estrone-3-sulphate   Click here for help

GtoPdb Ligand ID: 4749

Synonyms: estrone hydrogen sulfate | estrone hydrogen sulphate | estrone-3-sulfate | Ogen®
Approved drug
estrone-3-sulphate is an approved drug (FDA (1977))
Comment: A component of the approved drug estropipate (a salt of estrone sulfate and piperazine).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 89.05
Molecular weight 350.12
XLogP 1.78
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1CCC2C1(C)CCC1C2CCc2c1ccc(c2)OS(=O)(=O)O
Isomeric SMILES O=C1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OS(=O)(=O)O
InChI InChI=1S/C18H22O5S/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19/h3,5,10,14-16H,2,4,6-9H2,1H3,(H,20,21,22)/t14-,15-,16+,18+/m1/s1
InChI Key JKKFKPJIXZFSSB-CBZIJGRNSA-N
Bioactivity Comments
We have been unable to find publicly available affinity data for this drug at its proposed molecular target(s) to substantiate its MMOA, and have therefore not tagged a primary drug target.
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Sodium/bile acid and sulphated solute cotransporter 6
OATP2B1
Organic anion transporter 3 3
Organic anion transporter 4 1
Sodium/bile acid and sulphated solute cotransporter 1
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
OATP1B1 Hs Inhibitor Inhibition 7.2 pIC50 - 2
pIC50 7.2 (IC50 6x10-8 M) [2]
Description: Measured using estropipate, which is estrone-3-sulfate stabilized with piperazine.
Targets where the ligand is described in the comment field
Target Comment