Back to Compounds

Showing Compound 4-Hydroxyestradiol (FDB023787)

Record Information
Version1.0
Creation date2011-09-21 00:34:43 UTC
Update date2018-05-02 11:54:49 UTC
Primary IDFDB023787
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Hydroxyestradiol
Description4-Hydroxyestradiol, also known as 3,4,17beta-estriol or 4OHE2, belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. 4-Hydroxyestradiol is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number5976-61-4
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
1,3,5[10]-Estratriene-3,4,17beta-triolHMDB
3,4,17beta-EstriolHMDB
3,4,17beta-Trihydroxy-1,3,5[10]-estratrieneHMDB
4,17 Dihydroxy estradiolHMDB
4-Hydroxy-17beta-estradiolHMDB
4-Hydroxy-estradiolHMDB
4-Hydroxyestradiol-17 betaHMDB
4-Hydroxyestradiol-17betaHMDB
4-OH-EstradiolHMDB
4OHE2HMDB
4-Hydroxyestradiol-17 alphaMeSH
4-HydroxyestradiolMeSH
1,3,5[10]-estratriene-3,4,17beta-triolhmdb
3,4,17beta-estriolhmdb
3,4,17beta-trihydroxy-1,3,5[10]-estratrienehmdb
4-hydroxy-17beta-estradiolhmdb
4-hydroxy-estradiolhmdb
4-hydroxyestradiolhmdb
4-hydroxyestradiol-17 betahmdb
Predicted Properties
PropertyValueSource
Water Solubility0.066 g/LALOGPS
logP3.34ALOGPS
logP3.44ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)9.69ChemAxon
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
Polarizability32.83 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H24O3
IUPAC name(14S,15S)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-5,6,14-triol
InChI IdentifierInChI=1S/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11?,12?,14?,16-,18-/m0/s1
InChI KeyQOZFCKXEVSGWGS-JNYWYMJGSA-N
Isomeric SMILESC[C@]12CCC3C(CCC4=C3C=CC(O)=C4O)C1CC[C@@H]2O
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
  • 4-hydroxysteroid
  • 17-hydroxysteroid
  • Hydroxysteroid
  • Phenanthrene
  • Tetralin
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Cyclic alcohol
  • Secondary alcohol
  • Polyol
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Alcohol
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

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-MS4-Hydroxyestradiol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0adr-2490000000-3aa4258bafb58fa45700Spectrum
Predicted GC-MS4-Hydroxyestradiol, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002u-1002900000-9d2df63f119c9dbf0962Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dr-0090000000-ed24fd96ce297ed99b3aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dr-0690000000-235f4fdeb530ba151b7eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000f-7590000000-d4d1f4c9d17256df8044Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-aff5ef70c0e417742016Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-e8909947f3f0e44912b2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-0090000000-dc9ec3182d5ff0ec464aSpectrum
NMRNot Available
ChemSpider ID23205091
ChEMBL IDNot Available
KEGG Compound IDC14209
Pubchem Compound ID44348689
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB05896
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
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
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference