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

• ChemBase ID: 127304
• Molecular Formular: C20H26O3
• Molecular Mass: 314.41864
• Monoisotopic Mass: 314.18819469
• SMILES: O=C(O[C@H]1CC[C@H]2[C@H]3[C@@H](c4ccc(O)cc4CC3)CC[C@]12C)C
• Canonical SMILES: CC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)O
• InChI: InChI=1S/C20H26O3/c1-12(21)23-19-8-7-18-17-5-3-13-11-14(22)4-6-15(13)16(17)9-10-20(18,19)2/h4,6,11,16-19,22H,3,5,7-10H2,1-2H3/t16-,17-,18+,19+,20+/m1/s1
• InChIKey: QAHOQNJVHDHYRN-SLHNCBLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-yl acetate; (1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-14-yl acetate
• IUPAC Traditional name: β-estradiol 17-acetate; (1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-14-yl acetate
• Synonyms: Estradiol acetate; β-Estradiol 17-acetate; 1,3,5(10)-Estratriene-3,17β-diol 17-acetate; 3,17β-Dihydroxy-1,3,5(10)-estratriene 17-acetate; 1,3,5(10)-雌三烯-3,17β-二醇 17-醋酸酯; 3,17β-二羟基-1,3,5(10)-雌三烯 17-醋酸酯; β-雌二醇 17-醋酸酯

Database IDs

• CAS Number: 1743-60-8
• MDL Number: MFCD00056537
• Beilstein Number: 2625732
• PubChem SID: 162221625; 24894658; 24870282
• PubChem CID: 6852404
• Chemspider ID: 5254726
• Wikipedia Title: Estradiol_acetate

CALCULATED PROPERTIES

• Acid pKa: 10.327061
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.18662
• LogD (pH = 7.4): 4.186116
• Log P: 4.186627
• Molar Refractivity: 89.0562 cm^3
• Polarizability: 35.134354 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 60-61
• Safety Statements: 53-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H360
• GHS Precautionary statements: P201-P308 + P313
• 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; Eyeshields, Gloves, type P2 (EN 143) respirator cartridges

Pharmacology Properties

• Admin Routes: Oral, vaginal (ring)
• Legal Status: Rx-only

Product Information

• Purity: ≥99%
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C20H26O3

DETAILS

Sigma Aldrich - E7879

Biochem/physiol Actions
β-Estradiol 17-acetate is a metabolite of estradiol.

Sigma Aldrich - 46551

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