(1S,8S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-triene-5,8,14-triol

• ChemBase ID: 132443
• Molecular Formular: C18H24O3
• Molecular Mass: 288.38136
• Monoisotopic Mass: 288.17254463
• SMILES: C[C@]12CC[C@@H]3c4ccc(cc4[C@H](C[C@H]3[C@@H]1CC[C@@H]2O)O)O
• Canonical SMILES: Oc1ccc2c(c1)[C@@H](O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
• InChI: InChI=1S/C18H24O3/c1-18-7-6-12-11-3-2-10(19)8-14(11)16(20)9-13(12)15(18)4-5-17(18)21/h2-3,8,12-13,15-17,19-21H,4-7,9H2,1H3/t12-,13-,15+,16+,17+,18+/m1/s1
• InChIKey: QZZRQURPSRWTLG-WOVZSMEKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,8S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,8,14-triol; (1S,8S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,8,14-triol
• IUPAC Traditional name: 6α-hydroxyestradiol
• Synonyms: 1,3,5(10)-Estratriene-3,6α,17β-triol; 6α-Hydroxyestradiol; (6α,17β)-Estra-1,3,5(10)-triene-3,6,17-triol; Estra-1,3,5(10)-triene-3,6α,17β-triol; 6α-Hydroxyestradiol; E 2540; 6α-Hydroxy 17β-Estradiol

Database IDs

• CAS Number: 1229-24-9
• MDL Number: MFCD00056551
• PubChem SID: 162226720; 24895578
• PubChem CID: 5284655

CALCULATED PROPERTIES

• Acid pKa: 9.622359
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.5146575
• LogD (pH = 7.4): 2.5121102
• Log P: 2.5146902
• Molar Refractivity: 81.4202 cm^3
• Polarizability: 31.996971 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38-40
• Safety Statements: 22-26-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335-H351
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

DETAILS

Toronto Research Chemicals - H941845

A metabolite of Estradiol (E888000).

REFERENCES

• Greene, G., et al.: Science, 231, 1150 (1986)
• Cushman, M., et al.: J. Med. Chem., 38, 2041 (1986)
• Zhu, B., et al.: Steroids, 70, 225 (1986)