chemistry, Jun-14, Volume: 55, Issue:11
Significant activity of ecdysteroids on the resistance to doxorubicin in mammalian cancer cells expressing the human ABCB1 transporter.
AID683088Inhibition of human ABCB1 expressed in mouse L5178 cells assessed as 95% inhibition of cell proliferation at compound-doxorubicin ratio of 40.8:1 after 48 hrs by MTT assay2012Journal of medicinal chemistry, Jun-14, Volume: 55, Issue:11
Significant activity of ecdysteroids on the resistance to doxorubicin in mammalian cancer cells expressing the human ABCB1 transporter.
AID380242Inhibition of DMBA-induced/TPA-promoted carcinogenesis in mouse assessed as number of mouse bearing papillomas at 85 nmol administered twice weekly after 1 week of initiation for 17 weeks1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID380236Cytotoxicity against human Raji cells assessed as cell viability at 100 molar ratio after 48 hrs1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID380234Cytotoxicity against human Raji cells assessed as cell viability at 1000 molar ratio after 48 hrs1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID380230Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells at 1000 molar ratio relative to control1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID380240Inhibition of DMBA-induced/TPA-promoted carcinogenesis in mouse assessed as number of mouse bearing papillomas at 85 nmol administered twice weekly after 1 week of initiation for 8 weeks1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID380233Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells at 10 molar ratio relative to control1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID380237Cytotoxicity against human Raji cells assessed as cell viability at 10 molar ratio after 48 hrs1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID380239Inhibition of DMBA-induced/TPA-promoted carcinogenesis in mouse assessed as number of skin papillomas per mouse at 85 nmol administered twice weekly after 1 week of initiation for 20 weeks1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID380235Cytotoxicity against human Raji cells assessed as cell viability at 500 molar ratio after 48 hrs1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID380232Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells at 100 molar ratio relative to control1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID380241Inhibition of DMBA-induced/TPA-promoted carcinogenesis in mouse assessed as number of mouse bearing papillomas at 85 nmol administered twice weekly after 1 week of initiation for 10 weeks1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID431525Binding affinity to ecdysone receptor ligand binding domain in Drosophila melanogaster assessed as number of hydrogen bonds formed2009Bioorganic & medicinal chemistry, Aug-15, Volume: 17, Issue:16
Evaluation of hydrogen bonds of ecdysteroids in the ligand-receptor interactions using a protein modeling system.
AID683085Inhibition of human ABCB1 expressed in mouse L5178 cells assessed as 75% inhibition of cell proliferation at compound-doxorubicin ratio of 40.8:1 after 48 hrs by MTT assay2012Journal of medicinal chemistry, Jun-14, Volume: 55, Issue:11
Significant activity of ecdysteroids on the resistance to doxorubicin in mammalian cancer cells expressing the human ABCB1 transporter.
AID380238Inhibition of DMBA-induced/TPA-promoted carcinogenesis in mouse assessed as number of skin papillomas per mouse at 85 nmol administered twice weekly after 1 week of initiation for 10 weeks1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
AID683082Inhibition of human ABCB1 expressed in mouse L5178 cells assessed as 50% inhibition of cell proliferation at compound-doxorubicin ratio of 40.8:1 after 48 hrs by MTT assay2012Journal of medicinal chemistry, Jun-14, Volume: 55, Issue:11
Significant activity of ecdysteroids on the resistance to doxorubicin in mammalian cancer cells expressing the human ABCB1 transporter.
AID380231Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells at 500 molar ratio relative to control1999Journal of natural products, Jul, Volume: 62, Issue:7
Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (7.14)18.7374
1990's1 (7.14)18.2507
2000's4 (28.57)29.6817
2010's5 (35.71)24.3611
2020's3 (21.43)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.69

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.69 (24.57)
Research Supply Index2.89 (2.92)
Research Growth Index4.99 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.69)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other17 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]