Basic Info

Common Name1-Methylcyclopropene(F05903)
2D Structure
FRCD IDF05903
CAS Number3100-04-7
PubChem CID151080
FormulaC4H6
IUPAC Name

1-methylcyclopropene

InChI Key

SHDPRTQPPWIEJG-UHFFFAOYSA-N

InChI

InChI=1S/C4H6/c1-4-2-3-4/h2H,3H2,1H3

Canonical SMILES

CC1=CC1

Isomeric SMILES

CC1=CC1

Synonyms
        
            1-Methylcyclopropene
        
            3100-04-7
        
            Cyclopropene, 1-methyl-
        
            EthylBloc
        
            SmartFresh
        
            1-MCP
        
            UNII-J6UJO23JGU
        
            J6UJO23JGU
        
            SHDPRTQPPWIEJG-UHFFFAOYSA-N
        
            Cyclopropene, methyl-
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassHydrocarbons
ClassUnsaturated hydrocarbons
SubclassBranched unsaturated hydrocarbons
Intermediate Tree NodesNot available
Direct ParentBranched unsaturated hydrocarbons
Alternative Parents
Molecular FrameworkAliphatic homomonocyclic compounds
SubstituentsBranched unsaturated hydrocarbon - Cycloalkene - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Olefin - Aliphatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as branched unsaturated hydrocarbons. These are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch.

Properties

Property NameProperty Value
Molecular Weight54.092
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count0
Complexity51.1
Monoisotopic Mass54.047
Exact Mass54.047
XLogP1
Formal Charge0
Heavy Atom Count4
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9442
Human Intestinal AbsorptionHIA+0.9966
Caco-2 PermeabilityCaco2+0.7290
P-glycoprotein SubstrateNon-substrate0.6607
P-glycoprotein InhibitorNon-inhibitor0.9061
Non-inhibitor0.9725
Renal Organic Cation TransporterNon-inhibitor0.8731
Distribution
Subcellular localizationLysosome0.6370
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8159
CYP450 2D6 SubstrateNon-substrate0.8631
CYP450 3A4 SubstrateNon-substrate0.7026
CYP450 1A2 InhibitorNon-inhibitor0.7241
CYP450 2C9 InhibitorNon-inhibitor0.9139
CYP450 2D6 InhibitorNon-inhibitor0.9062
CYP450 2C19 InhibitorNon-inhibitor0.8793
CYP450 3A4 InhibitorNon-inhibitor0.9695
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7389
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9420
Non-inhibitor0.9661
AMES ToxicityNon AMES toxic0.8068
CarcinogensCarcinogens 0.5206
Fish ToxicityHigh FHMT0.7732
Tetrahymena Pyriformis ToxicityHigh TPT0.6059
Honey Bee ToxicityHigh HBT0.8534
BiodegradationReady biodegradable0.8124
Acute Oral ToxicityIII0.6159
Carcinogenicity (Three-class)Warning0.5178

Model Value Unit
Absorption
Aqueous solubility-2.7253LogS
Caco-2 Permeability1.8433LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.0567LD50, mol/kg
Fish Toxicity0.4645pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.4624pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Pecans (Hickory nuts,)0120080European Union0.02*16/08/2016
Pistachios0120100European Union0.02*16/08/2016
Walnuts0120110European Union0.02*16/08/2016
Others (2)0120990European Union0.02*16/08/2016
Pome fruits0130000European Union0.01*16/08/2016
Apples (Crab apples/wild apples, Tejocotes,)0130010European Union0.01*16/08/2016
Pears (Nashi pears/Oriental pears, Wild pears, Ya pears/Chinese white pears,)0130020European Union0.01*16/08/2016
Quinces (Chinese quinces, Japanese quinces,)0130030European Union0.01*16/08/2016
Medlars0130040European Union0.01*16/08/2016
Loquats/Japanese medlars0130050European Union0.01*16/08/2016
Others (2)0130990European Union0.01*16/08/2016
Stone fruits0140000European Union0.01*16/08/2016
Apricots (Japanese apricots/Umes, Nectacots,)0140010European Union0.01*16/08/2016
Cherries (sweet) (Black cherries, Capulins, Chokecherries, Cornelian cherries/European corniols, Nanking cherries, Sour cherries/morello cherries,)0140020European Union0.01*16/08/2016
Peaches (Flat peaches/saturn peaches/paraguayas, Nectarines, Other hybrids of Persica vulgaris; syn: Prunus persica, not elsewhere mentioned,)0140030European Union0.01*16/08/2016
Plums (American plums, Beach plums, Cherry plums /myrabolans, Chickasaw plums, Chinese jujubes/red dates/Chinese dates, Damsons/ bullaces, Gages/greengages/Reine Claudes, Japanese plums, Klamath pl...0140040European Union0.01*16/08/2016
Others (2)0140990European Union0.01*16/08/2016
Berries and small fruits0150000European Union0.01*16/08/2016
(a) grapes0151000European Union0.01*16/08/2016
Table grapes (Kiwiberries/dwarf kiwi (2), Schisandra berries,)0151010European Union0.01*16/08/2016

References

TitleJournalDatePubmed ID
Patulin accumulation in apples under dynamic controlled atmosphere storage.Food Chem2018 Jul 3029571477
Changes in cell wall pectins and their relation to postharvest mesocarp softeningof "Hass" avocados (Persea americana Mill.).Plant Physiol Biochem2018 Jul29778838
Multivariate Analysis of Fruit Antioxidant Activities of Blackberry Treated with 1-Methylcyclopropene or Vacuum Precooling.Int J Anal Chem2018 Feb 129487622
Effect of methyl salicylate in combination with 1-methylcyclopropene onpostharvest quality and decay caused by Botrytis cinerea in tomato fruit.J Sci Food Agric2018 Aug29352462
Dynamic controlled atmosphere (DCA): interaction between DCA methods and1-methylcyclopropene on 'Fuji Suprema' apple quality.Food Chem2017 Nov 1528554617
Paper-based 1-MCP treatment suppresses cell wall metabolism and delays softening of Huanghua pears during storage.J Sci Food Agric2017 Jun27706823
Effect of ethylene and 1-methylcyclopropene on the postharvest behavior of capegooseberry fruits (Physalis peruviana L.).Food Sci Technol Int2017 Jan27440155
Ethylene Control Technologies in Extending Postharvest Shelf Life of Climacteric Fruit.J Agric Food Chem2017 Aug 3028767242
Effect of 1-methylcyclopropene on the development of black mold disease and itspotential effect on alternariol and alternariol monomethyl ether biosynthesis on tomatoes infected with Alternaria alternata.Int J Food Microbiol2016 Nov 727454782
Novel insights of ethylene role in strawberry cell wall metabolism.Plant Sci2016 Nov27717444
Inhibiting ethylene perception with 1-methylcyclopropene triggers molecular responses aimed to cope with cell toxicity and increased respiration in citrus fruits.Plant Physiol Biochem2016 Jun26990405
Analysis of ethylene biosynthesis and perception during postharvest cold storage of Marsh and Star Ruby grapefruits.Food Sci Technol Int2015 Oct25280937
Effect of 1-methylcyclopropene on shelf life, visual quality and nutritionalquality of netted melon.Food Sci Technol Int2015 Apr24495994
Response of Pink Lady® apples to post-harvest application of 1-methylcyclopropeneas a function of applied dose, maturity at harvest, storage time and controlledatmosphere storage.J Sci Food Agric2014 Oct24515399
Maintaining quality and bioactive compounds of broccoli by combined treatmentwith 1-methylcyclopropene and 6-benzylaminopurine.J Sci Food Agric2013 Mar 3022936606
1-methylcyclopropene effects on temporal changes of aroma volatiles andphytochemicals of fresh-cut cantaloupe.J Sci Food Agric2013 Mar 1522821412
Effects of 1-methylcyclopropene and post-controlled atmosphere air storagetreatments on fresh-cut Ambrosia apple slices.J Sci Food Agric2013 Jan22674495
Combination of 1-methylcyclopropene treatment and controlled atmosphere storageretains overall fruit quality and bioactive compounds in mango.J Sci Food Agric2012 Mar 1521969219
Changes in quality and biochemical parameters in 'Idared' apples during prolongedshelf life and 1-MCP treatment.Food Sci Technol Int2012 Dec23175783
Proteomic analysis of differentially accumulated proteins during ripening and in response to 1-MCP in papaya fruit.J Proteomics2012 Apr 322285629