Diethylstilbestrol diphosphateProduct ingredient for Diethylstilbestrol
- Name
- Diethylstilbestrol diphosphate
- Drug Entry
- Diethylstilbestrol
A synthetic nonsteroidal estrogen used in the treatment of menopausal and postmenopausal disorders. It was also used formerly as a growth promoter in animals. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), diethylstilbestrol has been listed as a known carcinogen. (Merck, 11th ed)
The FDA withdrew its approval for the use of all oral and parenteral drug products containing 25 milligrams or more of diethylstilbestrol per unit dose.6
- Accession Number
- DBSALT001389
- Structure
- Synonyms
- Diethylstilbestrol bisphosphate / Fosfestrol / Stilphostrol
- UNII
- A0E0NMA80F
- CAS Number
- 522-40-7
- Weight
- Average: 428.314
Monoisotopic: 428.078991664 - Chemical Formula
- C18H22O8P2
- InChI Key
- NLORYLAYLIXTID-ISLYRVAYSA-N
- InChI
- InChI=1S/C18H22O8P2/c1-3-17(13-5-9-15(10-6-13)25-27(19,20)21)18(4-2)14-7-11-16(12-8-14)26-28(22,23)24/h5-12H,3-4H2,1-2H3,(H2,19,20,21)(H2,22,23,24)/b18-17+
- IUPAC Name
- {4-[(3E)-4-[4-(phosphonooxy)phenyl]hex-3-en-3-yl]phenoxy}phosphonic acid
- SMILES
- CC\C(=C(\CC)C1=CC=C(OP(O)(O)=O)C=C1)C1=CC=C(OP(O)(O)=O)C=C1
- External Links
- KEGG Drug
- D00946
- KEGG Compound
- C08145
- ChemSpider
- 2297327
- ChEBI
- 4532
- ChEMBL
- CHEMBL1200598
- ZINC
- ZINC000001531012
- Wikipedia
- Fosfestrol
- Predicted Properties
Property Value Source Water Solubility 0.0205 mg/mL ALOGPS logP 2.86 ALOGPS logP 3.89 Chemaxon logS -4.3 ALOGPS pKa (Strongest Acidic) 1.49 Chemaxon Physiological Charge -4 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 133.52 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 104.99 m3·mol-1 Chemaxon Polarizability 39.93 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon