WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 463953

CAS#: 58-72-0

Description: Triphenylethylene (TPE) is a simple aromatic hydrocarbon that possesses weak estrogenic activity. Its estrogenic effects were discovered in 1937. TPE was derived from structural modification of the more potent estrogen diethylstilbestrol, which is a member of the stilbestrol group of nonsteroidal estrogens.

Chemical Structure

CAS# 58-72-0

Theoretical Analysis

MedKoo Cat#: 463953
Name: Triphenylethylene
CAS#: 58-72-0
Chemical Formula: C20H16
Exact Mass: 256.13
Molecular Weight: 256.348
Elemental Analysis: C, 93.71; H, 6.29

Price and Availability

Size Price Availability Quantity
10mg USD -2 2 Weeks
25mg USD -2 2 Weeks
50mg USD -2 2 Weeks
100mg USD -2 2 Weeks
200mg USD -2 2 Weeks
500mg USD -2 2 Weeks
1g USD -2 2 Weeks
2g USD -2 2 Weeks
5g USD 220 2 Weeks
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Synonym: Triphenylethene; Triphenylethylene; NSC 17535; NSC17535; NSC-17535; TPE;

IUPAC/Chemical Name: ethene-1,1,2-triyltribenzene


InChi Code: InChI=1S/C20H16/c1-4-10-17(11-5-1)16-20(18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-16H

SMILES Code: C(/c1ccccc1)(c2ccccc2)=C/c3ccccc3

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 256.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Abderrahman B, Maximov PY, Curpan RF, Fanning SW, Hanspal JS, Fan P, Foulds CE, Chen Y, Malovannaya A, Jain A, Xiong R, Greene GL, Tonetti DA, Thatcher GRJ, Jordan VC. Rapid Induction of the Unfolded Protein Response and Apoptosis by Estrogen Mimic TTC-352 for the Treatment of Endocrine-Resistant Breast Cancer. Mol Cancer Ther. 2021 Jan;20(1):11-25. doi: 10.1158/1535-7163.MCT-20-0563. Epub 2020 Nov 11. PMID: 33177154; PMCID: PMC7790886.

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3: Abderrahman B, Maximov PY, Curpan RF, Hanspal JS, Fan P, Xiong R, Tonetti DA, Thatcher GRJ, Jordan VC. Pharmacology and Molecular Mechanisms of Clinically Relevant Estrogen Estetrol and Estrogen Mimic BMI-135 for the Treatment of Endocrine-Resistant Breast Cancer. Mol Pharmacol. 2020 Oct;98(4):364-381. doi: 10.1124/molpharm.120.000054. Epub 2020 Aug 12. Erratum in: Mol Pharmacol. 2020 Oct;98(4):528. PMID: 32788222; PMCID: PMC7491312.

4: Maximov PY, Abderrahman B, Hawsawi YM, Chen Y, Foulds CE, Jain A, Malovannaya A, Fan P, Curpan RF, Han R, Fanning SW, Broom BM, Quintana Rincon DM, Greenland JA, Greene GL, Jordan VC. The Structure-Function Relationship of Angular Estrogens and Estrogen Receptor Alpha to Initiate Estrogen-Induced Apoptosis in Breast Cancer Cells. Mol Pharmacol. 2020 Jul;98(1):24-37. doi: 10.1124/mol.120.119776. Epub 2020 May 3. PMID: 32362585; PMCID: PMC7294906.

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8: Chauhan N, Maher DM, Yallapu MM, B Hafeez B, Singh MM, Chauhan SC, Jaggi M. A triphenylethylene nonsteroidal SERM attenuates cervical cancer growth. Sci Rep. 2019 Jul 29;9(1):10917. doi: 10.1038/s41598-019-46680-0. PMID: 31358785; PMCID: PMC6662837.

9: Cui N, Lin DD, Shen Y, Shi JG, Wang B, Zhao MZ, Zheng L, Chen H, Shi JH. Triphenylethylene-Coumarin Hybrid TCH-5c Suppresses Tumorigenic Progression in Breast Cancer Mainly Through the Inhibition of Angiogenesis. Anticancer Agents Med Chem. 2019;19(10):1253-1261. doi: 10.2174/1871520619666190404155230. PMID: 30947677.

10: Bansal S, Lau AJ. Inhibition of Human Sulfotransferase 2A1-Catalyzed Sulfonation of Lithocholic Acid, Glycolithocholic Acid, and Taurolithocholic Acid by Selective Estrogen Receptor Modulators and Various Analogs and Metabolites. J Pharmacol Exp Ther. 2019 Jun;369(3):389-405. doi: 10.1124/jpet.119.256255. Epub 2019 Mar 27. PMID: 30918069.

11: Bhatia R, Rawal RK. Coumarin Hybrids: Promising Scaffolds in the Treatment of Breast Cancer. Mini Rev Med Chem. 2019;19(17):1443-1458. doi: 10.2174/1389557519666190308122509. PMID: 30854961.

12: Lin HT, Huang CL, Liou GS. Design, Synthesis, and Electrofluorochromism of New Triphenylamine Derivatives with AIE-Active Pendent Groups. ACS Appl Mater Interfaces. 2019 Mar 27;11(12):11684-11690. doi: 10.1021/acsami.9b00659. Epub 2019 Mar 13. PMID: 30821142.

13: Catanzaro E, Seghetti F, Calcabrini C, Rampa A, Gobbi S, Sestili P, Turrini E, Maffei F, Hrelia P, Bisi A, Belluti F, Fimognari C. Identification of a new tamoxifen-xanthene hybrid as pro-apoptotic anticancer agent. Bioorg Chem. 2019 May;86:538-549. doi: 10.1016/j.bioorg.2019.02.017. Epub 2019 Feb 10. PMID: 30782572.

14: Liu F, Tao Y, Li J, Liu H, He X, Du C, Tang X, Lu P. Efficient Non-doped Blue Fluorescent Organic Light-Emitting Diodes Based on Anthracene- Triphenylethylene Derivatives. Chem Asian J. 2019 Apr 1;14(7):1004-1012. doi: 10.1002/asia.201801867. Epub 2019 Feb 20. PMID: 30680943.

15: Montoya MC, Krysan DJ. Repurposing Estrogen Receptor Antagonists for the Treatment of Infectious Disease. mBio. 2018 Dec 18;9(6):e02272-18. doi: 10.1128/mBio.02272-18. PMID: 30563895; PMCID: PMC6299222.

16: Kolanczyk RC, Denny JS, Sheedy BR, Schmieder PK, Tapper MA. Estrogenic activity of multicyclic aromatic hydrocarbons in rainbow trout (Oncorhynchus mykiss) in vitro assays. Aquat Toxicol. 2019 Feb;207:43-51. doi: 10.1016/j.aquatox.2018.11.023. Epub 2018 Nov 26. PMID: 30513420.

17: Khan MM. Translational Significance of Selective Estrogen Receptor Modulators in Psychiatric Disorders. Int J Endocrinol. 2018 Oct 8;2018:9516592. doi: 10.1155/2018/9516592. PMID: 30402099; PMCID: PMC6196929.

18: Maximov PY, Abderrahman B, Fanning SW, Sengupta S, Fan P, Curpan RF, Rincon DMQ, Greenland JA, Rajan SS, Greene GL, Jordan VC. Endoxifen, 4-Hydroxytamoxifen and an Estrogenic Derivative Modulate Estrogen Receptor Complex Mediated Apoptosis in Breast Cancer. Mol Pharmacol. 2018 Aug;94(2):812-822. doi: 10.1124/mol.117.111385. Epub 2018 May 8. PMID: 29739819; PMCID: PMC6022805.

19: Wang M, Li X, Guo Y, Wu T, Liu YD, Ngai KL, Wang LM. A new secondary relaxation in the rigid and planar 1-methylindole: Evidence from binary mixture studies. J Chem Phys. 2016 Dec 7;145(21):214501. doi: 10.1063/1.4968564. PMID: 28799385.

20: Li L, Wang L, Tang H, Cao D. A facile synthesis of novel near-infrared pyrrolopyrrole aza-BODIPY luminogens with aggregation-enhanced emission characteristics. Chem Commun (Camb). 2017 Jul 20;53(59):8352-8355. doi: 10.1039/c7cc04568a. PMID: 28696443.