<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4887</id>
  <title>T3D4832</title>
  <common-name>17a-Estradiol</common-name>
  <description>17a-estradiol is found in the estrogen patch. The estrogen patch is a delivery system for estradiol used as hormone replacement therapy to treat the symptoms of menopause, such as hot flashes and vaginal dryness, and to prevent osteoporosis. Originally marketed as Vivelle (Novartis), it was discontinued in 2003 and reintroduced in a smaller form as Vivelle-Dot. Although the estrogen is given transdermally rather than in the standard oral tablets, the estrogen patch carries similar risks and benefits as more conventional forms of estrogen-only hormone replacement therapy.</description>
  <cas>57-91-0</cas>
  <pubchem-id>68570</pubchem-id>
  <chemical-formula>C18H24O2</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>216 - 219 °C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>0.0039 mg/mL</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure></route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity></mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source></use-source>
  <min-risk-level></min-risk-level>
  <health-effects></health-effects>
  <symptoms></symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2014-09-11T05:18:22Z</created-at>
  <updated-at type="dateTime">2026-04-05T15:31:20Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia></wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C02537</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>17160</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id></ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@@]12CC[C@@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3</moldb-smiles>
  <moldb-formula>C18H24O2</moldb-formula>
  <moldb-inchi>InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1</moldb-inchi>
  <moldb-inchikey>VOXZDWNPVJITMN-SFFUCWETSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">272.382</moldb-average-mass>
  <moldb-mono-mass type="decimal">272.177630012</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB00429</hmdb-id>
  <chembl-id>CHEMBL286452</chembl-id>
  <chemspider-id>61840</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>Gardi, Rinaldo; Pedrali, Cesare; Ercoli, Alberto.  3-Cyclopentyl ethers of 16,17-oxygenated estrogens. New synthesis of 17a-estradiol.    Gazzetta Chimica Italiana  (1963),  93(8-9),  1028-43. </synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003788</chemdb-id>
  <dsstox-id>DTXSID8022377</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00075580</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>40.46</moldb-polar-surface-area>
  <moldb-refractivity>79.90469999999999</moldb-refractivity>
  <moldb-polarizability>31.927942457761795</moldb-polarizability>
  <moldb-rotatable-bond-count>0</moldb-rotatable-bond-count>
  <moldb-acceptor-count>2</moldb-acceptor-count>
  <moldb-donor-count>2</moldb-donor-count>
  <moldb-pka-strongest-acidic>10.327060716263132</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-0.8839974156894889</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>4</moldb-number-of-rings>
  <moldb-alogps-logp>3.57</moldb-alogps-logp>
  <moldb-alogps-logs>-4.11</moldb-alogps-logs>
  <moldb-alogps-solubility>2.13e-02 g/l</moldb-alogps-solubility>
</compound>
