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Z0417

Sigma-Aldrich

β-Zearalanol

~98% (HPLC)

Synonym(s):

2,4-Dihydroxy-6-(6β,10-dihydroxyundecyl]benzoic acid μ-lactone

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About This Item

Empirical Formula (Hill Notation):
C18H26O5
CAS Number:
42422-68-4
Molecular Weight:
322.40
MDL number:
MFCD00151077
UNSPSC Code:
12352200
PubChem Substance ID:
24902165
NACRES:
NA.77

sterility

non-sterile

Quality Level

200

assay

~98% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

availability

not available in Canada

solubility

methanol: 19.60-20.40 mg/mL, clear, colorless to faintly yellow

shipped in

ambient

storage temp.

−20°C

SMILES string

C[C@H]1CCC[C@@H](O)CCCCCc2cc(O)cc(O)c2C(=O)O1

InChI

1S/C18H26O5/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/h10-12,14,19-21H,2-9H2,1H3/t12-,14-/m0/s1

InChI key

DWTTZBARDOXEAM-JSGCOSHPSA-N

Gene Information

rat ... Ar(24208)

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

Hazard Classifications

Repr. 2 - Skin Corr. 1B

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Zearalenones: characterization of the estrogenic potencies and receptor interactions of a series of fungal beta-resorcylic acid lactones.
B S Katzenellenbogen et al.
Endocrinology, 105(1), 33-40 (1979-07-01)
T M Chichila et al.
Journal of analytical toxicology, 12(6), 310-318 (1988-11-01)
Bovine tissues, including liver, muscle, kidney, bile, serum, and urine, have been quantified by selected ion monitoring capillary gas chromatography/mass spectrometry to establish the distribution of the anabolic drug, zeranol, and its metabolites, taleranol and zearalanone, after administration of zeranol
G F Bories et al.
Drug metabolism and disposition: the biological fate of chemicals, 19(1), 140-143 (1991-01-01)
Biochemical evidence is given of alpha-zearalanol (zeranol), zearalanone, and beta-zearalanol (taleranol) glucurono- and sulfoconjugation in the rat and pig. It is based on the use of liver microsomal and cytosolic fractions, incubation with labeled endogenous coupling substrates, i.e. UDP-glucuronic acid
Guglielmo Dusi et al.
Analytica chimica acta, 637(1-2), 47-54 (2009-03-17)
The presence of zeranol (alpha-zearalanol) in urine samples due to natural contamination or illegal treatment is under debate within the European Union. The simultaneous determination of zeranol, its epimer taleranol (beta-zearalanol), zearalanone and the structurally related mycotoxin zearalenone with the
Erika Pfeiffer et al.
Molecular nutrition & food research, 55(4), 560-567 (2011-04-05)
Zearalenone (ZEN) and α-zearalanol (α-ZAL, zeranol) were studied in differentiated Caco-2 cells and in the Caco-2 Millicell® system in vitro to simulate their in vivo intestinal absorption and metabolism in humans. In addition to metabolic reduction/oxidation, extensive conjugation with glucuronic
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