Record Information
Version1.0
Creation date2011-09-21 00:05:56 UTC
Update date2015-10-09 22:30:49 UTC
Primary IDFDB021962
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Hydroxyestradiol
Description2-Hydroxyestradiol, also known as 2-OH-e2 or ECS, belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 2-hydroxyestradiol is considered to be a steroid. Based on a literature review a significant number of articles have been published on 2-Hydroxyestradiol.
CAS Number362-05-0
Structure
Thumb
Synonyms
SynonymSource
(17beta)-Estra-1,3,5(10)-triene-2,3,17-triolChEBI
2-Hydroxyestradiol-17betaChEBI
2-OH-e2ChEBI
2-OH-EstradiolChEBI
(17b)-Estra-1,3,5(10)-triene-2,3,17-triolGenerator
(17Β)-estra-1,3,5(10)-triene-2,3,17-triolGenerator
2-Hydroxyestradiol-17bGenerator
2-Hydroxyestradiol-17βGenerator
(17b)-Estra-1,3, 5(10)-triene-2,3,17-triolHMDB
(17beta)- Estra-1,3, 5 (10)-triene-2,3,17-triolHMDB
1,3,5(10)-Estratriene-2,3,17Beta-triolHMDB
17beta-2-HydroxyestradiolHMDB
2,3,17b-Trihydroxyestra-1,3,5(10)-trieneHMDB
2-Hydroxy-17beta-estradiolHMDB
2-Hydroxy-estradiolHMDB
ECSHMDB
Estra-1,3,5 (10)-triene-2,3,17.beta.-triolHMDB
Estra-1,3,5(10)-triene-2,3,17-beta-triolHMDB
Estra-1,3,5(10)-triene-2,3,17-triol (acd/name 4.0)HMDB
Estra-1,3,5(10)-triene-2,3,17b-triolHMDB
Estra-1,3,5(10)-triene-2,3,17beta-triolHMDB
2-Hydroxyestradiol-17 alphaHMDB
2-Hydroxyestradiol-17 betaHMDB
2-Hydroxyestradiol, (17alpha)-isomerHMDB
2-Hydroxyestradiol, 4-(14)C-labeledHMDB
(17β)-estra-1,3,5(10)-triene-2,3,17-triolGenerator
1,3,5(10)-estratriene-2,3,17Beta-triolhmdb
2-hydroxy-17beta-estradiolhmdb
2-hydroxy-estradiolhmdb
2-Hydroxyestradiolhmdb
estra-1,3,5(10)-triene-2,3,17-triol (ACD/Name 4.0)hmdb
estra-1,3,5(10)-triene-2,3,17beta-triolhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.051 g/LALOGPS
logP3.39ALOGPS
logP3.44ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)9.67ChemAxon
pKa (Strongest Basic)-0.88ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity81.89 m³·mol⁻¹ChemAxon
Polarizability33.08 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H24O3
IUPAC name(1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-4,5,14-triol
InChI IdentifierInChI=1S/C18H24O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,17,19-21H,2-7H2,1H3/t11-,12+,14-,17-,18-/m0/s1
InChI KeyDILDHNKDVHLEQB-XSSYPUMDSA-N
Isomeric SMILES[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(O)=C3
Average Molecular Weight288.3814
Monoisotopic Molecular Weight288.172544634
Classification
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
  • 2-hydroxysteroid
  • Hydroxysteroid
  • 17-hydroxysteroid
  • Phenanthrene
  • Tetralin
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Cyclic alcohol
  • Secondary alcohol
  • Polyol
  • Organooxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS2-Hydroxyestradiol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0adr-2490000000-7e8a9e3990faceb5f6d0Spectrum
Predicted GC-MS2-Hydroxyestradiol, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002u-1002900000-79ac7707883246949511Spectrum
Predicted GC-MS2-Hydroxyestradiol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Hydroxyestradiol, TBDMS_3_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00ei-2950000000-326e2d3fee4fb8b3ca6cSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00di-2910000000-553a7988f4c2019ec5d5Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0f96-8975000000-eef1fcf44ed6a27f53a9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dr-0190000000-0e1c17e32d9c1e4063ebSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dr-0790000000-01416dcd9eea3747d3c5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-6970000000-d27a7add654c423ec534Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-805faf5743eec20547cbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-c39e06f8fdeeb111e97fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0596-1190000000-36538cb7b1a03d7b2ff7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0090000000-572916cfebc6538c52d0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01w0-0490000000-7a41b9ec75d4c7c28c73Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004j-3910000000-4dd2fe1697c6e685073eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-843a74fabb1d0eb512a1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-40c60966bb1ce4624953Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-1009-0090000000-1c821729dedb3f0fecbeSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID216475
ChEMBL IDCHEMBL467987
KEGG Compound IDC05301
Pubchem Compound ID247304
Pubchem Substance IDNot Available
ChEBI ID28744
Phenol-Explorer IDNot Available
DrugBank IDDB07706
HMDB IDHMDB00338
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDECS
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference