(1S,10R,11S,13R,14R,15S)-15-methyl(4,6,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-triene-5,13,14-triol

• ChemBase ID: 168270
• Molecular Formular: C18H24O3
• Molecular Mass: 288.38136
• Monoisotopic Mass: 288.17254463
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H]([C@@H](C2)O)O)C)O
• Canonical SMILES: Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1C[C@H]([C@@H]2O)O)C
• InChI: InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1
• InChIKey: PROQIPRRNZUXQM-ZXXIGWHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,13R,14R,15S)-15-methyl(4,6,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,13,14-triol
• IUPAC Traditional name: (1S,10R,11S,13R,14R,15S)-15-methyl(4,6,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,13,14-triol
• Synonyms: (16α,17β)-Estra-1,3,5[10]-triene-3,16,17-triol-d3; Acifemine-d3; Colpogyn-d3; Destriol-d3; Ovesterin-d3; Ovestin-d3; Tridestrin-d3; Tricovex-d3; Estriol-d3

Database IDs

• CAS Number: 79037-36-8
• PubChem SID: 162262402
• PubChem CID: 71316488

CALCULATED PROPERTIES

• Acid pKa: 10.326835
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.6705914
• LogD (pH = 7.4): 2.6700869
• Log P: 2.6705978
• Molar Refractivity: 81.2662 cm^3
• Polarizability: 31.938023 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 284-286°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E888962

An estrogenic metabolite considerably less potent than the hormone Estradiol.

REFERENCES

• Marrian, et al.: Biochem. J., 23,1090 (1929)
• Huffman, et al.: J. Biol. Chem., 169, 167 (1929)