Hymexazol

Basic Info

Common NameHymexazol(F06051)
2D Structure
FRCD IDF06051
CAS Number10004-44-1
PubChem CID24781
FormulaC4H5NO2
IUPAC Name

5-methyl-1,2-oxazol-3-one

InChI Key

KGVPNLBXJKTABS-UHFFFAOYSA-N

InChI

InChI=1S/C4H5NO2/c1-3-2-4(6)5-7-3/h2H,1H3,(H,5,6)

Canonical SMILES

CC1=CC(=O)NO1

Isomeric SMILES

CC1=CC(=O)NO1

Synonyms
        
            Hymexazol
        
            10004-44-1
        
            3-Hydroxy-5-methylisoxazole
        
            Hymexazole
        
            5-Methylisoxazol-3-ol
        
            5-methylisoxazol-3(2H)-one
        
            Hydroxyisoxazole
        
            Tachigaren
        
            Itachigarden
        
            5-Methyl-3-hydroxyisoxazole
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassAzoles
SubclassIsoxazoles
Intermediate Tree NodesNot available
Direct ParentIsoxazoles
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsHeteroaromatic compound - Isoxazole - Lactam - Oxacycle - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as isoxazoles. These are heterocyclic organic compounds containing an isoxazole moiety, with a structure characterized by a five-member aromatic ring with one oxygen atom and one nitrogen atom at ring positions 1 and 2, respectively.

Properties

Property NameProperty Value
Molecular Weight99.089
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Complexity128
Monoisotopic Mass99.032
Exact Mass99.032
XLogP0.1
Formal Charge0
Heavy Atom Count7
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+0.9981
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2-0.5450
P-glycoprotein SubstrateNon-substrate0.8883
P-glycoprotein InhibitorNon-inhibitor0.9161
Non-inhibitor0.9904
Renal Organic Cation TransporterNon-inhibitor0.9132
Distribution
Subcellular localizationMitochondria0.6731
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8577
CYP450 2D6 SubstrateNon-substrate0.8017
CYP450 3A4 SubstrateNon-substrate0.5549
CYP450 1A2 InhibitorNon-inhibitor0.5000
CYP450 2C9 InhibitorNon-inhibitor0.9433
CYP450 2D6 InhibitorNon-inhibitor0.9278
CYP450 2C19 InhibitorNon-inhibitor0.9195
CYP450 3A4 InhibitorNon-inhibitor0.9821
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8582
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9696
Non-inhibitor0.9639
AMES ToxicityNon AMES toxic0.5656
CarcinogensNon-carcinogens0.8609
Fish ToxicityLow FHMT0.8009
Tetrahymena Pyriformis ToxicityHigh TPT0.8677
Honey Bee ToxicityLow HBT0.5847
BiodegradationReady biodegradable0.6577
Acute Oral ToxicityIII0.7780
Carcinogenicity (Three-class)Warning0.4777
Model Value Unit
Absorption
Aqueous solubility-0.7965LogS
Caco-2 Permeability1.2412LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.5342LD50, mol/kg
Fish Toxicity2.2592pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.0543pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Other Terrestrial Mammals,MuscleJapan0.01ppm
Japanese Radish,Leaves(Including Radish)Japan0.5ppm
AppleJapan0.5ppm
Kumquats (Marumi kumquats/round kumquats, Nagami kumquats/oval kumquats, Other species and hybrids of genus Fortunella, not elsewhere mentioned,)0161040European Union0.05*01/09/2008
Celery leaves (Angelica (leaves and stems), Burnet, Caraway leaves, Coriander leaves, Culantro/false coriander leaves, Dill leaves, Fennel leaves, Fenugreek leaves, Herb of grace/rue, Lovage leaves...0256030European Union0.05*01/09/2008
Spring onions/green onions and Welsh onions (Tree onions/Egyptian walking onions, Green garlic,)0220040European Union0.05*01/09/2008
Purslanes (Agretti, Glassworts/samphires, Rock samphires, Sea asters, Sea lavenders, Winter purslanes/miner's lettuces, Karkallas/Hottentot figs/Iceplant leaves,)0252020European Union0.05*01/09/2008
Wild fungi (Ceps/porcino mushrooms, Chanterelles, Hedgehog mushrooms, Horns of plenty/black trumpets, Morels, Périgord black truffles, Piemont white truffles, Saint George's mushrooms, Scotch bonne...0280020European Union0.05*01/09/2008
Beans (Azuki beans, Black eyed peas/cowpeas, Broad beans/fava beans/horse beans/tic beans, Borlotti beans/cannelini beans/common beans/flageolets/French beans/slicing beans/snap beans, Ervils/lenti...0300010European Union0.05*01/09/2008
Others (2) (Birches (trunk sap), Manna ashes (trunk sap), Maples (trunk sap), Palms (trunk sap), Palms (trunk sap), Other sugar plants,)0900990European Union0.05*01/09/2008
(f) poultry (Bobwhite quail, Chicken (including silkie chicken), Collared Dove, Duck, Geese, Green peafowl, Guinea fowl, Japanese quail, Muskovy duck, Mute swan, Partridge, Peafowl, Pheasant, Pigeo...1016000European Union0.05*01/09/2008
Sugar canes (Agave leaves, Sweet sorghum canes,)0900020European Union0.05*01/09/2008
Currants (black, red and white)0154030European Union0.05*01/09/2008
Gooseberries (green, red and yellow)0154040European Union0.05*01/09/2008
Rose hips0154050European Union0.05*01/09/2008
Mulberries (black and white)0154060European Union0.05*01/09/2008
Azaroles/Mediterranean medlars0154070European Union0.05*01/09/2008
Others (2)0154990European Union0.05*01/09/2008
Miscellaneous fruits with0160000European Union0.05*01/09/2008
(a) edible peel0161000European Union0.05*01/09/2008

References

TitleJournalDatePubmed ID
Adhesive and Stimulus-Responsive Polydopamine-Coated Graphene Oxide System forPesticide-Loss Control.J Agric Food Chem2018 Mar 2129485869
Determination of hymexazol in 26 foods of plant origin by modified QuEChERSmethod and liquid chromatography tandem-mass spectrometry.Food Chem2017 Aug 128317742
Characterization of cytochalasins from the endophytic Xylaria sp. and their biological functions.J Agric Food Chem2014 Nov 1225350301
Wightianines A-E, dihydro-β-agarofuran sesquiterpenes from Parnassia wightiana,and their antifungal and insecticidal activities.J Agric Food Chem2014 Jul 1624945753
Synthesis and antifungal activity of 2-chloromethyl-1H-benzimidazole derivatives against phytopathogenic fungi in vitro.J Agric Food Chem2013 Mar 2023419161
Metabolites from Aspergillus fumigatus, an endophytic fungus associated with Melia azedarach, and their antifungal, antifeedant, and toxic activities.J Agric Food Chem2012 Apr 422409377
Synthesis and antifungal activity of novel sulfone derivatives containing1,3,4-oxadiazole moieties.Molecules2011 Nov 122045041
Solid-phase microextraction for the gas chromatography mass spectrometricdetermination of oxazole fungicides in malt beverages.Anal Bioanal Chem2008 Jun18344070