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Z0292

Sigma-Aldrich

α-Zearalanol

~98% (HPLC)

Synonym(s):

2,4-Dihydroxy-6-(6α,10-dihydroxyundecyl)benzoic acid μ-lactone

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About This Item

Empirical Formula (Hill Notation):
C18H26O5
CAS Number:
26538-44-3
Molecular Weight:
322.40
EC Number:
247-769-0
MDL number:
MFCD00083519
UNSPSC Code:
12352200
PubChem Substance ID:
24902163
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

sterility

non-sterile

Assay

~98% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

UHPLC: suitable

solubility

methanol: 1.96-2.04 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-GXTWGEPZSA-N

Pictograms

CorrosionHealth hazard
GHS05,GHS08

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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C Mastri et al.
Journal of steroid biochemistry, 23(3), 279-289 (1985-09-01)
It is now well established that the mycotoxin zearalenone and some of its derivatives possess oestrogenic activity. In the present study, the binding characteristics of [3H]zearalanol (P-1496) to different classes of sites including [1] the oestrogen receptor, [2] the higher
Angela Filannino et al.
Reproductive biology and endocrinology : RB&E, 9, 134-134 (2011-10-06)
The aim of this study was to investigate the in vitro effects of the Fusarium fungus-derived mycotoxin, zearalenone and its derivatives alpha-zearalenol and beta-zearalenol on motility parameters and the acrosome reaction of stallion sperm. Since the toxic effects of zearalenone
Shen Qu et al.
Environmental science & technology, 46(24), 13202-13211 (2012-11-21)
Trenbolone acetate, melengestrol acetate, and zeranol are synthetic hormones extensively used as growth promoters in animal agriculture, yet despite occurrence in water and soil little is known about their environmental fate. Here, we establish the time scales and mechanisms by
A Pazaiti et al.
International journal of clinical practice, 66(1), 28-36 (2011-12-08)
Zearalenone (ZEN) is a non-steroidal mycoestrogen that widely contaminates agricultural products. ZEN and its derivatives share similar molecular mechanisms and activity with estrogens and interact with ERα and ERβ leading to changes in the reproductive system in both animals and
Stefanie C Fleck et al.
Toxicology letters, 210(1), 9-14 (2012-01-31)
α-Zearalanol (α-ZAL, zeranol) is a highly estrogenic macrocyclic β-resorcylic acid lactone, which is used as a growth promotor for cattle in various countries. We have recently reported that α-ZAL and its major metabolite zearalanone (ZAN) are hydroxylated at the aromatic
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