Zeranol

Modify Date: 2025-08-23 18:03:30

Zeranol Structure
Zeranol structure
Common Name Zeranol
CAS Number 26538-44-3 Molecular Weight 322.396
Density 1.2±0.1 g/cm3 Boiling Point 576.0±50.0 °C at 760 mmHg
Molecular Formula C18H26O5 Melting Point 178 - 185ºC
MSDS Chinese USA Flash Point 207.9±23.6 °C
Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger

 Use of Zeranol


Zeranol, a metabolite of the mycoestrogen zearalenone, is an estrogen receptor agonist. Zeranol is used as a growth promoter of livestock due to its strong estrogenic activity[1][2].

 Names

Name (7R,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one
Synonym More Synonyms

 Zeranol Biological Activity

Description Zeranol, a metabolite of the mycoestrogen zearalenone, is an estrogen receptor agonist. Zeranol is used as a growth promoter of livestock due to its strong estrogenic activity[1][2].
Related Catalog
In Vitro Zeranol exerts dose-dependent biphasic effects on ER-positive human breast carcinoma cells, accelerating cell growth at low concentrations and inducing apoptosis at high concentrations[2].
References

[1]. Kennedy DG, et al. Zeranol is formed from Fusarium spp. toxins in cattle in vivo. Food Addit Contam. 1998 May-Jun;15(4):393-400.

[2]. Yuri T, et al. Biphasic effects of zeranol on the growth of estrogen receptor-positive human breast carcinoma cells. Oncol Rep. 2006 Dec;16(6):1307-12.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 576.0±50.0 °C at 760 mmHg
Melting Point 178 - 185ºC
Molecular Formula C18H26O5
Molecular Weight 322.396
Flash Point 207.9±23.6 °C
Exact Mass 322.178009
PSA 86.99000
LogP 3.86
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.536
InChIKey DWTTZBARDOXEAM-GXTWGEPZSA-N
SMILES CC1CCCC(O)CCCCCc2cc(O)cc(O)c2C(=O)O1
Storage condition -20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DM2520000
CHEMICAL NAME :
1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3 - methyl-, (3S,7X)-
CAS REGISTRY NUMBER :
26538-44-3
LAST UPDATED :
199712
DATA ITEMS CITED :
14
MOLECULAR FORMULA :
C18-H26-O5
MOLECULAR WEIGHT :
322.44
WISWESSER LINE NOTATION :
T6-14- GVO&TJ CQ EQ I1 MQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
52 mg/kg
SEX/DURATION :
female 6-18 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - stillbirth Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive) Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
52 mg/kg
SEX/DURATION :
female 6-18 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - parturition
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
52 mg/kg
SEX/DURATION :
female 6-18 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
52 mg/kg
SEX/DURATION :
female 6-18 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Newborn - live birth index (measured after birth)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
7 mg/kg
SEX/DURATION :
female 10-16 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Effects on Newborn - live birth index (measured after birth)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
2100 ug/kg
SEX/DURATION :
female 10-16 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - stillbirth
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
300 mg/kg
SEX/DURATION :
female 9-10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Newborn - live birth index (measured after birth) Reproductive - Effects on Newborn - sex ratio
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
300 ug/kg
SEX/DURATION :
female 9-10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - delayed effects
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
12 mg/kg
SEX/DURATION :
female 4-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - uterus, cervix, vagina Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Implant
DOSE :
72 ug/kg
SEX/DURATION :
male 26 week(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - testes, epididymis, sperm duct
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Implant
DOSE :
72 ug/kg
SEX/DURATION :
male 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Paternal Effects - testes, epididymis, sperm duct

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
750 mg/kg
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 261,181,1991

 Safety Information

Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger
Hazard Statements H225-H302-H312-H319-H332
Precautionary Statements P210-P280-P305 + P351 + P338
Personal Protective Equipment Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes T:Toxic;
Risk Phrases R60;R36/37/38
Safety Phrases S53-S36/37/39-S45
RIDADR UN 1648 3 / PGII
WGK Germany 3
RTECS DM2520000

 Synthetic Route

~45%

Zeranol Structure

Zeranol

CAS#:26538-44-3

Literature: INTERVET INTERNATIONAL B.V.; BETHELL, John, Richard; REID, Gary, Robert; AFFLECK, Krista, Marie; BREINING, Tibor Patent: WO2010/115478 A1, 2010 ; Location in patent: Page/Page column 22 ;

~83%

Zeranol Structure

Zeranol

CAS#:26538-44-3

Literature: Snatzke; Angeli; Decorte; et al. Helvetica Chimica Acta, 1986 , vol. 69, # 3 p. 734 - 748

~%

Zeranol Structure

Zeranol

CAS#:26538-44-3

Literature: Snatzke; Angeli; Decorte; et al. Helvetica Chimica Acta, 1986 , vol. 69, # 3 p. 734 - 748

~%

Zeranol Structure

Zeranol

CAS#:26538-44-3

Literature: Gelo, Mirjana; Sunjic, Vitomir Tetrahedron, 1992 , vol. 48, # 31 p. 6511 - 6520

~%

Zeranol Structure

Zeranol

CAS#:26538-44-3

Literature: Gelo, Mirjana; Sunjic, Vitomir Tetrahedron, 1992 , vol. 48, # 31 p. 6511 - 6520

~%

Zeranol Structure

Zeranol

CAS#:26538-44-3

Literature: Hellwig, Veronika; Mayer-Bartschmid, Anke; Mueller, Hartwig; Greif, Gisela; Kleymann, Gerald; Zitzmann, Werner; Tichy, Hans-Volker; Stadler, Marc Journal of Natural Products, 2003 , vol. 66, # 6 p. 829 - 837

 Articles33

More Articles
Simultaneous determination of six resorcylic acid lactones in feed using liquid chromatography-tandem mass spectrometry and multi-walled carbon nanotubes as a dispersive solid phase extraction sorbent.

J. Chromatogr. A. 1307 , 41-8, (2013)

A simple and cost-effective pre-treatment procedure was developed for six resorcylic acid lactones (RALs) in feed using dispersive solid phase extraction (dSPE) with multi-walled carbon nanotubes (MWC...

Effect of zeranol on expression of apoptotic and cell cycle proteins in murine placentae.

Toxicology 314(1) , 148-54, (2013)

Mycotoxins are chemicals produced by fungus and many of them are toxic to humans. Zeranol is a mycotoxin used to promote growth in cattle in North America; yet such a practice draws concern about the ...

Resorcylic acid lactones with cytotoxic and NF-κB inhibitory activities and their structure-activity relationships.

J. Nat. Prod. 74 , 1126-31, (2011)

As part of our ongoing investigation of filamentous fungi for anticancer leads, an active fungal extract was identified from the Mycosynthetix library (MSX 63935; related to Phoma sp.). The initial ex...

 Synonyms

EINECS 247-769-0
1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S,7R)-
6-(6,10-Dihydroxyundecyl)-β-resorcylic Acid μ-Lactone
(3S,7R)-3,4,5,6,7,8,9
a-Zearalanol
Zeranol
Ralgro
(3S,7R)-3,4,5,6,7,8,9,10,11,12-Decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one
(3S,7R)-7,14,16-Trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one
α-zearalanol
MFCD00083519
Ralone
Zearalanol
Ralabol
Zearanol
The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.
Top Suppliers:I want be here





Get all suppliers and price by the below link:

Zeranol suppliers

Zeranol price