ChemicalBook > CAS DataBase List > Zeranol

Zeranol

Product Name
Zeranol
CAS No.
26538-44-3
Chemical Name
Zeranol
Synonyms
p1496;ralone;ralgro;mk-188;CS-838;ralabol;ZERANOL;zearanol;frideron;a-Zeranol
CBNumber
CB1232523
Molecular Formula
C18H26O5
Formula Weight
322.4
MOL File
26538-44-3.mol
More
Less

Zeranol Property

Melting point:
182-184°C
alpha 
D +46.3° (c = 1.0 in methanol)
Boiling point:
381.01°C (rough estimate)
Density 
1.0919 (rough estimate)
refractive index 
1.6120 (estimate)
Flash point:
2℃
storage temp. 
-20°C
pka
8.08±0.60(Predicted)
Stability:
Hygroscopic
CAS DataBase Reference
26538-44-3
EPA Substance Registry System
Zeranol (26538-44-3)
More
Less

Safety

Hazard Codes 
T,Xn,F
Risk Statements 
60-36/37/38-36-20/21/22-11
Safety Statements 
53-36/37/39-45-36/37-16
RIDADR 
UN 1648 3 / PGII
WGK Germany 
3
RTECS 
DM2520000
Toxicity
LD50 in mice (mg/kg): 4400 i.p.; >40000 orally (Baldwin)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Z0292
Product name
α-Zearalanol
Purity
~98% (HPLC)
Packaging
1mg
Price
$89.8
Updated
2021/12/16
Sigma-Aldrich
Product number
35405
Product name
α-Zearalanol solution
Purity
10 μg/mL in acetonitrile, analytical standard
Packaging
1ml
Price
$651
Updated
2021/12/16
Sigma-Aldrich
Product number
Z0292
Product name
α-Zearalanol
Purity
~98% (HPLC)
Packaging
5mg
Price
$310
Updated
2020/08/18
Cayman Chemical
Product number
23424
Product name
α-Zearalanol
Purity
≥99%
Packaging
25mg
Price
$469
Updated
2021/12/16
Cayman Chemical
Product number
23424
Product name
α-Zearalanol
Purity
≥99%
Packaging
5mg
Price
$125
Updated
2021/12/16
More
Less

Zeranol Chemical Properties,Usage,Production

Chemical Properties

Off-White to Tan

Originator

Ralone,I.C.I. ,Italy ,1975

Uses

α-Zearalanol is a minor analogue of the zearalenone family of resorcinyl macrocyclic lactones, produced by several species of Fusarium. Like the other zearalenones, α-zearalanol exhibits estrogenic activity in animals. The potency of α-zearalanol, generically known as zeranol, lead to its commercial development as a growth promotant in livestock.

Uses

Animal growth promotant. Anabolic. Controlled substance

Manufacturing Process

A spore sand culture containing Gibberella zeae (Gordon) NRR L-2830 was aseptically placed in a sterile tube containing 15 ml of Czapek's-Dox solution and a small amount of agar. This medium was then incubated for about 168 hours at approximately 25°C. At the end of the incubation period, the medium was washed with 5 ml of sterile deionized water and transferred to a sterile tube containing 45 ml of Czapek's-Dox solution. The contents of the tube were then incubated for about 96 hours at about 25°C after which the material was available for use in inoculation of a fermentation medium.
To a 2-liter flask were added 300 g of finely divided corn. The flask and its contents were then sterilized and after sterilization 150 ml of sterile deionized water were added. To the mixture in the flask were then added 45 ml of the inoculum prepared by the process and the material was thoroughly mixed. The mixed material was then incubated for about 20 days at 25°C in a dark room in a water-saturated atmosphere. The following illustrates the recovery of the anabolic substance from the fermentation medium.
A 300 g portion of fermented material was placed in 500 ml of deionized water and slurried. The slurry was then heated for about 15 minutes at 75°C, 300 g of filter aid were then added and the material was filtered. The solid filtered material containing the anabolic substance was then air dried, and 333 g of the dried cake were then extracted with 500 ml of ethanol. This procedure was repeated three more times. The ethanol extract was then dried under vacuum to give 6.84 g of solid material. This solid material was then dissolved in 20 ml of chloroform and extracted with 30 ml of an aqueous solution containing 5% by weight of sodium carbonate having an adjusted pH of about 11.2. The extraction process was repeated seven more times. The pH of the sodium carbonate extract was then adjusted to 6.2 with hydrochloric acid, to yield an anabolic substance containing precipitate. The precipitate and the aqueous sodium carbonate extract were then each in turn extracted with 75 ml of ethyl ether. This procedure was repeated three more times to yield a light yellow ethereal solution, which was then dried to yield 116 mg of solid anabolic substance. This material was then subjected to multiple transfer countercurrent distribution using 100 tubes and a solvent system consisting of two parts chloroform and two parts methanol and one part water as the upper phase, all parts by volume. The solid material obtained from the multiple transfer counter-current distribution was then tested for physiological activity according to the well-known mouse-uterine test. The fermentation estrogenic substance produced has the formula:
Tetrahydro F.E.S. was produced by dissolving 0.5 g F.E.S. in 200 ml of ethanol. The F.E.S. was reduced by contacting the solution with hydrogen for 3 hours at 30°C and 1,000 psi using 2 g of Raney nickel as a catalyst. After filtering and concentrating the reaction mixture, the product was washed with 2 to 3 ml of 2-nitropropane and crystallized. It was found to have a melting point from 143°C to 160°C.

brand name

Ralabol (Pitman-Moore); Ralgro (Pitman-Moore).

Therapeutic Function

Estrogen

General Description

White fluffy powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Zeranol is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition Zeranol emits acrid smoke and irritating fumes.

Fire Hazard

Flash point data for Zeranol are not available; however, Zeranol is probably combustible.

Safety Profile

An experimental teratogen. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Zeranol Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Zeranol Suppliers

BEST-REAGENT
Tel
400-1166-196;028-84555506- ;028-84555506-
Email
cdhxsj@163.com;1955352637@qq.com;cdhxsj@163.com
Country
China
ProdList
11718
Advantage
57
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
028-85911938-
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9750
Advantage
55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-62063333-1
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
24980
Advantage
65
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10657
Advantage
60
ChemStrong Scientific Co.,Ltd
Tel
0755-66853366-
Email
sales@chem-strong.com
Country
China
ProdList
26481
Advantage
56
Chizhou Kailong Import and Export Trade Co., Ltd.
Tel
Please Email
Fax
-
Email
xg01_gj@163.com
Country
China
ProdList
9550
Advantage
50
Sigma-Aldrich
Tel
021-61415566- ;
Email
orderCN@merckgroup.com;orderCN@merckgroup.com
Country
China
ProdList
50837
Advantage
80
Codow Chemical Co.,Ltd.
Tel
1862-009-9427
Fax
+86-20-62619665
Email
amy@howeipharm.com
Country
China
ProdList
18949
Advantage
55
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312824-
Fax
QQ:3008007432
Email
3008007432@qq.com
Country
China
ProdList
30311
Advantage
60
Qingdao IniKem BioPharmaTech Co.,Ltd
Fax
-
Email
sales@inikem.com;sales@inikem.com
Country
China
ProdList
247
Advantage
55

26538-44-3, ZeranolRelated Search:


  • (3S,7R)-3,4,5,6,7,8,9,10,11,12-Decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one solution
  • 2,4-Dihydroxy-6-(6α,10-dihydroxyundecyl)benzoic acid μ-lactone solution
  • ZERANOL
  • (3s,7x)-hydroxy-3-methyl
  • ralabol
  • ralgro
  • ralone
  • zearanol
  • (3S,7R)-3,4,5,6,7,8,9,10,11,12-Decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one
  • 6-(6,10-Dihydroxyundecyl)-b-resorcylic Acid Lactone
  • a-Zeranol
  • 1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S,7R)-
  • 1h-2-benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-tri(3s,7x)-hydroxy-3- methyl
  • ZERANOLSTANDARD
  • ALPHA-ZEARALANOL
  • 2,4-DIHYDROXY-6-[6ALPHA,10-DIHYDROXY-UNDECYL]BENZOIC ACID MICRO-LACTONE
  • 6-(6,10-Dihydroxyundecyl)-β-resorcylic acid lactone
  • [3s-(3theta,7s)]-hydroxy-3-methyl
  • 1h-2-benzoxacyclotetradecin-1-one,3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-tri
  • 6-(6,10-dihydroxyundecyl)-beta-resorcylicacid,mu-lactone
  • a-zearalanol
  • frideron
  • mk-188
  • p1496
  • 2,4-Dihydroxy-6-(6α,10-dihydroxyundecyl)benzoic acid μ-lactone
  • 2,4-Dihydroxy-6-(6a,10-dihydroxyundecyl)benzoic acid 10-lactone
  • α-Zearalanol Solution
  • THFES(HM)
  • α-Zearalanol,2,4-Dihydroxy-6-(6α,10-dihydroxyundecyl)benzoic acid μ-lactone
  • Ralgro, Zearanol, Zeranol, alpha-Zearalanol, alpha-Zeranol
  • Zearalanol, alpha-
  • (7R,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one
  • (55331-29-8) zeranol
  • Zeranol (α-Zearalanol)
  • CS-838
  • Zeranol (alpha-Zearalanol)
  • α-Zeranol (1.0mg/ml in Acetonitrile)
  • alpha-Zearalanol solution
  • α-Zearalanol Solution in Acetonitrile, 100μg/mL
  • α-Zeranol
  • α-Zearalanol
  • 26538-44-3
  • C18H26O5
  • Aromatics
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals