Compound
2-methoxy-17beta-estradiol
A metabolite of estradiol that lacks estrogenic activity and inhibits tubulin polymerization. It has antineoplastic properties, including inhibition of angiogenesis and induction of apoptosis.
Structure
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- Class
- Organic compound
- Formula
- C19H26O3
- Mass
- 302.414 g/mol
- Charge
- 0
- InChIKey
- CQOQDQWUFQDJMK-SSTWWWIQSA-N
- SMILES
- [H][C@@]12CCc3cc(O)c(OC)cc3[C@@]1([H])CC[C@]1(C)[C@@H](O)CC[C@@]21[H]
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
4 entities
4 entities reached.
0 reported hops4 assembled from the scaffold
What the reference databases state
Chemical structure
- 2-methoxy-17beta-estradiol has the functional parent 17beta-estradiolCompoundChEBI CHEBI:28955Inferred only
Statements
9 statements
9 statements · 2 reference databases · Subject: 2-methoxy-17beta-estradiol · Sources: Human-GEM, Rhea
- 2-hydroxy-17beta-estradiol is converted to 2-methoxy-17beta-estradiolCompoundRhea RHEA:53088Inferred only
- 2-methoxy-17beta-estradiol is converted to 2-hydroxy-17beta-estradiolCompoundHuman-GEM MAR02045Inferred only
- 2-hydroxy-17beta-estradiol is converted to 2-methoxy-17beta-estradiolCompoundHuman-GEM MAR02045Inferred only
- 2-methoxy-17beta-estradiol is converted to 2-methoxy-17beta-estradiol 3-O-(beta-D-glucuronate)CompoundRhea RHEA:53072Inferred only
- 2-methoxy-17beta-estradiol is metabolised by COMTProteinHuman-GEM MAR02045Inferred only
- 2-methoxy-17beta-estradiol is metabolised by UGT1A1ProteinRhea RHEA:53072Inferred only
- 2-methoxy-17beta-estradiol is metabolised by UGT1A8ProteinRhea RHEA:53072Inferred only
- 2-methoxy-17beta-estradiol is a substrate of LRTOMTProteinHuman-GEM MAR02045Inferred only
- 2-methoxy-17beta-estradiol is transported by ABCB1ProteinHuman-GEM MAR11764Inferred only
Reactions
6 reactions
16alpha-hydroxyestrone+16alpha-hydroxyestrone+MAM00432r+MAM00604c+MAM00624c+MAM00641c+MAM00641m+MAM00641r+MAM00641x+MAM00642c+MAM00642m+MAM00642r+MAM00642x+MAM00644c+MAM00645c+2-hydroxy-17beta-estradiol+2-hydroxy-17beta-estradiol+MAM00651c+MAM00651m+MAM00651r+MAM00651x+MAM00652c+MAM00652m+MAM00652r+MAM00652x+2-methoxy-17beta-estradiol+2-methoxyestrone+2-methoxyestrone+MAM00747r+MAM00828r+MAM00830c+MAM00925c+MAM00927c+MAM00945c+MAM00947c+MAM00949c+MAM00987c+MAM00987m+MAM00987r+MAM00987x+(E)-4-hydroxynon-2-enal+MAM01001c+MAM01001m+MAM01001r+MAM01001x+MAM01011c+4-methoxyestrone+3alpha-hydroxy-5alpha-pregnan-20-one+MAM01792r+MAM01794r+MAM02469cMAM10001e
Reaction pageLeft to rightBalance undeterminablecytosol, endoplasmic reticulum, mitochondrial matrix, peroxisome, lysosome, extracellular space
Human-GEM MAR00037CC BY 4.0Reference data
2-hydroxy-17beta-estradiol+S-adenosyl-L-methionine2-methoxy-17beta-estradiol+proton+CHEBI:16680
Reaction pageReversibleBalancedEC 2.1.1.6cytosol
Human-GEM MAR02045CC BY 4.0Reference data
2-methoxy-17beta-estradiol+ATP+water2-methoxy-17beta-estradiol+ADP+proton+phosphate(3-)
Transported by ABCB1
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR11764CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR11863CC BY 4.0Reference data
2-methoxy-17beta-estradiol+UDP-alpha-D-glucuronate2-methoxy-17beta-estradiol 3-O-(beta-D-glucuronate)+UDP+hydron
Reaction pageLeft to rightBalanced
Rhea RHEA:53072CC BY 4.0Reference data
2-hydroxy-17beta-estradiol+S-adenosyl-L-methionine2-methoxy-17beta-estradiol+S-adenosyl-L-homocysteine+hydron
Catalysed by COMT
Reaction pageLeft to rightBalanced
Rhea RHEA:53088CC BY 4.0Reference data
Where it reaches
3 systems, 6 regions, 11 tissues, 11 transporter routes — routes, not measurements: transporters known to carry 2-methoxy-17beta-estradiol are expressed there, and no source reports it arriving.
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Other names
9 names
Resolves to: 2-methoxy-17beta-estradiol
- Also called
- 1,3,5(10)-ESTRATRIEN-2,3,17-BETA-TRIOL 2-METHYL ETHER2-Hydroxyestradol 2-methyl ether2-methoxy-estra-1,3,5(10)-triene-3,17beta-diol2-methoxyestradiol2-Methoxyestradiol-17betaPanzemST 19:3;O3
- Systematic name
- 2-methoxyestra-1,3,5(10)-triene-3,17beta-diol2-methoxyestra-1,3,5(10)-triene-3,17β-diol