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2-Hydroxyestradiol (PC001151)

Record Information
Version1.0
Creation date2018-05-02 11:41:24 UTC
Update date2018-05-04 14:28:08 UTC
FoodComEx IDPC001151
FoodDB RecordFDB021962
Chemical Information
Name2-Hydroxyestradiol
Description2-Hydroxyestradiol is generated from estradiol by a Cytochrome P450. 2-Hydroxyestradiol binds, with a low affinity, to estrogen receptors. It inhbits catechol-O-methyltransferase (COMT) activity. Inactivity of COMT blocks inactivation of catechol hormones and catecholamine neutransmitters. 2-Hydroxyestradiol is also reported to inhibit angiongensis and tumor cell growth (PMID: 9472688). [HMDB]
CAS Number362-05-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(17b)-Estra-1,3, 5(10)-triene-2,3,17-triolhmdb
(17b)-Estra-1,3,5(10)-triene-2,3,17-triolGenerator
(17beta)- Estra-1,3, 5 (10)-triene-2,3,17-triolhmdb
(17beta)-Estra-1,3,5(10)-triene-2,3,17-triolhmdb
(17β)-estra-1,3,5(10)-triene-2,3,17-triolGenerator
1,3,5(10)-estratriene-2,3,17Beta-triolhmdb
17beta-2-Hydroxyestradiolhmdb
2-hydroxy-17beta-estradiolhmdb
2-hydroxy-estradiolhmdb
2-Hydroxyestradiolhmdb
2-Hydroxyestradiol-17bGenerator
2-Hydroxyestradiol-17betaChEBI
2-Hydroxyestradiol-17βGenerator
2-OH-e2ChEBI
2-OH-Estradiolhmdb
2,3,17b-Trihydroxyestra-1,3,5(10)-trienehmdb
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
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
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
  • 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
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 2 mg
Delivery Time2 weeks
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
Purityunknown
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Augustin ScalbertInternational Agency for Research on Cancer (IARC), Biomarkers Group, 150 cours Albert Thomas, Lyon, FR, 69372scalberta@iarc.fr
Commercial Vendors
AKSci 1354AH
Cayman Chemical 13019
Toronto Research Chemicals H941890