Showing metabocard for 2-Hydroxyestradiol-3-methyl ether (BMDB0000380)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:29:39 UTC
Update Date2020-04-22 15:03:16 UTC
BMDB IDBMDB0000380
Secondary Accession Numbers
  • BMDB00380
Metabolite Identification
Common Name2-Hydroxyestradiol-3-methyl ether
Description2-Hydroxyestradiol-3-methyl ether, also known as 2-hydroxy-3-methoxy-17beta-estradiol or 3-O-methyl-2-hydroxyestradiol, belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton. Thus, 2-hydroxyestradiol-3-methyl ether is considered to be a steroid. Based on a literature review a significant number of articles have been published on 2-Hydroxyestradiol-3-methyl ether.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(17beta)-3-Methoxyestra-1(10),2,4-triene-2,17-diolChEBI
2,3,17beta-Trihydroxy-1,3,5[10]-estratriene 2-methyl etherChEBI
2-Hydroxy-3-methoxy-17beta-estradiolChEBI
3,17beta-Dihydroxy-2-methoxy-1,3,5[10]-estratrieneChEBI
3-Methoxy-1,3,5[10]-estratriene-2,17beta-diolChEBI
3-O-Methyl-2-hydroxyestradiolChEBI
(17b)-3-Methoxyestra-1(10),2,4-triene-2,17-diolGenerator
(17Β)-3-methoxyestra-1(10),2,4-triene-2,17-diolGenerator
2,3,17b-Trihydroxy-1,3,5[10]-estratriene 2-methyl etherGenerator
2,3,17Β-trihydroxy-1,3,5[10]-estratriene 2-methyl etherGenerator
2-Hydroxy-3-methoxy-17b-estradiolGenerator
2-Hydroxy-3-methoxy-17β-estradiolGenerator
3,17b-Dihydroxy-2-methoxy-1,3,5[10]-estratrieneGenerator
3,17Β-dihydroxy-2-methoxy-1,3,5[10]-estratrieneGenerator
3-Methoxy-1,3,5[10]-estratriene-2,17b-diolGenerator
3-Methoxy-1,3,5[10]-estratriene-2,17β-diolGenerator
2-OH-3-MeOE2MeSH
2-Hydroxy-3-methoxyestradiolMeSH
(17b)-3-Methoxy-estra-1,3,5(10)-triene-2,17-diolHMDB
2-Hydroxy-17b-estradiol 3-methyl etherHMDB
2-Hydroxyestradiol 3-methyl etherHMDB
2-Hydroxyestradiol-3-methylether2-hydroxy-3-methoxy-17beta-estradiolHMDB
2H3MeOE2HMDB
3-Methoxy-estra-1,3,5(10)-triene-2,17b-diolHMDB
Chemical FormulaC19H26O3
Average Molecular Weight302.4079
Monoisotopic Molecular Weight302.188194698
IUPAC Name(1S,10R,11S,14S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-4,14-diol
Traditional Name(1S,10R,11S,14S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-4,14-diol
CAS Registry Number5976-65-8
SMILES
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OC)C(O)=C3
InChI Identifier
InChI=1S/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-17(22-2)16(20)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1
InChI KeyMMKYSUOJWFKECQ-SSTWWWIQSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassEstrane steroids
Direct ParentEstrane steroids
Alternative Parents
Substituents
  • 17-hydroxysteroid
  • Estrane-skeleton
  • 2-hydroxysteroid
  • Hydroxysteroid
  • Phenanthrene
  • Tetralin
  • Anisole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Cyclic alcohol
  • Secondary alcohol
  • Ether
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.7ALOGPS
logP3.59ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)10.32ChemAxon
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
Polarizability35.22 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-2190000000-e6c75d8a52a01c76343bView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00lr-2114900000-6f9fb5f37216642ee6daView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-0197000000-2a3c454db7782949ce0eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-0692000000-19d694f42b9de8502d21View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-5590000000-3db0854af0439d356587View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0029000000-fadd7d5b201334ca856eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0079000000-56f2013b7b78f5524223View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05pc-1090000000-cab4f6333da106d82f96View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-4360bacaf95498925fe5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0019000000-b5cab14cef0400c3f7b6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00y0-0090000000-2d9d4c650c6d9ed2dcf9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0029000000-1d8e847a4bc26e5c1212View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fbi-0694000000-cf79dc2520a1ddc06ac5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004u-2930000000-305ddbba055983ff8933View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000380
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021998
KNApSAcK IDNot Available
Chemspider ID500
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG ID39369
Wikipedia LinkNot Available
METLIN ID5368
PubChem Compound515
PDB IDNot Available
ChEBI ID30835
References
Synthesis ReferenceGill, Julie C.; Marples, Brian A.; Traynor, John R. Regioselective 2-hydroxylation of 3-methoxyestra-1,3,5(10)-trienes via chromium carbonyl complexes. Tetrahedron Letters (1987), 28(23), 2643-4.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available