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26538-44-3

26538-44-3 structure
26538-44-3 structure
  • Name: Zeranol
  • Chemical Name: (7R,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one
  • CAS Number: 26538-44-3
  • Molecular Formula: C18H26O5
  • Molecular Weight: 322.396
  • Catalog: analytical chemistry Standard Food and cosmetics standards
  • Create Date: 2018-07-22 23:05:38
  • Modify Date: 2026-07-04 13:14:07
  • 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].
Name (7R,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one
Synonyms ZERANOL
α-Zealanol Solution in Acetonitrile, 100μg/mL
α-Zealanol,Zeranol
α-Zealanol,2,4-Dihydroxy-6-(6α,10-dihydroxyundecyl)benzoic acid μ-lactone
6-(6,10-dihydroxyundecyl)-beta-resorcylicacid,mu-lactone
1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S,7R)
(55-8) zeranol
Zeranol (alpha-Zealanol)
alpha-Zealanol 10.0 μg/ml Acetonitrile
α-Zealanol Solution
zeanol
MFCD00083519
2,4-Dihydroxy-6-(6α,10-dihydroxyundecyl)benzoic acid μ-lactone
a-Zeranol
[3s-(3theta,7s)]-hydroxy-3-methyl
ALPHA-ZEALANOL
frideron
6-(6,10-Dihydroxyundecyl)-β-resorcylic Acid μ-Lactone
2,4-Dihydroxy-6-(6α,10-dihydroxyundecyl)benzoic acid μ-lactone solution
p1496
Ralgro
ZERANOLSTANDD
(3S,7R)-3,4,5,6,7,8,9,10,11,12-Decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one
Zealanol, alpha
(3S,7R)-7,14,16-Trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one
ralone
1h-2-benzoxacyclotetradecin-1-one,3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-tri
mk-188
THFES(HM)
Ralone
Zeranol(α-Zealanol)
α-Zeranol
ralo
6-(6,10-Dihydroxyundecyl)-b-resorcylic Acid Lactone
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
a-Zealanol in Acetonitrile
(3S,7R)-3,4,5,6,7,8,9
Zealanol(α)
alpha-Zealanol solution
a-Zearalanol
2,4-DIHYDROXY-6-[6ALPHA,10-DIHYDROXY-UNDECYL]BENZOIC ACID MICRO-LACTONE
α-zearalanol
α-Zealanol
Zeranol (α-Zealanol)
6-(6,10-DIHYDROXYUNDECYL)-β-RESORCYLIC ACID y-LACTONE
α-Zeranol (1.0mg/ml in Acetonitrile)
Ralabol
(3s,7x)-hydroxy-3-methyl
Ralo, Zeanol, Zeranol, alpha-Zealanol, alpha-Zeranol
EINECS 247-769-0
6-(6,10-Dihydroxyundecyl)-β-resorcylic acid lactone
a-zealanol
ZeranolQ: What is Zeranol Q: What is the CAS Number of Zeranol Q: What is the storage condition of Zeranol Q: What e the applications of Zeranol
alpha-Zeranol 10 μg/mL in Acetonitrile
D5-Zeranol (D5-alpha-Zealanol)
ralabol
2,4-Dihydroxy-6-(6a,10-dihydroxyundecyl)benzoic acid 10-lactone
(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
(7R,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1,15,17-trien-13-one
Zearalanol
Zearanol
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.
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
Storage condition -20°C

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
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
17924-92-4 structure

17924-92-4

~45%

26538-44-3 structure

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 ;
106315-76-8 structure

106315-76-8

~83%

26538-44-3 structure

26538-44-3

Literature: Snatzke; Angeli; Decorte; et al. Helvetica Chimica Acta, 1986 , vol. 69, # 3 p. 734 - 748
34297-69-3 structure

34297-69-3

~%

26538-44-3 structure

26538-44-3

Literature: Snatzke; Angeli; Decorte; et al. Helvetica Chimica Acta, 1986 , vol. 69, # 3 p. 734 - 748
325142-22-1 structure

325142-22-1

~%

42422-68-4 structure

42422-68-4

26538-44-3 structure

26538-44-3

Literature: Gelo, Mirjana; Sunjic, Vitomir Tetrahedron, 1992 , vol. 48, # 31 p. 6511 - 6520
37786-44-0 structure

37786-44-0

~%

42422-68-4 structure

42422-68-4

26538-44-3 structure

26538-44-3

Literature: Gelo, Mirjana; Sunjic, Vitomir Tetrahedron, 1992 , vol. 48, # 31 p. 6511 - 6520
36455-72-8 structure

36455-72-8

~%

26538-44-3 structure

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
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