(1S,10R,11S,15S)-5-hydroxy-15-methyl(4,6,13,13-2H4)tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-14-one

• ChemBase ID: 150439
• Molecular Formular: C18H22O2
• Molecular Mass: 270.36608
• Monoisotopic Mass: 270.16197994
• SMILES: c1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
• Canonical SMILES: Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
• InChI: InChI=1S/C18H22O2/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,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1
• InChIKey: DNXHEGUUPJUMQT-CBZIJGRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,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-trien-14-one; (1S,10R,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-trien-14-one
• IUPAC Traditional name: (1S,10R,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-trien-14-one; (1S,10R,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-trien-14-one
• Synonyms: 3-Hydroxyestra-1,3,5(10)-trien-17-one-d4; (+)-Estrone-d4; 1,3,5(10)-Estratrien-3-ol-17-one-d4; 3-Hydroxy-17-keto-estra-1,3,5-triene-d4; Aquacrine-d4; Crinovaryl-d4; Cristallovar-d4; Crystogen-d4; WAY 164397-d4; Wynestron-d4; Estrone-d4; Estrone-2,4,16,16-d4; 雌酚酮-2,4,16,16-d4

Database IDs

• CAS Number: 53866-34-5
• MDL Number: MFCD01074157
• PubChem SID: 24872463; 162244600
• PubChem CID: 11737421

CALCULATED PROPERTIES

• Acid pKa: 10.326958
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.3090224
• LogD (pH = 7.4): 4.3085184
• Log P: 4.309029
• Molar Refractivity: 79.0824 cm^3
• Polarizability: 30.773777 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Sparingly Soluble in Chloroform and Methanol
• Apperance: White Solid
• Melting Point: 247-250°C; 258-260 °C(lit.)
• Optical Rotation: [α]20/D +161°, c = 1 in dioxane
• Mass Shift: M+4

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 45-60-61
• Safety Statements: 53-22-36/37/39-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H350-H360
• GHS Precautionary statements: P201-P308 + P313

Product Information

• Isotopic Purity: 95 atom % D
• Mol. Weight: mol wt 274.21 by atom % calculation
• Empirical Formula (Hill Notation): C18D4H18O2

DETAILS

Sigma Aldrich - 489204

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 - E889052

A labelled metabolite of 17β-Estradiol.

REFERENCES

• Both, D., et al.: Anal. Profiles Drug Subs., 12, 135 (1983)
• Goodman-Gruen, D., et al.: J. Clin. Endocrinol. Metab., 81, 2999 (1983)