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362-07-2

362-07-2 Structure

362-07-2 Structure
IdentificationMore
[Name]

2-METHOXYESTRADIOL
[CAS]

362-07-2
[Synonyms]

1,3,5(10)-ESTRATRIEN-2,3,17-BETA-TRIOL 2-METHYL ETHER
1,3,5(10)-ESTRATRIENE-2,3,17BETA-TRIOL 2-METHYL ETHER
1,3,5[10]-ESTRATRIENE-2,3,17-TRIOL 2-METHYL ETHER
(17B)-2-METHOXYESTRA-1,3,5(10)-TRIENE-3,17-DIOL
2,3,17BETA-TRIHYDROXY-1,3,5[10]-ESTRATRIENE 2-METHYL ETHER
2-METHOXY-3,17BETA-DIHYDROXYESTRA-1,3,5(10)-TRIENE
2-METHOXY-ESTRA-1,3,5(10)-TRIENE-3,17BETA-DIOL
2-METHOXYESTRADIOL
3,17BETA-DIHYDROXY-2-METHOXY-1,3,5[10]-ESTRATRIENE
2-METHOXYESTRADIOL \ INHIBITOR OF CELL P ROLIFERATION AND ANGIOGENESIS
2-METHOXY-OESTRADIOL-(17BETA),(13S,17S)-2-METHOXY-13-METHYL-7,8,9,11,12,13,14,15,16,17-DECAHYDRO-6H-CYCLOPENTA[A]PHENANTHRENE-3,17-DIOL
2-Hydroxyestradiol 2-Methyl Ether
2-Methoxy-17b-estradiol
2-Methoxyestra-1,3,5(10)-triene-3,17b-diol
NSC 659853
Panzem
2-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
2-METHOXYOESTRADIOL
2-METHOXYESTRADIOL 98+%
2-METHOXY-13-METHYL-7,8,9,11,12,13,14,15,16,17-DECAHYDRO-6H-CYCLOPENTA[A]PHENANTHRENE-3,17-DIOL
[EINECS(EC#)]

263-807-9
[Molecular Formula]

C19H26O3
[MDL Number]

MFCD00010489
[Molecular Weight]

302.41
[MOL File]

362-07-2.mol
Chemical PropertiesBack Directory
[Appearance]

Off-White Solid
[Melting point ]

188-190°C
[Boiling point ]

464.4±45.0 °C(Predicted)
[density ]

1.178±0.06 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

DMSO: 10 mg/mL
[form ]

crystalline
[pka]

10.29±0.60(Predicted)
[color ]

light yellow
[Usage]

A natural metabolite of 17?Estradiol which is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. Binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule a
[λmax]

286nm(EtOH)(lit.)
[InChI]

InChI=1/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12-,13+,15-,18-,19-/s3
[InChIKey]

CQOQDQWUFQDJMK-SSTWWWIQSA-N
[SMILES]

C[C@@]12[C@H](CC[C@@]1([H])[C@]1([H])CCC3C=C(O)C(OC)=CC=3[C@@]1([H])CC2)O |&1:1,2,5,7,20,r|
[CAS DataBase Reference]

362-07-2(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)Environment (GHS09)
GHS06,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H301+H311+H331-H315-H319-H335-H350-H360-H372-H410
[Precautionary statements ]

P273-P280-P301+P310-P302+P352+P312-P304+P340+P311-P305+P351+P338
[Hazard Codes ]

T,Xi
[Risk Statements ]

R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R48:Danger of serious damage to health by prolonged exposure.
R61:May cause harm to the unborn child.
R60:May impair fertility.
R45:May cause cancer.
[Safety Statements ]

S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S53:Avoid exposure-obtain special instruction before use .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

3
[RTECS ]

KG7537500
[HS Code ]

2937.23.5050
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 1B
Eye Irrit. 2
Repr. 1B
Skin Irrit. 2
STOT RE 1
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

Off-White Solid
[Uses]

2-Methoxy 17β-Estradiol is a natural metabolite of 17β-Estradiol which is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. 2-Methoxy 17β-Estradiol binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule assembly and function.
[Uses]

2-Methoxyestradiol depolymerizes microtubules and blocks HIF-1α nuclear accumulation and HIF-transcriptional activity. Phase 2.
[Uses]

2-Methoxyestradiol is a tubulin polymerization inhibitor and also decreases HIF-1 activity.
[Uses]

A natural metabolite of 17?Estradiol which is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. Binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule a
[Uses]

A natural metabolite of 17β-Estradiol which is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. Binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule assembly
[Definition]

ChEBI: A 17beta-hydroxy steroid, being 17beta-estradiol methoxylated at C-2.
[Biological Activity]

Apoptotic, antiproliferative and antiangiogenic agent, in vitro and in vivo ; acts via an estrogen receptor-independent mechanism. Induces p53-induced apoptosis via two pathways: activation of p38 and NF- κ B; and activation of JNK and AP-1 leading to Bcl-2 phosphorylation. Also upregulates death receptor 5 and binds to tubulin, inhibiting its assembly.
[in vivo]

To investigate the effect of 2-Methoxyestradiol (2-ME2) on uveitis development, C57BL/6 mice are randomly assigned into two groups and immunized with IRBP peptide. 2ME2 group starts 2-Methoxyestradiol (15 mg/kg) intraperitoneally from day 0 to day 13 while control group is given with vehicle. The disease score of 2-Methoxyestradiol (2ME2) group is 0.30±0.30, significantly lower than that of control group 2.09±0.28 (p<0.05), each group containing 5 mice[3].
Treatment with 2-Methoxyestradiol (60-600 mg/kg/d) results in a dose-dependent inhibition of tumor growth. The percentage of cells with strong pimonidazole-positive staining (+++) is significantly decreased in the 2-Methoxyestradiol-treated group (36.0% for 60 mg/kg/d and 0% for 200 and 600 mg/kg/d) compare with the vehicle-treated group (86.5%). This may be attributed to the dramatic inhibition of tumor growth in a dose-dependent manner following 2-Methoxyestradiol treatment[4].

[IC 50]

Human Endogenous Metabolite
Spectrum DetailBack Directory
[Spectrum Detail]

2-METHOXYESTRADIOL(362-07-2)1HNMR
2-METHOXYESTRADIOL(362-07-2)IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

362-07-2(sigmaaldrich)
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