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precocene II
2H-1-benzopyran, 6,7-dimethoxy-2,2-dimethyl-

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CAS Number: 644-06-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:211-408-5
FDA UNII: 1W2R4TRY5H
Nikkaji Web:J5.187J
Beilstein Number:0160683
MDL:MFCD00006816
XlogP3:3.30 (est)
Molecular Weight:220.26812000
Formula:C13 H16 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 300.40 °C. @ 760.00 mm Hg (est)
Flash Point:> 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): 3.380 (est)
Soluble in:
 water, 52.04 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Precocene II 95%
Odor: characteristic
Use: Anti-juvenile hormones found in plants that induce reversible precocious metamorphosis and sterilization in insects
Santa Cruz Biotechnology
For experimental / research use only.
Precocene II 98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Precocene Ii
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for precocene II usage levels up to:
 not for fragrance use.
 
Recommendation for precocene II flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):644-06-4
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :12565
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
6,7-dimethoxy-2,2-dimethylchromene
Chemidplus:0000644064
RTECS:DJ2527000 for cas# 644-06-4
 
References:
 6,7-dimethoxy-2,2-dimethylchromene
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):12565
Pubchem (sid):134976594
Pherobase:View
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09018
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2932.90.4500
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
 ageratochromene
2H-1-benzopyran, 6,7-dimethoxy-2,2-dimethyl-
6,7-dimethoxy-2,2-dimethyl-2H-benzo(b)pyran
6,7-dimethoxy-2,2-dimethyl-2H-chromene
6,7-dimethoxy-2,2-dimethylchromene
 precocen 2
 precocene 2
 preconene II
 pricocene II
 

Articles:

PubMed:Volatile composition and sensory properties of Indian herbal medicine-Pavonia odorata-used in Ayurveda.
PubMed:Correlation of ATP citrate lyase and acetyl CoA levels with trichothecene production in Fusarium graminearum.
PubMed:[Antijuvenile influence of the precocene on the development of adult antennae in the apple surface eating tortricid Archips podana Scop. (Lepidoptera: Tortricidae)].
PubMed:[Analyze on chemical compositions of Dalbergia odorifera essential oils extracted by CO2-supercritical-fluid-extraction and steam distillation extraction].
PubMed:A new chromene isolated from Ageratum conyzoides.
PubMed:Sensitivity of last larval stadium of Chrysomya megacephala (Fabricius) to anti-allatin ageratochromene Precocene II.
PubMed:Volatile oils from the plant and hairy root cultures of Ageratum conyzoides L.
PubMed:Acaricidal properties of the essential oil and precocene II obtained from Calea serrata (Asteraceae) on the cattle tick Rhipicephalus (Boophilus) microplus (Acari: Ixodidae).
PubMed:Enhancement of trichothecene production in Fusarium graminearum by cobalt chloride.
PubMed:Composition of essential oils in subterranean organs of three species of Valeriana L.
PubMed:Chemical composition and antibacterial activity of essential oils of Lantana camara, Ageratum houstonianum and Eupatorium adenophorum.
PubMed:Changes in the corpora allata and epidermal proliferation along the fourth instar of the Chagas disease vector Triatoma infestans.
PubMed:Ageratum conyzoides essential oil as aflatoxin suppressor of Aspergillus flavus.
PubMed:New synthetic precocenoids as potential insect control agents.
PubMed:Isolation and identification of precocenes and piperitone from essential oils as specific inhibitors of trichothecene production by Fusarium graminearum.
PubMed:[Influence of precocene II on the sensory system of antennae and mouthparts in larvae of the fruit tree tortricid Archips podana Scop. (Lepidoptera: Tortricidae)].
PubMed:Comparison of radioimmunoassay and liquid chromatography tandem mass spectrometry for determination of juvenile hormone titers.
PubMed:Multigeneration effects of insect growth regulators on the springtail Folsomia candida.
PubMed:The pupal specifier broad directs progressive morphogenesis in a direct-developing insect.
PubMed:Volatile allelochemicals in the Ageratum conyzoides intercropped citrus orchard and their effects on mites Amblyseius newsami and Panonychus citri.
PubMed:Effects of insect growth regulators on the nontarget soil arthropod Folsomia candida (Collembola).
PubMed:Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
PubMed:Effect of precocene II on fatty acid metabolism in the pea aphid, Acyrthosiphon pisum, under cold stress.
PubMed:Effect of precocene on development of ovarian follicles in flesh fly, Sarcophaga ruficornis F.
PubMed:[Effect of plants synthesizing biologically active substances-precocenes on insects].
PubMed:Juvenile hormone regulates the expression of the gene encoding ceratotoxin a, an antibacterial peptide from the female reproductive accessory glands of the medfly Ceratitis capitata.
PubMed:Sensitive periods for wing development and precocious metamorphosis after precocene treatment of the brown planthopper, Nilaparvata lugens.
PubMed:Identification and action of juvenile hormone III from sexually mature alate females of the red imported fire ant, Solenopsis invicta.
PubMed:Efficacy of BaySir-8514 and precocene II against the grey flesh fly Parasarcophaga dux (Thomson) (Diptera: Sarcophagidae).
PubMed:Perturbed turnover of microtubule-based nutritive tubes in ovarioles of virgin and precocene-treated Dysdercus fasciatus.
PubMed:Analysis of precocenes in the essential oil of Ageratum spp. by reverse-phase high-performance liquid chromatography.
PubMed:Cryopreserved human hepatocytes: characterization of drug-metabolizing enzyme activities and applications in higher throughput screening assays for hepatotoxicity, metabolic stability, and drug-drug interaction potential.
PubMed:Lack of Effect of Medium Supplementation With Pyruvate and Hormones on Cytochrome P450-mediated Activity of Rat Hepatocytes in Primary Culture.
PubMed:A Preliminary Comparison of LiverBeads™ with a Conventional Rat Hepatocyte Culture Preparation: Some Aspects of Xenobiotic Metabolism and Related Toxicity.
PubMed:Involvement of cytochrome P4502E1 in the toxicity of dichloropropanol to rat hepatocyte cultures.
PubMed:Effects of culture duration, cytochrome P-450 inhibition and glutathione depletion on toxicity of diverse xenobiotics.
PubMed:Mechanism of toxicity of precocene II in rat hepatocyte cultures.
PubMed:Toxicity of precocene II in rat hepatocyte cultures: effects of serum and culture time.
PubMed:Maintenance of xenobiotic metabolism and toxicity in rat hepatocyte cultures after cell preservation at 4 degrees.
PubMed:Effect of serum-free medium on cytochrome P450-dependent metabolism and toxicity in rat cultured hepatocytes.
PubMed:Effects of precocenes on vitellogenesis in the adult female tick, Ornithodoros moubata (Acari: Argasidae).
PubMed:Maintenance of monooxygenase activities and detection of cytochrome P-450-mediated cytotoxicity in Mongolian gerbil hepatocyte cultures.
PubMed:[Variations induced by juvenile hormone and precocene II in the metabolic rate of 3 species of insects].
PubMed:The use of hepatocytes cultured from inducer-treated rats in the detection of cytochrome P-450-mediated cytotoxicity.
PubMed:Effects of proallatotoxins (precocenes) on the development and reproduction of Rhodnius prolixus: some data.
PubMed:Role of corpus allatum on the modulation of feeding rhythm in the semilooper caterpillar, Achaea janata (L).
PubMed:[Effects of juvenile hormone and precocene II on the metabolic rate of the digestive system, fat body and ovaries of the insect Oncopeltus fasciatus].
PubMed:Distribution and pharmacokinetics of precocene-II in the tick Ornithodoros parkeri (Acari: Argasidae).
PubMed:Genotoxicity of the anti-juvenile hormone agent precocene II as revealed by the Drosophila wing spot test.
PubMed:Effects of precocene analogs on the nematode Caenorhabditis remanei (var. Bangaloreiensis). II. Competitions with a juvenile hormone analog (Methoprene).
PubMed:Effects of precocene analogs on the nematode Caenorhabditis remanei (var. Bangaloreiensis). I. Structure/activity relations.
PubMed:Purification and characterization of a soybean flour-induced cytochrome P-450 from Streptomyces griseus.
PubMed:Alteration of precocene II-induced hepatotoxicity by modulation of hepatic glutathione levels.
PubMed:Xenobiotic oxidation by cytochrome P-450-enriched extracts of Streptomyces griseus.
PubMed:Cytoprotective effects of modulators of oxidative xenobiotic metabolism in precocene II-induced hepatotoxicity.
PubMed:Microbial transformation of precocene II: oxidative reactions by Streptomyces griseus.
PubMed:Structure-activity studies of the hepatocarcinogenicities of alkenylbenzene derivatives related to estragole and safrole on administration to preweanling male C57BL/6J x C3H/HeJ F1 mice.
PubMed:Secretory activity and endocrine regulation of male accessory glands in the blood-sucking bug Panstrongylus megistus (Hemiptera: Reduviidae).
PubMed:Effects of precocene and azadirachtin in Rhodnius prolixus: some data on development and reproduction.
PubMed:Effects of precocenes on ovarian development of the seed bug, Oxycarenus lavaterae (F.).
PubMed:The effects of precocene treatment on egg wax production in Gené's organ and egg viability in the cattle tick Boophilus microplus (Acarina Ixodidae): an ultrastructural study.
PubMed:[Biomorphogenetic changes caused by the application of precocene II in nymphs of Triatoma infestans (Klug, 1834) (Hemiptera, Reduviidae, Triatominae)].
PubMed:The effect of precocene II and 20-OH-ecdysone on Litomosoides carinii and Dipetalonema viteae in vivo.
PubMed:Effects of the juvenile hormone antagonist precocene II and the moulting hormone 20-OH-ecdysone on Litomosoides carinii and Dipetalonema viteae in vitro.
PubMed:Induction of DNA damage and repair synthesis in freshly isolated rat hepatocytes by the proallatocidin precocene II.
PubMed:Effects of juvenile hormone analogue on ecdysis prevention induced by precocene in Rhodnius prolixus (Hemiptera:Reduviidae).
PubMed:[Morphogenetic effects of precocene II on nymphs of Rhodnius prolixus (Stal, 1859) (Hemiptera-Triatominae)].
PubMed:High-performance liquid chromatographic methods designed for metabolic studies of the proallatocidin precocene II.
PubMed:Toxicity of precocene-2 for the American dog tick, Dermacentor variabilis (acari: Ixodidae).
PubMed:[Morphological changes induced by the use of precocene II in Panstrongylus megistus (Burmeister, 1835), (Hemiptera, Reduviidae, Triatominae)].
PubMed:Toxicological significance of dihydrodiol metabolites.
PubMed:Precocene II nephrotoxicity in the rat.
PubMed:The effects of precocene II on reproduction and development of triatomine bugs (Reduviidae: Triatominae).
PubMed:Metabolic fate of the hepatotoxic anti-juvenile hormone precocene II in the rat.
PubMed:Competition between juvenile hormone antagonist precocene II and juvenile hormone analog: methoprene in the nematode Caenorhabditis elegans.
PubMed:Precocene-induced effects and possible role of juvenile hormone during embryogenesis of the milkweed bug Oncopeltus fasciatus.
PubMed:Immediate and latent effects induced by the antiallatotropin precocene 2(P2) on embryonic Dermacentor variabilis (Say) (Acari: Ixodidae).
PubMed:Hepatotoxicity of the anti-juvenile hormone precocene II and the generation of dihydrodiol metabolites.
PubMed:Effects of ecdysone on the metamorphosis and ecdysis prevention induced by precocene II in Rhodnius prolixus.
PubMed:[Action of development inhibitors on Aedes aegypti L. mosquitoes and Rhodnius prolixus Stal. bugs. IV. The activity of precocenes].
PubMed:Active vitellogenesis in precocene-treated Locusta migratoria.
PubMed:Insecticidal effect of precocene II on the human body louse, Pediculus humanus.
PubMed:Activity of precocenes on the Chagas's disease vector, Panstrongylus megistus.
PubMed:Precocene-induced necrosis and haemocyte-mediated breakdown of corpora allata in nymps of the locust Locusta migratoria.
PubMed:Distribution and metabolism of precocene II in the brown cockroach (Periplaneta brunnea Burmeister).
PubMed:Effect of precocene II on the endocrine regulation of development and reproduction in the bug, Oncopeltus fasciatus.
PubMed:Morphogenetic effects of precocene II on the immature stages of Rhodnius prolixus.
PubMed:Radiosynthesis and metabolism of the insect antijuvenile hormone, precocene II.
PubMed:Precocene II inhibits juvenile hormone biosynthesis by cockroach corpora allata in vitro.
 
Notes:
from plants of genus ageratum; an antiallotropin compound capable of inhibiting juvenile hormone biosynthesis.
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