| Identification | More | [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 Properties | Back 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 Data | Back Directory | [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 Information | Back 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 |
|
|