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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)
A Laganá et al.
Rapid communications in mass spectrometry : RCM, 15(4), 304-310 (2001-02-27)
An analytical procedure that enables routine analysis for trace determination of six anabolic macrocyclic lactones (zearalenone, alpha- and beta-zearalenol, zearalanone, zeranol, and taleranol) in sewage treatment plant (STP) samples has been developed. The method uses solid-phase extraction, followed by high-performance
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
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
D J Everett et al.
Journal of toxicology and environmental health, 20(4), 435-443 (1987-01-01)
Uterotrophic response in sexually immature female rats has been used to rank the relative estrogenic potencies of six resorcylic acid lactones (RALs) and to compare their activities with that of 17 beta-estradiol. On oral administration, the estrogenic potency relative to
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