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
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.
ID Source | ID |
---|---|
PubMed CID | 28619 |
CHEMBL ID | 451866 |
CHEBI ID | 8368 |
SCHEMBL ID | 118080 |
MeSH ID | M0072053 |
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 |
Precocene I is a juvenile hormone antagonist. It needs to be activated via oxidative biotransformation catalyzed by cytochrome P450 (CYP)
Excerpt | Reference | Relevance |
---|---|---|
"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 |
Excerpt | Reference | Relevance |
---|---|---|
"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 |
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.
Excerpt | Reference | Relevance |
---|---|---|
" 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 |
Role | Description |
---|---|
precocenes | null |
plant metabolite | Any 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] |
Class | Description |
---|---|
chromenes | |
aromatic ether | Any 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] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1090246 | Antifeeding activity against Sitophilus granarius (granary weevil) adults in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090254 | Antifeeding activity against Trogoderma granarium (khapra beetle ) larvaes in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090257 | Antifeeding activity against Tribolium confusum (confused flour beetle) larvaes in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090243 | Antifeeding activity against Aphididae (aphids) in compound treated chinese cabbage leaves assessed as settled aphids measured up to 24 hr | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1080536 | Inhibition 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 analysis | 2009 | Journal 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. |
AID1090249 | Antifeeding activity against Leptinotarsa decemlineata larvaes in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090258 | Antifeeding activity against Tribolium confusum (confused flour beetle) adults in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090252 | Antifeeding activity against Trogoderma granarium (khapra beetle) larvaes in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090255 | Antifeeding activity against Tribolium confusum (confused flour beetle) adults in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090242 | Antifeeding activity against Leptinotarsa decemlineata adults in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1080540 | Inhibition of 3-acetyldeoxynivalenol production by Fusarium graminearum in liquid culture at 26.5 degC after 7 days by thin layer chromatography | 2009 | Journal 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. |
AID1090256 | Antifeeding activity against Tribolium confusum (confused flour beetle) adults in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090251 | Antifeeding activity against Sitophilus granarius (granary weevil) adults in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090259 | Antifeeding activity against Tribolium confusum (confused flour beetle) larvaes in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090248 | Antifeeding activity against Leptinotarsa decemlineata larvaes in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090245 | Antifeeding activity against Leptinotarsa decemlineata adults in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090247 | Antifeeding activity against Leptinotarsa decemlineata larvaes in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090244 | Antifeeding activity against Leptinotarsa decemlineata adults in compound treated wheat wafer disk assessed as total coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1080538 | Inhibition of 3-acetyldeoxynivalenol production by Fusarium graminearum in compound-pretreated rice solid culture medium at 26.5 degC after 7 days by LC/MS analysis | 2009 | Journal 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. |
AID1090250 | Antifeeding activity against Sitophilus granarius (granary weevil) adults in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090253 | Antifeeding activity against Trogoderma granarium (khapra beetle) larvaes in compound treated wheat wafer disk assessed as relative coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1090260 | Antifeeding activity against Tribolium confusum (confused flour beetle) larvaes in compound treated wheat wafer disk assessed as absolute coefficient of deterrence by feeding deterrent activity test | 2005 | Journal of agricultural and food chemistry, Jul-27, Volume: 53, Issue:15 | Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety. |
AID1080537 | Inhibition 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 analysis | 2009 | Journal 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] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 9 (29.03) | 18.7374 |
1990's | 6 (19.35) | 18.2507 |
2000's | 6 (19.35) | 29.6817 |
2010's | 8 (25.81) | 24.3611 |
2020's | 2 (6.45) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (20.36) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 1 (2.86%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 34 (97.14%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |