Zearalanone

Zearalanone
Names
	Preferred IUPAC name (3S)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10,11,12-octahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione
	Other names Mycotoxin, ZAN
Identifiers
CAS Number	5975-78-0;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:35051;
ChEMBL	ChEMBL491499;
ChemSpider	97115;
ECHA InfoCard	100.165.079
KEGG	C14754;
PubChem CID	108003;
UNII	133DU2F2VS;
CompTox Dashboard (EPA)	DTXSID6022395 ;
	InChI InChI=1S/C18H24O5/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/h10-12,20-21H,2-9H2,1H3/t12-/m0/s1 Key: APJDQUGPCJRQRJ-LBPRGKRZSA-N;
	SMILES O=C1O[C@H](CCCC(=O)CCCCCc2cc(O)cc(O)c12)C;
Properties
Chemical formula	C18H24O5
Molar mass	320.385 g·mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H312, H315, H319, H332, H335, H351
Precautionary statements	P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Zearalanone (ZAN) is a semi-synthetic mycoestrogen that is a derivative of zearalenone (ZEN).^[1] Zearalanone is extracted from medical herbs and edible herbs alone with other substance called aflatoxins in the same time by a specific immunoaffinity column. Zearalanone has six analog. They are ZEN, zearalanone, α-zeralanol, β-zeralanol, α-zearalenol, and β-zearalenol.^[2]

References

^ Drzymala; et al. (April 28, 2012). "(3S)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10,11,12-octahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione (zearalanone) monohydrate". Acta Crystallogr E. 68 (5): o1577. doi:10.1107/S1600536812018168. PMC 3344672. PMID 22590434.
^ Sun, Shujuan (August 2018). "Determination of aflatoxin and zearalenone analogs in edible and medicinal herbs using a group-specific immunoaffinity column coupled to ultra-high-performance liquid chromatography with tandem mass spectrometry". Journal of Chromatography B. 1092: 228–236. doi:10.1016/j.jchromb.2018.06.012. PMID 29909149. S2CID 49315708.

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[1] Drzymala; et al. (April 28, 2012). "(3S)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10,11,12-octahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione (zearalanone) monohydrate". Acta Crystallogr E. 68 (5): o1577. doi:10.1107/S1600536812018168. PMC 3344672. PMID 22590434.

[2] Sun, Shujuan (August 2018). "Determination of aflatoxin and zearalenone analogs in edible and medicinal herbs using a group-specific immunoaffinity column coupled to ultra-high-performance liquid chromatography with tandem mass spectrometry". Journal of Chromatography B. 1092: 228–236. doi:10.1016/j.jchromb.2018.06.012. PMID 29909149. S2CID 49315708.

[1]

[2]

See also

References