Page last updated: 2024-11-05

precocene i

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

Description

Precocene I is a naturally occurring insect growth regulator found in plants like Vitex agnus-castus. It interferes with the biosynthesis of juvenile hormone in insects, leading to developmental abnormalities and reproductive failure. This compound has been extensively studied for its potential use in pest control. Precocene I has shown promise in controlling various insect species, including moths, beetles, and flies, without harming beneficial insects. Its mechanism of action, specificity, and environmental safety make it a promising alternative to traditional insecticides. Research continues to explore the potential of precocene I and its analogs for sustainable pest management.'

precocene I: cpd not in Chemline 7/20/83; structure; inhibits juvenille hormones [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

precocene I : A member of the class of chromenes that is 2H-chromene substituted by a methoxy group at position 7 and two methyl groups at position 2. [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 CID28619
CHEMBL ID451866
CHEBI ID8368
SCHEMBL ID118080
MeSH IDM0072053

Synonyms (39)

Synonym
7-methoxy-2,2-dimethyl-2h-chromene
7-methoxy-2,2-dimethylchromene
2,2-dimethyl-7-methoxy-2h-1-benzopyran
CHEBI:8368 ,
2,2-dimethyl-2h-chromen-7-yl methyl ether
6-demethoxyageratochromene
pricocene i
nsc318791
nsc-318791
brn 0133917
ai3-36846
nsc 318791
einecs 241-566-0
2h-1-benzopyran, 2,2-dimethyl-7-methoxy-
demethoxyageratochromene
2h-1-benzopyran, 7-methoxy-2,2-dimethyl-
inchi=1/c12h14o2/c1-12(2)7-6-9-4-5-10(13-3)8-11(9)14-12/h4-8h,1-3h
17598-02-6
precocene 1
precocene i
C09017
precocene i, 99%
prococene i
CHEMBL451866
BMSE000754
unii-25hlf91dgr
25hlf91dgr ,
AKOS006229098
FT-0637570
7-methoxy-2,2-dimethyl-2h-1-benzopyran
SCHEMBL118080
2,2-dimethyl-2h-chromen-7-yl methyl ether #
7-methoxy-2,2-dimethyl-3-chromene
DTXSID2037261
AS-42606
mfcd00006818
Q27108062
SB67357
dibutylchlorendate

Research Excerpts

Overview

Precocene I is a juvenile hormone antagonist. It needs to be activated via oxidative biotransformation catalyzed by cytochrome P450 (CYP)

ExcerptReferenceRelevance
"Precocene I is a juvenile hormone antagonist that needs to be activated via oxidative biotransformation catalyzed by cytochrome P450 (CYP). "( NADPH-cytochrome P450 reductase knockdown decreases the response to precocene I in the migratory locust Locusta migratoria.
Li, H; Liu, X; Wu, H; Yuan, S; Zhang, J; Zhang, Y, 2023
)
2.59

Actions

ExcerptReferenceRelevance
"Precocene is known to inhibit JH biosynthesis in several non-social insects, but has been poorly studied in social insects."( Precocene-I inhibits juvenile hormone biosynthesis, ovarian activation, aggression and alters sterility signal production in bumble bee (Bombus terrestris) workers.
Amsalem, E; Grozinger, CM; Hefetz, A; Teal, P, 2014
)
1.12

Toxicity

Precocene II was significantly more toxic to hepatocytes cultured from PB-treated, compared with untreated, gerbils. Treatment of rats with cysteamine prior to treatment with precocene I protected the animals against the toxic effects.

ExcerptReferenceRelevance
" Precocene II was significantly more toxic to hepatocytes cultured from PB-treated, compared with untreated, gerbils."( Maintenance of monooxygenase activities and detection of cytochrome P-450-mediated cytotoxicity in Mongolian gerbil hepatocyte cultures.
Fentem, JH; Fry, JR; Hammond, AH, 1991
)
1.19
" Treatment of rats with cysteamine prior to treatment with precocene I protected the animals against the toxic effects."( Metabolism and hepatotoxicity of the naturally occurring benzo[b]pyran precocene I.
El-Naggar, SF; Halpin, RA; Jerina, DM; Vyas, KP, 1984
)
0.74
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
precocenesnull
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[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
chromenes
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
[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]

Bioassays (23)

Assay IDTitleYearJournalArticle
AID1090246Antifeeding activity against Sitophilus granarius (granary weevil) adults in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090254Antifeeding activity against Trogoderma granarium (khapra beetle ) larvaes in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090257Antifeeding activity against Tribolium confusum (confused flour beetle) larvaes in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090243Antifeeding activity against Aphididae (aphids) in compound treated chinese cabbage leaves assessed as settled aphids measured up to 24 hr2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1080536Inhibition of deoxynivalenol production by Fusarium graminearum in compound-pretreated rice solid culture medium at 152 ppm at 26.5 degC after 7 days by LC/MS analysis2009Journal of agricultural and food chemistry, Feb-11, Volume: 57, Issue:3
Isolation and identification of precocenes and piperitone from essential oils as specific inhibitors of trichothecene production by Fusarium graminearum.
AID1090249Antifeeding activity against Leptinotarsa decemlineata larvaes in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090258Antifeeding activity against Tribolium confusum (confused flour beetle) adults in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090252Antifeeding activity against Trogoderma granarium (khapra beetle) larvaes in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090255Antifeeding activity against Tribolium confusum (confused flour beetle) adults in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090242Antifeeding activity against Leptinotarsa decemlineata adults in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1080540Inhibition of 3-acetyldeoxynivalenol production by Fusarium graminearum in liquid culture at 26.5 degC after 7 days by thin layer chromatography2009Journal of agricultural and food chemistry, Feb-11, Volume: 57, Issue:3
Isolation and identification of precocenes and piperitone from essential oils as specific inhibitors of trichothecene production by Fusarium graminearum.
AID1090256Antifeeding activity against Tribolium confusum (confused flour beetle) adults in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090251Antifeeding activity against Sitophilus granarius (granary weevil) adults in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090259Antifeeding activity against Tribolium confusum (confused flour beetle) larvaes in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090248Antifeeding activity against Leptinotarsa decemlineata larvaes in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090245Antifeeding activity against Leptinotarsa decemlineata adults in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090247Antifeeding activity against Leptinotarsa decemlineata larvaes in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090244Antifeeding activity against Leptinotarsa decemlineata adults in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1080538Inhibition of 3-acetyldeoxynivalenol production by Fusarium graminearum in compound-pretreated rice solid culture medium at 26.5 degC after 7 days by LC/MS analysis2009Journal of agricultural and food chemistry, Feb-11, Volume: 57, Issue:3
Isolation and identification of precocenes and piperitone from essential oils as specific inhibitors of trichothecene production by Fusarium graminearum.
AID1090250Antifeeding activity against Sitophilus granarius (granary weevil) adults in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090253Antifeeding activity against Trogoderma granarium (khapra beetle) larvaes in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1090260Antifeeding activity against Tribolium confusum (confused flour beetle) larvaes in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test2005Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15
Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
AID1080537Inhibition of deoxynivalenol production by Fusarium graminearum in compound-pretreated rice solid culture medium at 5.7 ppm at 26.5 degC after 7 days by LC/MS analysis2009Journal of agricultural and food chemistry, Feb-11, Volume: 57, Issue:3
Isolation and identification of precocenes and piperitone from essential oils as specific inhibitors of trichothecene production by Fusarium graminearum.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (31)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (29.03)18.7374
1990's6 (19.35)18.2507
2000's6 (19.35)29.6817
2010's8 (25.81)24.3611
2020's2 (6.45)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.36

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 Index20.36 (24.57)
Research Supply Index3.58 (2.92)
Research Growth Index4.65 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (20.36)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (2.86%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other34 (97.14%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]