(1S,11S,15S)-5-hydroxy-15-methyl(4,6,13,13-2H4)tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6,9-tetraen-14-one

• ChemBase ID: 150373
• Molecular Formular: C18H20O2
• Molecular Mass: 268.3502
• Monoisotopic Mass: 268.14632988
• SMILES: c1cc2c(cc1O)CC=C1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
• Canonical SMILES: Oc1ccc2c(c1)CC=C1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
• InChI: InChI=1S/C18H20O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3-5,10,14,16,19H,2,6-9H2,1H3/t14-,16+,18+/m1/s1
• InChIKey: WKRLQDKEXYKHJB-HFTRVMKXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,11S,15S)-5-hydroxy-15-methyl(4,6,13,13-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,9-tetraen-14-one; (1S,11S,15S)-5-hydroxy-15-methyl(4,6,13,13-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5,9-tetraen-14-one
• IUPAC Traditional name: (1S,11S,15S)-5-hydroxy-15-methyl(4,6,13,13-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,9-tetraen-14-one; (1S,11S,15S)-5-hydroxy-15-methyl(4,6,13,13-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5,9-tetraen-14-one
• Synonyms: 1,3,5,7-Estratetraen-3-ol-17-one-d4; 3-Hydroxyestra-1,3,5(10),7-tetraen-17-one-d4; 7-Dehydroestrone-d4; NSC 10971-d4; Equilin-d4; Equilin-2,4,16,16-d4; 氟哌噻吨-2,4,16,16-d4

Database IDs

• CAS Number: 285979-79-5
• MDL Number: MFCD01074212
• PubChem SID: 24872757; 162244534
• PubChem CID: 71311464

CALCULATED PROPERTIES

• Acid pKa: 9.414163
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.9033968
• LogD (pH = 7.4): 3.8992908
• Log P: 3.9034495
• Molar Refractivity: 79.9324 cm^3
• Polarizability: 30.68883 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 225-227°C; 238-240 °C(lit.)
• Optical Rotation: [α]25/D 325°, c = 2 in ethanol
• Mass Shift: M+4

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63-40-62
• Safety Statements: 36/37
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H351-H361
• GHS Precautionary statements: P281

Product Information

• Isotopic Purity: 98 atom % D
• Mol. Weight: mol wt 272.37 by atom % calculation
• Empirical Formula (Hill Notation): C18D4H16O2

DETAILS

Sigma Aldrich - 492523

Packaging
100 mg in glass bottle
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - E592802

Labelled Equilin (E592800). An estrogen found in Premarin, which is a mixture of conjugated estrogens widely used in hormone replacement therapy.

REFERENCES

• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2009)
• Okamoto, Y., et al.: Toxicol. Lett., 193, 224 (2009)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2009)
• Suri, R., et al.: Environ. Sci. Technol., 44, 1373 (2009)