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Z0292

Sigma-Aldrich

α-Zearalanol

~98% (HPLC), powder, mycotoxin

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

product name

α-Zearalanol, ~98% (HPLC)

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

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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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
Hongfeng Wang et al.
The Journal of reproduction and development, 58(3), 338-343 (2012-03-27)
Alpha-Zearalenol (α-ZEA) is one of derivatives from Zearalenone (ZEA) which impacts mammalian reproduction and development. Previous studies have shown that pigs are sensitive to the estradiol-like effects of α-ZEA. However, the effect of α-ZEA for the early embryonic development has
Yilong Dong et al.
European journal of pharmacology, 670(2-3), 392-398 (2011-09-29)
Although favorable effects of estrogen replacement therapy on Alzheimer's disease on postmenopausal women have been recognized, an associated increased incidence of uterine and breast tumors has jeopardized the clinical use of estrogen. Phytoestrogen α-zearalanol (α-ZAL) is a reductive product of
Han-Yun Hsieh et al.
Journal of the science of food and agriculture, 92(6), 1230-1237 (2011-10-21)
Zeranol (Z) is a semi-synthetic mycotoxin that is used in some countries as a growth-promoting agent in livestock. In view of the known oestrogenic actions by Z and certain Z analogues, significant concerns exist with regard to the presence of
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
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