Zearalenone

Basic Info

FADB-China IDC0351
Substance NameZeranol
Substance Chinese Name玉米赤霉醇
Molecular NameZearalenone
Molecular Chinese Name玉米赤霉烯酮
2D StructureNo image
CAS Number17924-92-4
PubChem CID5281576
FormulaC18H22O5
IUPAC Name(4S,12E)-16,18-dihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraene-2,8-dione
InChI KeyMBMQEIFVQACCCH-QBODLPLBSA-N
InChIInChI=1S/C18H22O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,20-21H,2,4-6,8-9H2,1H3/b7-3+/t12-/m0/s1
Canonical SMILES

CC1CCCC(=O)CCCC=CC2=C(C(=CC(=C2)O)O)C(=O)O1

Isomeric SMILES

C[C@H]1CCCC(=O)CCC/C=C/C2=C(C(=CC(=C2)O)O)C(=O)O1

CFM-ID 3.0URL Link
Related linksPlanting/breeding
Addition PurposesGrowth-promoting
Molecular Synonyms
        
            ZEARALENONE
        
            17924-92-4
        
            Trans-Zearalenone
        
            (-)-Zearalenone
        
            F-2 toxin
        
            Mycotoxin F2
        
            Zenone
        
            (S)-Zearalenone
        
            Toxin F2
        
            (S)-(-)-Zearalenone
Data UploaderShuyu Ouyang
Update DateAug 12, 2019 10:14

Properties

Property NameProperty Value
Molecular Weight318.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Complexity445
Monoisotopic Mass318.14672381
Exact Mass318.14672381
XLogP3.6
Formal Charge0
Heavy Atom Count23
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.6088
Human Intestinal AbsorptionHIA+0.9535
Caco-2 PermeabilityCaco2+0.6456
P-glycoprotein SubstrateSubstrate0.6906
P-glycoprotein InhibitorNon-inhibitor0.9807
Non-inhibitor0.9352
Renal Organic Cation TransporterNon-inhibitor0.9043
Distribution
Subcellular localizationMitochondria0.5368
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7236
CYP450 2D6 SubstrateNon-substrate0.8290
CYP450 3A4 SubstrateNon-substrate0.5498
CYP450 1A2 InhibitorInhibitor0.6895
CYP450 2C9 InhibitorNon-inhibitor0.8490
CYP450 2D6 InhibitorNon-inhibitor0.9160
CYP450 2C19 InhibitorNon-inhibitor0.7595
CYP450 3A4 InhibitorInhibitor0.7960
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9208
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8399
Non-inhibitor0.8640
AMES ToxicityNon AMES toxic0.9133
CarcinogensNon-carcinogens0.9531
Fish ToxicityHigh FHMT0.9772
Tetrahymena Pyriformis ToxicityHigh TPT0.9849
Honey Bee ToxicityHigh HBT0.6726
BiodegradationNot ready biodegradable0.5304
Acute Oral ToxicityIV0.6128
Carcinogenicity (Three-class)Non-required0.7238

ADMET -- Regression

Model Value Unit
Aqueous solubility-3.3527LogS
Caco-2 Permeability0.5403LogPapp, cm/s
Rat Acute Toxicity1.3302LD50, mol/kg
Fish Toxicity0.5423pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.2102pIGC50, ug/L

Related Foods

FADB-China ID F0080
Food Image No Pictures
Food Name Milk
Food Chinese Name 牛奶
Food Type Non-processed food
References List of non-edible substances that may be illegally added in food (fourth batch)
FADB-China ID F0070
Food Image No Pictures
Food Name Pork, red meat and liver
Food Chinese Name 猪肉、牛羊肉及肝脏
Food Type Non-processed food
References List of non-edible substances that may be illegally added in food (fourth batch)

Potential Illegal Additives

ID Structure Name Source PubChem Link


No Image

Alpha-Zearalenol		 

ToxinDB, T3DB, OpenFoodTox

Link


No Image

Beta-Zearalenol		 

ToxinDB, T3DB, OpenFoodTox

Link


No Image

Cis-alpha-Zearalenol		 

ToxinDB, T3DB, OpenFoodTox

Link


No Image

Alpha-Zearalenol		 

ToxinDB, T3DB, OpenFoodTox

Link


No Image

Beta-Zearalenol		 

ToxinDB, T3DB, OpenFoodTox

Link

References

TitleDOI/PubMed/ISSN
List of non-edible substances that may be illegally added in food (fourth batch)