(1S,10R,11S,15S)-5-hydroxy-15-methyl(13,13-2H2)tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-14-one

• ChemBase ID: 168274
• Molecular Formular: C18H22O2
• Molecular Mass: 270.36608
• Monoisotopic Mass: 270.16197994
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)(C(=O)CC2)C)O
• 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(13,13-^2H₂)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-one
• IUPAC Traditional name: (1S,10R,11S,15S)-5-hydroxy-15-methyl(13,13-^2H₂)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-one
• Synonyms: 3-Hydroxyestra-1,3,5(10)-trien-17-one-d2; (+)-Estrone-d2; 1,3,5(10)-Estratrien-3-ol-17-one-d2; 3-Hydroxy-17-keto-estra-1,3,5-triene-d2; Aquacrine-d2; Crinovaryl-d2; Cristallovar-d2; Crystogen-d2; WAY 164397-d2; Wynestron-d2; Estrone-d2

Database IDs

• CAS Number: 56588-58-0
• PubChem SID: 162262406
• PubChem CID: 22967916

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: 30.7614 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 250-253°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E889051

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)