Zeranol
Zeranol
IUPAC name
(11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclooctadeca-1(14),15,17-trien-13-one
Other names
α-Zearalanol
Identifiers
CAS number
26538-44-3
PubChem
33534
SMILES
CC1CCCC(CCCCCC2=CC(=CC(=C2C(=O)O1)O)O)O
Properties
Molecular formula
C18H26O5
Molar mass
322.39604
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox references
Zeranol (α-Zearalanol) is a non-steroidal estrogen agonist. It is a mycotoxin, derived from fungi in the Fusarium family, and may be found as a contaminant in fungus-infected crops. It is 3-4x more potent as an estrogen agonist than the related compound zearalenone.
References
- ^ Mirocha CJ, Schauerhamer B, Christensen CM, Niku-Paavola ML, Nummi M. Incidence of zearalenol (Fusarium mycotoxin) in animal feed. Applied and Environmental Microbiology. 1979 Oct;38(4):749-50. PMID 161492
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Toxins (enterotoxin/neurotoxin/hemotoxin/cardiotoxin)
Bacterial toxins
Exotoxin
gram positive bacilli: clostridium (Tetanospasmin, Clostridium perfringens alpha toxin, Clostridium perfringens enterotoxin, Botulinum toxin) · Anthrax toxin · Listeriolysin O
gram positive cocci: Streptolysin · Staphylococcus aureus alpha/beta/delta · Exfoliatin · Leukocidin (Panton-Valentine leukocidin) · Toxic shock syndrome toxin · SEB
actinobacteria: Cord factor · Diphtheria toxin
gram negative proteobacteria: Shiga toxin · Shiga-like toxin (E. coli) · Cholera toxin · Pertussis toxin
general: Pore forming toxins · Heat-stable enterotoxin/Heat-labile enterotoxin
Endotoxin
Lipopolysaccharide (Lipid A) · Bacillus thuringiensis delta endotoxin
Virulence factor
Clumping factor A · Fibronectin binding protein A
Mycotoxins
Aflatoxin · Amatoxin (Alpha-amanitin, Beta-amanitin, Gamma-amanitin) · Citrinin · Cytochalasin · Fumonisin (Fumonisin B1, Fumonisin B2) · Gliotoxin · Ibotenic acid · Muscimol · Ochratoxin · Patulin · Sterigmatocystin · Trichothecene · Zeranol · Zearalenone
Invertebrates
arthropod: scorpion (Charybdotoxin, Maurotoxin, Agitoxin, Margatoxin, Slotoxin, Scyllatoxin, Hefutoxin) · Latrotoxin (Alpha-latrotoxin) · Stromatoxin
mollusk: Conotoxin · Eledoisin · Onchidal · Saxitoxin
Vertebrates
fish: Ciguatera · Tetrodotoxin
amphibian: (+)-Allopumiliotoxin 267A · Batrachotoxin · Bufotoxins (Arenobufagin, Bufotalin, Bufotenin · Cinobufagin, Marinobufagin) · Epibatidine · Histrionicotoxin · Pumiliotoxin 251D · Tarichatoxin
reptile: Bungarotoxin (Alpha-Bungarotoxin, Beta-Bungarotoxin) · Calciseptine · Taicatoxin · Calcicludine
note: some toxins are produced by lower species and pass through intermediate species
Sex hormones and related agents (primarily G03, also L02, H01C) – human endogenous in small caps
Progestogens/
progestins:
(receptor)
Agonist
PROGESTERONE · Dienogest · Desogestrel · Drospirenone · Dydrogesterone · Ethisterone · Etonogestrel · Ethynodiol diacetate · Gestodene · Gestonorone · Levonorgestrel · Lynestrenol · Medroxyprogesterone · Megestrol · Melengestrol · Norelgestromin · Norethisterone · Norethynodrel · Norgestimate · Norgestrel · Norgestrienone · Tibolone
SPRM
Asoprisnil · CDB-4124
Antiprogestogen
Mifepristone
Androgens:
(receptor)
Agonist
TESTOSTERONE · Androstanolone · Fluoxymesterone · Mesterolone · Methyltestosterone · see also Anabolic steroids
SARM
Andarine · BMS-564,929 · LGD-2226 · Ostarine · S-40503
5α-reductase inhibitors
Dutasteride · Finasteride
Antiandrogen
Bicalutamide · Cyproterone · Dienogest · Flutamide · Nilutamide · Spironolactone
Estrogens:
(receptor)
Agonist
ESTRADIOL · ESTRIOL · ESTRONE · Ethinylestradiol · Mestranol · Polyestradiol phosphate; nonsteroidal (Chlorotrianisene · Dienestrol · Fosfestrol · Diethylstilbestrol · Zeranol)
SERM
Afimoxifene · Arzoxifene · Bazedoxifene · Clomifene · Cyclofenil · Fulvestrant · Lasofoxifene · Raloxifene · Tamoxifen · Toremifene
Aromatase inhibitors
Aminoglutethimide · Anastrozole · Atamestane · Exemestane · Fadrozole · Formestane · Letrozole · Vorozole
Antiestrogen
Mepitiostane
Gonadotropins:
(FSHR/LHCGR)
Agonist
Menotropin · Urofollitropin
Antigonadotropin
Danazol · Gestrinone
GnRH:
(receptor)
Agonist
Buserelin · Goserelin · Histrelin · Leuprorelin · Nafarelin · Triptorelin
Antagonist
Abarelix · Cetrorelix · Ganirelix
Retrieved from “http://en.wikipedia.org/wiki/Zeranol”
Categories: Chemistry stubs | Mycotoxins