(2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)dimethylamine; 2-hydroxypropane-1,2,3-tricarboxylic acid

• ChemBase ID: 51111
• Molecular Formular: C32H37NO8
• Molecular Mass: 563.63808
• Monoisotopic Mass: 563.25191715
• SMILES: C(CC(=O)O)(CC(=O)O)(C(=O)O)O.C(=C(\c1ccccc1)/CC)(\c1ccc(cc1)OCCN(C)C)/c1ccccc1
• Canonical SMILES: OC(=O)CC(C(=O)O)(CC(=O)O)O.CC/C(=C(\c1ccccc1)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
• InChI: InChI=1S/C26H29NO.C6H8O7/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,4,19-20H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25-
• InChIKey: FQZYTYWMLGAPFJ-OQKDUQJOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)dimethylamine; 2-hydroxypropane-1,2,3-tricarboxylic acid
• IUPAC Traditional name: citro; tamoxifen
• Synonyms: {2-[4-(1,2-Diphenyl-1-buten-1-yl)phenoxy]ethyl}dim ethylamine 2-hydroxy-1,2,3-propanetricarboxylate (; Nolvadex; Istubal; Valodex; Tamoxifen Citrate; Tamoxifen citrate salt; 他莫昔芬 柠檬酸盐; (Z)-1-(对二甲基氨基乙氧基苯基)-1,2-二苯基-1-丁烯

Database IDs

• CAS Number: 54965-24-1
• EC Number: 259-415-2
• MDL Number: MFCD00058321
• PubChem SID: 24278059; 162055874
• PubChem CID: 2733525

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.2851102
• LogD (pH = 7.4): 4.971639
• Log P: 6.351222
• Molar Refractivity: 128.4308 cm^3
• Polarizability: 46.4946 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C
• Storage Warning: IRRITANT
• RTECS: KH2387000
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 45-60-61-22-64
• Safety Statements: 36/37/39-45
• TSCA Listed: false
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H350-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
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... PRKCA(5578), PRKCB(5579), PRKCD(5580), PRKCE(5581), PRKCG(5582), PRKCH(5583), PRKCI(5584)

Product Information

• Purity: ≥99%
• Salt Data: Citrate

DETAILS

Selleck Chemicals - S1972

Research Area: Endocrinology
Biological Activity:
Tamoxifen Citrate (Nolvadex) is an estrogen receptor antagonist with an IC50 of 31 μM for the MCF-7 cells. In some tissues such as the endometrium, it behaves as an agonist, hence tamoxifen may be characterized as a mixed agonist/antagonist. It has been the standard endocrine (anti-estrogen) therapy for hormone-positive early breast cancer in pre-menopausal women, although aromatase inhibitors have been proposed. [1][2]References on Tamoxifen Citrate (Nolvadex)[] Journal of Steroid Biochemistry & Molecular Biology, 2003, 84 ：255–257

Sigma Aldrich - T9262

Biochem/physiol Actions
Protein kinase C inhibitor. Induces apoptosis in human malignant glioma cell lines. Tamoxifen and its metabolite 4-hydroxytamoxifen are selective estrogen response modifiers (SERMs) that act as estrogen antagonists in mammary gland. Blocks estradiol-stimulated VEGF production in breast tumor cells.

REFERENCES

• Seeger H et al. J Steroid Biochem Mol Biol. 2003