4-Methoxy-17beta-estradiol (CHEM040993)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:07:34 UTC
Update Date2016-11-09 01:22:22 UTC
Accession NumberCHEM040993
Identification
Common Name4-Methoxy-17beta-estradiol
ClassSmall Molecule
DescriptionA 17beta-hydroxy steroid that is 17beta-estradiol in which the hydrogen at position 4 has been replaced by a methoxy group.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(17beta)-4-Methoxyestra-1,3,5(10)-triene-3,17-diolChEBI
4-MeOE2ChEBI
4-Methoxy-3,17beta-dihydroxy-1,3,5[10]-estratrieneChEBI
4-MethoxyestradiolChEBI
4-Methoxyestradiol-17betaChEBI
(17b)-4-Methoxyestra-1,3,5(10)-triene-3,17-diolGenerator
(17Β)-4-methoxyestra-1,3,5(10)-triene-3,17-diolGenerator
4-Methoxy-3,17b-dihydroxy-1,3,5[10]-estratrieneGenerator
4-Methoxy-3,17β-dihydroxy-1,3,5[10]-estratrieneGenerator
4-Methoxyestradiol-17bGenerator
4-Methoxyestradiol-17βGenerator
4-Methoxy-17b-estradiolGenerator
4-Methoxy-17β-estradiolGenerator
3,17beta-Dihydroxy-4-methoxy-1,3,5[10]-estratrieneHMDB
3,4,17beta-Trihydroxy-1,3,5[10]-estratriene 4-methyl etherHMDB
4-Methoxy-1,3,5[10]-estratriene-3,17beta-diolHMDB
4-Methoxyestradiol-17 betaHMDB
4-ME2HMDB
Chemical FormulaC19H26O3
Average Molecular Mass302.408 g/mol
Monoisotopic Mass302.188 g/mol
CAS Registry NumberNot Available
IUPAC Name(1S,10R,11S,14S,15S)-6-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-triene-5,14-diol
Traditional Name(1S,10R,11S,14S,15S)-6-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-triene-5,14-diol
SMILESCOC1=C2CCC3C4CC[C@H](O)[C@@]4(C)CCC3C2=CC=C1O
InChI IdentifierInChI=1S/C19H26O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,17,20-21H,3-4,6,8-10H2,1-2H3/t12?,13?,15?,17-,19-/m0/s1
InChI KeyBCWZIZLVBYHFES-BHFCKAAKSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassEstrane steroids
Direct ParentEstrogens and derivatives
Alternative Parents
Substituents
  • Estrogen-skeleton
  • 3-hydroxysteroid
  • 17-hydroxysteroid
  • Hydroxysteroid
  • Phenanthrene
  • Tetralin
  • Anisole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Cyclic alcohol
  • Secondary alcohol
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Alcohol
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.01 g/LALOGPS
logP3.65ALOGPS
logP3.59ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)10.34ChemAxon
pKa (Strongest Basic)-0.88ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity86.37 m³·mol⁻¹ChemAxon
Polarizability35.09 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-0097000000-571b294f162709cb964dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-0692000000-65b75c1a518e2e6a402bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000l-5590000000-885e6b66b6f87173aa71Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0019000000-2e5aedfaa3bc522112afSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0069000000-2106698fbc9b5342a9b1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a73-1090000000-d629405cab5cc07c6d48Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0029000000-3f80ac8b07ab8f4dd0ffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zg0-0983000000-0faf51d5791a2d67d37aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a70-1920000000-906d2e9b3ff38c06aca3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-4360bacaf95498925fe5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0019000000-08de12b7155407976f40Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0gb9-0090000000-39ecefcaad2cacbbe957Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0012782
FooDB IDFDB029173
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID61848
ChEBI ID136975
PubChem Compound ID68578
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10403516
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12810639
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=14962508
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=15472229
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=17397890
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=20823587
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21344307
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=21561814
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22159223
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23319542
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23319543
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=23757313
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=25433128
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=26180245
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=26460631
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=28219710
17. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
18. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
19. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
20. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
21. The lipid handbook with CD-ROM