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Estriol ( CASNO:50-27-1 )

Identification and Related Records
Name:
Estriol
CAS Registry number:
50-27-1
Iupac name:
(8R,9S,13S,14S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,
17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
Synonyms:
1,3,5-Oestratriene-3beta,16alpha,17beta-triol
NSC-12169
1,3,5(10)-Estratriene-3,16-alpha,17beta-triol
(16.alpha.,17.beta.)-Oestra-1,3,5(10)-triene-3,16,17-triol
16.alpha.-Hydroxyestradiol
16.alpha.,17.beta.-Estriol
1,3,5-Estratriene-3beta,16alpha,17beta-triol
1,3, 5(10)-Estratriene-3,16.alpha., 17.beta.-triol
Estra-1,3,5(10)-triene-3,16,17-triol,(16R,17a)-
Estra-1,3,5(10)-trien-3, 16.alpha., 17.beta.-triol
16-alpha-Hydroxyoestradiol
16.alpha.-Estriol
16alpha-Hydroxy-17beta-estradiol
Triovex
Ovestrion
Oestra-1,3,5(10)-triene-3,16alpha,17beta-triol
3, 16.alpha.,17.beta.-Estriol
Synapause
Klimoral
Folicular hormone
16-alpha-Hydroxyestradiol
3,16.alpha., 17.beta.-Trihydroxy-1,3,5(10)-estratriene
Hemostyptanon
Estra-1,3,5(10)-triene-3,16,17-triol, (16alpha,17beta)-
Estra-1,3,5(10)-trien-3,16alpha,17beta-triol
Estriolo [Italian]
Tridestrin
Estra-1,3,5(10)-trien-3,16.alpha., 17.beta.-triol
3,16-alpha,17-beta-Oestriol
3,16-alpha,17-beta-Estriol
Oestra-1,3,5(10)-triene-3,16.alpha., 17.beta.-triol
Aacifemine
16.alpha.,17.beta.-Oestriol
Deuslon-A
Oestratriol
3,16alpha,17beta-Trihydroxy-1,3,5(10)-estratriene
3,16.alpha., 17.beta.-Trihydroxy-.delta.-1,3,5-oestratriene
16.alpha.-Hydroxyoestradiol
3,16alpha,17beta-Trihydroxy-delta-1,3,5-oestratriene
A 13610
Oestriolum
Trihydroxyoestrin
Holin V
Thulol
Triodurin
Orestin
Estra-1,3,5(10)-triene-3,16.alpha.,17.beta.-triol
Oestriol [Steroidal oestrogens]
Overstin
Orgastyptin
Ovestin
Estriel
(16alpha,17beta)-estra-1,3,5(10)-triene-3,16,17-triol
Theelol
Stiptanon
(16alpha,17beta)-Oestra-1,3,5(10)-triene-3,16,17-triol
EINECS(EC#):
200-022-2
Molecular Formula:
C18H24O3
Molecular Weight:
288.38
Inchi:
InChI=1/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1
InChIKey:
PROQIPRRNZUXQM-PVGHXWSTSA-N
Canonical SMILES:
CC12CCC3C(C1CC(C2O)O)CCC4=C3C=CC(=C4)O
Isomers smiles:
C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H]([C@@H]2O)O)CCC4=C3C=CC(=C4)O
Chemical and Physical Properties
Appearance:
White crystalline powder
Density:
1.255g/cm3
Melting Point:
281-282℃
Boiling Point:
469 °C at 760 mmHg
Refractive Index:
1.624
Flash Point:
220.8 °C
Water:
Insoluble
Solubilities:
Insoluble
Color/Form:
Very small monoclinic crystals from diluted alcohol.
Storage temp:
-20°C Freezer
Spectral properties:
Specific optical rotation at D (sodium) line: +58 deg, +/-5 deg (0.04 g in 1 ml dioxane).
UV max: 280 nm
Computed Properties:
Molecular Weight:288.38136 [g/mol]
Molecular Formula:C18H24O3
XLogP3:2.5
H-Bond Donor:3
H-Bond Acceptor:3
Rotatable Bond Count:0
Tautomer Count:9
Exact Mass:288.172545
MonoIsotopic Mass:288.172545
Topological Polar Surface Area:60.7
Heavy Atom Count:21
Formal Charge:0
Complexity:411
Isotope Atom Count:0
Defined Atom Stereocenter Count:6
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:2
Feature 3D Donor Count:3
Feature 3D Ring Count:4
Effective Rotor Count:1.4
Conformer Sampling RMSD:0.6
CID Conformer Count:1
Safety and Handling
Hazard Codes:
T: Toxic;
Risk Statements:
R60
Safety Statements:
53-22-36/37/39-45-36/37
Safety:
Suspected carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. Other experimental reproductive effects. Mutation data reported. A steroid drug for the treatment of menopause. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes?: T (Toxic)
Risk Statements?:
? R60-61-40-45 (May impair fertility;May cause harm to the unborn child;Limited evidence of a carcinogenic effect;May cause cancer)
Safety Statements?:?
??S53-22-36/37/39-45-36/37 (Avoid exposure - obtain special instruction before use;Do not breathe dust;Wear suitable protective clothing, gloves and eye/face protection;In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);Wear suitable protective clothing and gloves)
WGK Germany?: 3
Transport:
5kgs
Exposure Standards and Regulations:
Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).
Other Preventative Measures:
WORKROOMS MUST BE KEPT VERY CLEAN, & CONTAMINATED CLOTHING SHOULD BE DESTROYED OR CLEANED. ... COMPLETE PREVENTION OF ENVIRONMENTAL POLLUTION IS NEVERTHELESS NOT EASY, BECAUSE OF PERSISTENCE OF LIGHT POWDER IN AIR. WORKER MUST THEREFORE CO-OPERATE IN PREVENTION OF CHRONIC INTOXICATION ... . /ESTROGENS/
Specification:
?Estriol , its CAS NO. is 50-27-1, the synonyms are 1,3,5(10)-Estratriene-3,16a,17b-triol ; Estra-1,3,5(10)-triene-3,16alpha,17beta-triol .?
Report:
IARC Cancer Review: Animal Limited Evidence IMEMDT ?? IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 21 , 1979,p. 327.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.:?) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT ?? IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 21 , 1979,p. 327.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.:?) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT ?? IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 6 , 1974,p. 117.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.:?) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) .
Disposal Methods:
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Use and Manufacturing
Use and Manufacturing:
Methods of Manufacturing

Preparation of 16,17-bis(sodium hemisuccinate): Brit. pat. 879,014 (1960 to Organon).
Usage:
A metabolite of Estradiol. An estrogenic metabolite considerably less potent than the hormone Estradiol
Biomedical Effects and Toxicity
Therapeutic Uses:
A metabolite of Estradiol. An estrogenic metabolite considerably less potent than the hormone Estradiol
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