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

• ChemBase ID: 134351
• Molecular Formular: C18H24O2
• Molecular Mass: 272.38196
• Monoisotopic Mass: 272.17763001
• SMILES: C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CC[C@H]2O)O
• Canonical SMILES: Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2O)C
• InChI: InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1
• InChIKey: VOXZDWNPVJITMN-SFFUCWETSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14R,15S)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-5,14-diol; (1S,10R,11S,14R,15S)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• IUPAC Traditional name: estradiol 17 α
• Synonyms: α-Estradiol; (17α)-Estra-1,3,5(10)-triene-3,17-diol; 1,3,5-Estratriene-3,17α-diol; 13β-Methyl-1,3,5(10)-gonatriene-3,17α-diol; 17-Epiestradiol; 17α-Oestradiol; 3,17-Dihydroxyestratriene; 3,17α-Dihydroxyoestra-1,3,5(10)-triene; Alfatradiol; Epiestrol; Estra-1,3,5(10)-triene-3,17α-diol; NSC 20293; α-Estradiol; 17α-Estradiol; 1,3,5(10)-Estratriene-3,17α-diol; 3,17α-Dihydroxy-1,3,5(10)-estratriene; Epiestradiol; 1,3,5(10)-雌甾三烯-3,17α-二醇; 3,17α-二羟基-1,3,5(10)-雌三烯; 雌二醇; α-雌二醇

Database IDs

• CAS Number: 57-91-0
• EC Number: 200-354-8
• MDL Number: MFCD00064144
• PubChem SID: 24870273; 24894682; 162228627
• PubChem CID: 68570

CALCULATED PROPERTIES

• Acid pKa: 10.327061
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.7454948
• LogD (pH = 7.4): 3.7449908
• Log P: 3.7455013
• Molar Refractivity: 79.9047 cm^3
• Polarizability: 31.30958 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dioxane; ethanol: soluble50 mg/mL, clear, colorless; Methanol
• Apperance: White Solid; white with slight yellow cast powder
• Melting Point: 210-219°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: KG3750000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 40; 40-48
• Safety Statements: 22-24/25
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H351
• GHS Precautionary statements: P281
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... ESR1(2099), ESR2(2100)rat ... Ar(24208)

Product Information

• Purity: ≥98% (TLC)
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C18H24O2

DETAILS

Sigma Aldrich - E8750

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
雌二醇（称为 α-雌甾二醇或 17α-雌二醇）为人类乳腺癌细胞组织培养中的生物活性雌激素。17-雌二醇及其选择性受体 (ER-X) 不是传统激素/受体内分泌系统的一部分，而是在成人大脑生长中具有重要自分泌/旁分泌功能的系统的一部分。在更年期以及神经退化性疾病（例如阿尔茨海默氏病和缺血性中风）的治疗中，17-雌二醇可能对激素替代物疗法具有重要意义。

Sigma Aldrich - 46542

Biochem/physiol Actions
Estradiol (known as alpha Estradiol or 17 alpha Estradiol) is a biologically active estrogen in human breast cancer cells in tissue culture.17-estradiol and its selective receptor, ER-X, are not part of a classical hormone/receptor endocrine system but of a system with important autocrine/paracrine functions in the developing and adult brain. 17-Estradiol may have enormous implications for hormone replacement strategies at the menopause and in the treatment of such neurodegenerative disorders as Alzheimer’s disease and ischemic stroke.
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - E887995

Estradiol (known as α-Estradiol or 17 α-Estradiol) is a biologically active estrogen in human breast cancer cells in tissue culture. 17-Εstradiol and its selective receptor, ER-X, are not part of a classical hormone/receptor endocrine system but of a syst

REFERENCES

• Salole, E.G., Anal. Profiles Drug Subs., 15, 283 (1986)
• Lievertz, R.W., et al.: Am. J. Obstret. Gynecol., 156, 1289 (1986)
• Kuhnz, W., et al.: Arzneim.-Forsch., 43, 966 (1986)