Zearalenone

Details

• Internal ID: 30d30868-9315-4853-99d2-5e56203cdf18
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues > Zearalenones
• IUPAC Name: (4S,12E)-16,18-dihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraene-2,8-dione
• SMILES (Canonical): CC1CCCC(=O)CCCC=CC2=C(C(=CC(=C2)O)O)C(=O)O1
• SMILES (Isomeric): C[C@H]1CCCC(=O)CCC/C=C/C2=C(C(=CC(=C2)O)O)C(=O)O1
• InChI: InChI=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
• InChI Key: MBMQEIFVQACCCH-QBODLPLBSA-N
• Popularity: 4,612 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.60

Synonyms

• 17924-92-4
• trans-Zearalenone
• (-)-Zearalenone
• Zenone
• F-2 toxin
• Mycotoxin F2
• (S)-Zearalenone
• (S)-(-)-Zearalenone
• F2 Toxin
• Toxin F2
• (10S)-Zearalenone
• Compound F-2
• DTXSID0021460
• NCI-C50226
• CHEBI:10106
• 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-, (3S,11E)-
• COMPD F-2
• 5W827M159J
• 6-(10-Hydroxy-6-oxo-trans-1-undecenyl)-beta-resorcylic acid lactone
• DTXCID701460
• Resorcylic acid, 6-(10-hydroxy-6-oxo-1-undecenyl)-, mu-lactone, trans-
• Benzoxacyclotetradec-11-en-1-one, 14,16-dihydroxy-3-methyl-7-oxo-, trans-
• 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-, (S)-(-)-
• (4S,12E)-16,18-dihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraene-2,8-dione
• Mycotoxin F 2
• 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-, (S-(E))-
• F 2 Toxin
• Toxin, F2
• Toxin, F-2
• (2E,11S)-15,17-dihydroxy-11-methyl-12-oxabicyclo(12.4.0)octadeca-1(14),2,15,17-tetraene-7,13-dione
• (2E,11S)-15,17-dihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),2,15,17-tetraene-7,13-dione
• (4S,12E)-16,18-dihydroxy-4-methyl-3-oxabicyclo(12.4.0)octadeca-1(14),12,15,17-tetraene-2,8-dione
• 1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10-octahydro-14,16-dihydroxy-3-methyl-7-oxo-, (E)-
• RefChem:195892
• 6-(10-Hydroxy-6-oxo-trans-1-undecenyl)-beta-resorcylic acid-N-lactone
• 241-864-0
• MFCD00133085
• (3S,11E)-14,16-dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione
• Mycotoxin F2;Toxin F2
• MLS000097901
• CHEMBL454173
• Mycotoxin F-2
• SMR000058177
• (S,E)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-benzo[c][1]oxacyclotetradecine-1,7(8H)-dione
• (3S,11E)-14,16-dihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecine-1,7-dione
• (S-(E))-3,4,5,6,9,10-Hexahydro-14,16-dihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione
• 14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione
• CCRIS 623
• Zearalenone 100 microg/mL in Acetonitrile
• CAS-17924-92-4
• HSDB 4208
• 36455-70-6
• EINECS 241-864-0
• Zearalenone in Acetonitrile
• BRN 1350216
• MAIZE (very low level ZON)
• UNII-5W827M159J
• benzoxacyclotetradecin-1,7(8H)-dione
• Zearalenone (Standard)
• ZEARALENONE [MI]
• Opera_ID_1608
• ZEARALENONE [HSDB]
• Epitope ID:146094
• SCHEMBL33754
• BSPBio_003581
• Zearalenone, fungal mycotoxin
• MLS000028817
• MLS000888273
• MLS001174881
• BIDD:ER0058
• SPECTRUM1505290
• Zearalenone, reference material
• orb1301642
• Zearalenone Calibration Solution
• 6-(10-Hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone
• REGID_for_CID_657988
• SCHEMBL29354213
• MSK7204
• REGID_for_CID_5281576
• GLXC-04549
• ALBB-030793
• EX-A3324
• LBA45570
• Tox21_201153
• Tox21_303510
• BBL010576
• BDBM50247676
• CCG-40041
• HB2517
• LMPK04000016
• MSK7204-100A
• s5676
• STK033813
• Zearalenone 50 microg/mL in Methanol
• AKOS001577898
• EBC-454731
• FZ28756
• HY-103447R
• SDCCGMLS-0066858.P001
• NCGC00038520-03
• NCGC00090809-01
• NCGC00090809-02
• NCGC00090809-11
• NCGC00257246-01
• NCGC00258705-01
• (2E,11S)-15,17-dihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(18),2,14,16-tetraene-7,13-dione
• (3S,11E)-3,4,5,6,9,10-Hexahydro-14,16-dihydroxy-3-methyl-1H-2 -benzoxacyclotetradecin-1,7(8H)-dione
• (S-(Z))-3,4,5,6,9,10-Hexahydro-14,16-dihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione
• 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-, (S-(Z))-
• AC-35060
• VS-02573
• HY-103447
• CS-0027914
• NS00005531
• Z0047
• C09981
• Zearalenone Solution in Acetonitrile, 100ug/mL
• AN-512/13264045
• Q169326
• BRD-K42017082-001-02-6
• Zearalenone(-)-Zearalenone; Mycotoxin F2; (S)-Zearalenone
• 6-(10-HYDROXY-6-OXO-TRANS-1-UNDECENYL) BETA RESORCYCLIC ACID-MU-LACTONE
• (11E)-14,16-DIHYDROXY-3-METHYL-3,4,5,6,7,8,9,10-OCTAHYDRO-1H-2-BENZOXACYCLOTETRADECINE-1,7-DIONE
• 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-, (3S)-
• 3,4,5,6,9,10-Hexahydro-14,16-dihydroxy-3-methyl-1H-2- benzoxacyclotetradecin-1,7(8H)-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.21%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.55%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.13%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.97%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.76%	97.09%
CHEMBL4208	P20618	Proteasome component C5	89.53%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.07%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.03%	92.94%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.03%	96.12%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.81%	91.07%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.70%	82.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.62%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.37%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5281576
• LOTUS: LTS0080768
• wikiData: Q169326