ChemicalBook > CAS DataBase List > 2-HYDROXYESTRADIOL

2-HYDROXYESTRADIOL

Product Name
2-HYDROXYESTRADIOL
CAS No.
362-05-0
Chemical Name
2-HYDROXYESTRADIOL
Synonyms
C05301;2-OH-E2α;NSC 61711;2-Oh-estradiol;2-HYDROXYESTRADIOL;2-Hydroxyestradiol-17α;2-Hydroxy-17-estradiol;2-Hydroxy-17b-estradiol;2-Hydroxy-17β-estradiol;(17β)-2-Hydroxyestradiol
CBNumber
CB7767256
Molecular Formula
C18H24O3
Formula Weight
288.38
MOL File
362-05-0.mol
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2-HYDROXYESTRADIOL Property

Melting point:
96-104°C
Boiling point:
370.61°C (rough estimate)
Density 
1.1285 (rough estimate)
refractive index 
1.5000 (estimate)
storage temp. 
−20°C
solubility 
≤20mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide
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Safety

Hazard Codes 
Xn
Risk Statements 
40
Safety Statements 
22-36
WGK Germany 
3
RTECS 
KG7675000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H351Suspected of causing cancer

Precautionary statements

P281Use personal protective equipment as required.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
13019
Product name
2-Hydroxyestradiol
Purity
≥95%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
13019
Product name
2-Hydroxyestradiol
Purity
≥95%
Packaging
5mg
Price
$193
Updated
2024/03/01
Cayman Chemical
Product number
13019
Product name
2-Hydroxyestradiol
Purity
≥95%
Packaging
10mg
Price
$363
Updated
2024/03/01
Cayman Chemical
Product number
13019
Product name
2-Hydroxyestradiol
Purity
≥95%
Packaging
25mg
Price
$796
Updated
2024/03/01
TRC
Product number
H941890
Product name
2-Hydroxy-17β-estradiol
Packaging
10mg
Price
$350
Updated
2021/12/16
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2-HYDROXYESTRADIOL Chemical Properties,Usage,Production

Chemical Properties

Pale Yellow Solid

Uses

A metabolite of Estradiol

Definition

ChEBI: A 2-hydroxy steroid that consists of 17beta-estradiol having an additional hydroxy group at position 2.

Biological Activity

2-hydroxyestradiol is an angiogenesis inhibitor via the hif-1a pathway.hif-1a, a basic helix-loop-helix pas domain containing protein, is reported as the master transcriptional regulator of cellular and developmental response to hypoxia.

in vitro

in vitro evidences suggested that most of the cellular effects of 2-hydroxyestradiol were mediated by 2-methoxyestradiol, a metabolite of 2-hydroxyestradiol as an anti-cancer agent acting as an angiogenesis inhibitor via the hif-1a pathway. inhibition of catechol-o-methyltransferase (comt), the enzyme methylating 2-hydroxyestradiol to 2-methoxyestradiol, blocked the ability of 2-hydroxyestradiol to inhibit growth of vascular smooth muscle cells, cardiac fibroblasts, as well as renal mesangial cells. moreover, 2-hydroxyestradiol could inhibit vascular smooth muscle cell growth in cells obtained from wild-type mice but not in cells cultured from comt knockout mice. in contrast to 2ohe, treatment of vascular smooth muscle cells with 2-methoxyestradiol inhibited serum-induced growth of cells from both wild-type and comtknockout mice [1].

in vivo

animal study showed that after administration of 2-hydroxyestradiol, plasma levels of 2-hydroxyestradiol declined extremely rapidly. concomitant with the disappearance of 2-hydroxyestradiol, 2-methoxyestradiol occurred and then declined. after administration of 2-methoxyestradiol, plasma levels of 2meoe declined with a plasma cl of 50 ml min(-1) kg(-1). we could not detect 2-hydroxyestradiol in plasma from rats receiving 2-methoxyestradiol. thus, the authors conclude that the conversion of 2-hydroxyestradiol to 2-methoxyestradiol was so efficient, and the administration of 2-hydroxyestradiol is bioequivalent to administration of 2-methoxyestradiol itself [1].

References

[1] zacharia, l. c.,piché, c.a.,fielding, r.m., et al. 2-hydroxyestradiol is a prodrug of 2-methoxyestradiol. journal of pharmacology and experimental therapeutics 309(3), 1093-1097 (2004).

2-HYDROXYESTRADIOL Preparation Products And Raw materials

Raw materials

Preparation Products

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2-HYDROXYESTRADIOL Suppliers

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362-05-0, 2-HYDROXYESTRADIOLRelated Search:


  • estra-1,3,5(10)-triene-2,3,17-beta-triol
  • 1,3,5(10)-Estratriene-2,3-17β-triol, Estra-1,3,5(10)-triene-2,3,17-triol
  • 2-Hydroxyestradiol-17α
  • 2-OH-E2α
  • (17β)-2-Hydroxyestradiol
  • Estra-1(10),2,4-triene-2,3,17β-triol
  • 2-HYDROXY 17-BETA-ESTRADIOL
  • 2-HYDROXYESTRADIOL
  • 2,3,17BETA-TRIHYDROXY-1,3,5[10]-ESTRATRIENE
  • 1,3,5(10)-ESTRATRIEN-2,3,17-BETA-TRIOL
  • 1,3,5[10]-ESTRATRIENE-2,3-17BETA-TRIOL
  • (17b)-Estra-1,3,5(10)-triene-2,3,17-triol
  • 2,3,17b-Trihydroxyestra-1,3,5(10)-triene
  • 2-Hydroxy-17b-estradiol
  • Estra-1,3,5(10)-triene-2,3,17b-triol
  • NSC 61711
  • 1,3,5(10)-estratriene-2,3-17β-triol
  • (17)-Estra-1,3,5(10)-triene-2,3,17-triol
  • 2,3,17-Trihydroxyestra-1,3,5(10)-triene
  • 2-Hydroxy-17-estradiol
  • Estra-1,3,5(10)-triene-2,3,17-triol
  • 2-Hydroxyestradiol-17beta
  • 2-Oh-estradiol
  • C05301
  • Estra-1,3,5(10)-triene-2,3,17-triol, (17β)-
  • 2-Hydroxy-17β-estradiol
  • 1, 3, 5(10)-ESTRATRIEN-2, 3, 17β-TRIOL
  • 362-05-0
  • BioChemical
  • Cell Signaling and Neuroscience
  • Cell Biology
  • Cytokines, Growth Factors and Hormones
  • Hormones
  • Estrogen
  • Steroid Hormones
  • Metabolites & Impurities
  • Steroids