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

• ChemBase ID: 157019
• Molecular Formular: C19H24O2
• Molecular Mass: 284.39266
• Monoisotopic Mass: 284.17763001
• SMILES: C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CC[C@@H]2O)C=O
• Canonical SMILES: O=Cc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
• InChI: InChI=1S/C19H24O2/c1-19-9-8-15-14-4-2-12(11-20)10-13(14)3-5-16(15)17(19)6-7-18(19)21/h2,4,10-11,15-18,21H,3,5-9H2,1H3/t15-,16-,17+,18+,19+/m1/s1
• InChIKey: OIGDQEGMIMNVIS-GFEQUFNTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5-carbaldehyde
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5-carbaldehyde
• Synonyms: 1,3,5(10)-Estratriene-3,17β-diol 3-methyl ether; 17β-Hydroxy-3-methoxy-1,3,5(10)-estratriene; β-Estradiol 3-methyl ether solution; (17β)-3-Methoxyestra-1,3,5(10)-trien-17-ol; 17β-Estradiol 3-Methyl Ether; 3-Methoxy-13β-methyl-1,3,5(10)-gonatrien-17β-ol; 3-Methoxyestradiol; NSC 58851; 3-O-Methyl Estradiol; 1,3,5(10)-雌三烯-3,17β-二醇 3-甲醚; 17β-羟基-3-甲氧基-1,3,5(10)-雌三烯; β-雌二醇 3-甲醚 溶液

Database IDs

• CAS Number: 1035-77-4
• EC Number: 200-835-2
• PubChem SID: 162251156
• PubChem CID: 71312392

CALCULATED PROPERTIES

• Acid pKa: 19.377693
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.7615688
• LogD (pH = 7.4): 3.761569
• Log P: 3.761569
• Molar Refractivity: 84.5078 cm^3
• Polarizability: 32.59977 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 2 °C; 35.6 °F

Safety Information

• European Hazard Symbols: Flammable (F); Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 11-20/21/22-36
• Safety Statements: 16-36/37
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H312-H319-H332
• GHS Precautionary statements: P210-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Concentration: 100 ng/μL in acetonitrile
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C19H26O2

DETAILS

Sigma Aldrich - 32749

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - M304700

Estradiol derivative which shows antioxidant activity.

REFERENCES

• Fotsis, T., et al.: J. Steroid. Biochem., 28, 215 (1987)
• Sack, M., et al.: Lancet, 343, 269 (1987)
• Brunelli, R., et al.: Biochemistry, 39, 13897 (1987)
• Li, A., et al.: Nat. Med., 8, 1235 (1987)