2-Hydroxyestradiol

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Names

[ CAS No. ]:
362-05-0

[ Name ]:
2-Hydroxyestradiol

[Synonym ]:
Estra-1,3,5(10)-triene-2,3,17β-triol
2-Hydroxy-17b-estradiol
2-hydroxy-17β-estradiol
2-hydroxy-17beta-estradiol
MFCD00010490
(17β)-Estra-1(10),2,4-triene-2,3,17-triol
Estra-1,3,5(10)-triene-2,3,17-triol, (17β)-
2-Hydroxyestradiol
2,3,17b-Trihydroxyestra-1,3,5(10)-triene
estra-1(10),2,4-triene-2,3,17-triol, (17β)-
Estra-1,3,5(10)-triene-2,3,17-β-triol
(17b)-Estra-1(10),2,4-triene-2,3,17-triol
(17β)-Estra-1,3,5(10)-triene-2,3,17-triol
2-hydroxy-estradiol
2-Oh-estradiol
Estra-1,3,5(10)-triene-2,3,17b-triol
2-Hydroxy-17-estradiol

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
481.5±45.0 °C at 760 mmHg

[ Melting Point ]:
96-104°C

[ Molecular Formula ]:
C18H24O3

[ Molecular Weight ]:
288.38

[ Flash Point ]:
227.6±23.3 °C

[ Exact Mass ]:
288.172546

[ PSA ]:
60.69000

[ LogP ]:
3.53

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.622

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KG7675000
CHEMICAL NAME :
Estra-1,3,5(10)-triene-2,3,17-beta-triol
CAS REGISTRY NUMBER :
362-05-0
BEILSTEIN REFERENCE NO. :
2219367
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C18-H24-O3
MOLECULAR WEIGHT :
288.42

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
1280 ng/kg
SEX/DURATION :
male 8 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - other effects on male Endocrine - androgenic
REFERENCE :
ANDRDQ Andrologia. (Grosse Verlag GmbH, Kurfuerstenstr. 112-113, D-1000 Berlin 30, Fed. Rep. Ger.) V.6- 1974- Volume(issue)/page/year: 23,339,1991
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
DOSE :
10 ug/kg
SEX/DURATION :
female 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - uterus, cervix, vagina
REFERENCE :
EXPEAM Experientia. (Birkhaeuser Verlag, POB 133, CH-4010 Basel, Switzerland) V.1- 1945- Volume(issue)/page/year: 42,165,1986

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H351

[ Precautionary Statements ]:
P281

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
40

[ Safety Phrases ]:
S22;S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
KG7675000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 2-Methoxyestradiol
  • beta-Estradiol
  • 3-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-4,17-diol
  • estra-1,3,5(10)-triene-2,3,17β-triol-17-acetate
  • 3,17β-bis(2-tetrahydropyranyloxy)estra-1,3,5(10)-triene
  • Estra-1,3,5(10)-triene-3,17-diol,2,4-dibromo-, (17b)-(9CI)

DownStream

  • 2-hydroxyestrone
  • 2-Methoxyestradiol
  • 3-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-4,17-diol
  • 2-METHOXYESTRADIOL 3-METHYL ETHER*

Articles

A methoxyflavonoid, chrysoeriol, selectively inhibits the formation of a carcinogenic estrogen metabolite in MCF-7 breast cancer cells.

J. Steroid Biochem. Mol. Biol. 118(1-2) , 70-6, (2010)

A 17beta-estradiol (E(2)) is hydrolyzed to 2-hydroxy-E(2) (2-OHE(2)) and 4-hydroxy-E(2) (4-OHE(2)) via cytochrome P450 (CYP) 1A1 and 1B1, respectively. In estrogen target tissues including the mammary...

Impact of induced fit on ligand binding to the androgen receptor: a multidimensional QSAR study to predict endocrine-disrupting effects of environmental chemicals.

J. Med. Chem. 48 , 5666-74, (2005)

We investigated the influence of induced fit of the androgen receptor binding pocket on free energies of ligand binding. On the basis of a novel alignment procedure using flexible docking, molecular d...

Norethisterone acetate alters coagulation gene expression in vitro in human cell culture.

Thromb. Res. 131(1) , 72-7, (2013)

Both oestrogen and progestin and the route of administration have been implicated in cardiovascular and thromboembolic risk in post menopausal hormone users. Transdermal preparations have been reporte...


More Articles

Related Compounds

  • 4-fluoro-2-hydroxyestradiol
  • 2-hydroxyestradiol 17-acetate
  • 2-hydroxyestradiol 17-sulfate
  • 2-hydroxyestradiol bis-THP ether
  • 2-hydroxyestradiol-2,3-dibenzoate
  • 2-Hydroxyestradiol-1,4,16,16,17-d5
  • 5-Cyano-1H-indole-2-carboxamide
  • 4-[(5-Chloropyridin-3-yl)oxy]butane-1-sulfonyl chloride
  • 1-(2,5-Dimethoxyphenyl)prop-2-yn-1-ol
  • 3-(Bromomethyl)-3-propyloxolane
  • 4-(Bromomethyl)-1-ethoxy-5-methylhexane
  • 3-[3-(Bromomethyl)pentyl]thiophene
  • 1-[(4-bromophenyl)methyl]-2H-tetrazole-5-thione
  • 5-Methoxy-7-vinyl-2,3-dihydrobenzo[b][1,4]dioxine
  • 3-(Bromomethyl)-2,5-dimethyloctane
  • 3-(Bromomethyl)-1-butoxypentane
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