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Substance Name: Diethylstilbestrol [USP:INN:BAN]
RN: 56-53-1
UNII: 731DCA35BT
InChIKey: RGLYKWWBQGJZGM-ISLYRVAYSA-N

Note

  • A synthetic nonsteroidal estrogen used in the treatment of menopausal and postmenopausal disorders. It was also used formerly as a growth promoter in animals. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), diethylstilbestrol has been listed as a known carcinogen. (Merck, 11th ed)

Molecular Formula

  • C18-H20-O2

Molecular Weight

  • 268.354
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Carcinogens
  • Drug / Therapeutic Agent
  • Estrogen
  • Estrogens
  • Estrogens, Non-Steroidal
  • Hormone
  • Hormones
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Mutation Data
  • Natural Product
  • Noxae
  • Reproductive Effect
  • TSCA Flag S (Substance is Identified in a Proposed or Final SNUR (Significant New Use Rule) under TSCA)
  • Tumor Data

Superlist Classification Codes

  • Known to be a Carcinogen
  • Overall Carcinogenic Evaluation: Group 1
  • Reportable Quantity (RQ) = 1 lb

Names and Synonyms

Name of Substance

  • Diethylstilbestrol
  • Diethylstilbestrol [USP:INN:BAN]

MeSH Heading

  • Diethylstilbestrol

Synonyms

  • (E)-3,4-Bis(4-hydroxyphenyl)-3-hexene
  • (E)-4,4'-(1,2-Diethyl-1,2-ethenediyl)bisphenol
  • (E)-Diethylstilbestrol
  • 4,4'-Dihydroxy-alpha,beta-diethylstilbene
  • 4,4'-Dihydroxydiethylstilbene
  • 4,4'-Stilbenediol, alpha,alpha'-diethyl-, (E)-
  • 4-06-00-06856 (Beilstein Handbook Reference)
  • Acnestrol
  • Agostilben
  • alpha,alpha'-Diethyl-(E)-4,4'-stilbenediol
  • alpha,alpha'-Diethylstilbenediol
  • Antigestil
  • Bio-des
  • BRN 2056095
  • Bufon
  • CCRIS 240
  • Climaterine
  • Comestrol
  • Comestrol estrobene
  • Cyren
  • Cyren A
  • Dawe's destrol
  • DEB
  • DES
  • DES (synthetic estrogen)
  • Desma
  • Di-Estryl
  • Diaethylstilboestrolum
  • Diastyl
  • Dibestrol
  • Dibestrol '2' premix
  • DiBestrol 2 Premix
  • Dicorvin
  • Diethylstilbesterol
  • Diethylstilbestrol
  • Diethylstilbestrolum
  • Diethylstilbestrolum [INN-Latin]
  • Diethylstilboesterol
  • Dietilestilbestrol
  • Dietilestilbestrol [INN-Spanish]
  • Dietilestilbestrol [Spanish]
  • Dietilstilbestrolo
  • Dietilstilbestrolo [DCIT]
  • Distilbene
  • Domestrol
  • Dyestrol
  • E-Diethylstilbestrol
  • EINECS 200-278-5
  • Estilbin MCO
  • Estrobene
  • Estromenin
  • Estrosyn
  • Fonatol
  • Grafestrol
  • Gynopharm
  • Hi-Bestrol
  • HSDB 3060
  • Idroestril
  • Iscovesco
  • Makarol
  • Menostar
  • Menostilbeen
  • MG 137
  • Micrest
  • Microest
  • Milestrol
  • Neo-oestranol I
  • NSC-3070
  • Oekolp
  • Oestrogenine
  • Oestrol vetag
  • Oestromenin
  • Oestromensil
  • Oestromensyl
  • Oestromienin
  • Oestromon
  • Pabestrol
  • Palestrol
  • Percutatrine oestrogenique iscovesco
  • Phenol 4,4'-(1,2-diethyl-1,2-ethenediyl)bis-, (E)-
  • Protectona
  • RCRA waste number U089
  • Rumestrol 1
  • Rumestrol 2
  • Sedestran
  • Serral
  • Sexocretin
  • Sibol
  • Sintestrol
  • Stibilium
  • Stil
  • Stil-Rol
  • Stilbestrol
  • Stilbestrol, diethyl-
  • Stilbestrone
  • Stilbetin
  • Stilboefral
  • Stilboestroform
  • Stilboestrol
  • Stilbofolin
  • Stilbol
  • Stilkap
  • Synestrin
  • Synthoestrin
  • Synthofolin
  • Syntofolin
  • Tampovagan
  • Tampovagan stilboestrol
  • trans-4,4'-(1,2-Diethyl-1,2-ethenediyl)bisphenol
  • Tylosterone
  • UNII-731DCA35BT
  • Vagestrol

Systematic Names

  • 4,4'-Stilbenediol, alpha,alpha'-diethyl-, (E)- (8CI)
  • Diethylstilbestrol
  • Phenol 4,4'-(1,2-diethyl-1,2-ethenediyl)bis-, (E)-
  • Phenol, 4,4'-((1E)-1,2-diethyl-1,2-ethenediyl)bis-

Superlist Names

  • DES
  • Diethylstilbestrol
  • Diethylstilbestrol [Nonsteroidal oestrogens]
  • Phenol, 4,4'-(1,2-diethyl-1,2-ethenediyl)bis-, (E)-
  • RCRA waste no. U089

Registry Numbers

CAS Registry Number

  • 56-53-1

FDA UNII

  • 731DCA35BT

Other Registry Numbers

  • 8026-45-7
  • 8028-09-9
  • 8030-34-0
  • 8049-42-1
  • 8053-00-7

Related Registry Number

  • 63528-82-5 (di-hydrochloride salt)

System Generated Number

  • 0000056531

Structure Descriptors

InChI

1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17+

InChIKey

RGLYKWWBQGJZGM-ISLYRVAYSA-N

Smiles

C(=C(\c1ccc(O)cc1)CC)(\c1ccc(O)cc1)CC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo skin 60ug/kg/14D (0.06mg/kg) SKIN AND APPENDAGES (SKIN): BREAST: OTHER American Industrial Hygiene Association Journal. Vol. 20, Pg. 469, 1959.
mouse LD50 intraperitoneal 538mg/kg (538mg/kg)   Drugs of the Future. Vol. 8, Pg. 413, 1983.
mouse LD50 intravenous 300mg/kg (300mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 666, 1968.
mouse LD50 oral > 3gm/kg (3000mg/kg)   Drugs of the Future. Vol. 8, Pg. 413, 1983.
mouse LDLo subcutaneous 500mg/kg (500mg/kg)   Klinische Wochenscrift. Vol. 18, Pg. 156, 1939.
rat LD50 intraperitoneal 34mg/kg (34mg/kg)   Toxicology and Applied Pharmacology. Vol. 24, Pg. 142, 1973.
rat LD50 oral > 3gm/kg (3000mg/kg)   Drugs of the Future. Vol. 8, Pg. 413, 1983.
women TDLo oral 375ug/kg/30D- (0.375mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: TOXIC PSYCHOSIS
American Journal of Psychiatry. Vol. 151, Pg. 1246, 1994.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 170.5 deg C   EXP
log P (octanol-water) 5.07 (none)   EXP
Water Solubility 12 mg/L 25 EXP
Vapor Pressure 1.41E-08 mm Hg 25 EST
Henry's Law Constant 5.80E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.75E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.