(1S,10R,11S,14S,15S)-15-methyl-5-(oxiran-2-ylmethoxy)tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-14-ol

• ChemBase ID: 131611
• Molecular Formular: C21H28O3
• Molecular Mass: 328.44522
• Monoisotopic Mass: 328.20384476
• SMILES: C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CC[C@@H]2O)OCC1CO1
• Canonical SMILES: O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OCC1CO1
• InChI: InChI=1S/C21H28O3/c1-21-9-8-17-16-5-3-14(23-11-15-12-24-15)10-13(16)2-4-18(17)19(21)6-7-20(21)22/h3,5,10,15,17-20,22H,2,4,6-9,11-12H2,1H3/t15?,17-,18-,19+,20+,21+/m1/s1
• InChIKey: RBGCCCXOAAJQHS-GHBHFERXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-15-methyl-5-(oxiran-2-ylmethoxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-ol
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-15-methyl-5-(oxiran-2-ylmethoxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-ol
• Synonyms: 3-(2,3-Epoxypropoxy)-1,3,5(10)-estratrien-17β-ol; β-Estradiol 3-glycidyl ether

Database IDs

• CAS Number: 132008-46-9
• PubChem SID: 162225888
• PubChem CID: 14801340

CALCULATED PROPERTIES

• Acid pKa: 19.377693
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.732662
• LogD (pH = 7.4): 3.732662
• Log P: 3.732662
• Molar Refractivity: 93.1317 cm^3
• Polarizability: 36.865818 Å^3
• Polar Surface Area: 41.99 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-40
• Safety Statements: 22-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H351
• GHS Precautionary statements: P280
• 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

Sigma Aldrich - E7763

Application
Activated estradiol derivative useful for preparing estradiol conjugates.