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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

Signal Word

Danger

Hazard Statements

H314,H361d

Hazard Classifications

Repr. 2 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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