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Description: Potent subtype-selective ligand; ERα agonist/ERβ antagonist
Chemical Name: (R,R)-5,11-Diethyl-5,6,11,12-tetrahydro-2,8-chrysenediol
Purity: ≥98% (HPLC)
Citations (8)
Literature (2)
Pathways (1)

Biological Activity for (R,R)-THC

(R,R)-THC is a non-steroidal, selective estrogen receptor ligand; agonist at ERα receptor (Ki = 9.0 nM) and antagonist at ERβ receptor (Ki = 3.6 nM).

Technical Data for (R,R)-THC

M. Wt 320.42
Formula C22H24O2
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 138090-06-9
PubChem ID 446849
Smiles OC3=CC=C(C(C[C@H]4CC)=C3)C2=C4C1=CC=C(O)C=C1C[C@H]2CC

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for (R,R)-THC

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 32.04 100
ethanol 32.04 100

Preparing Stock Solutions for (R,R)-THC

The following data is based on the product molecular weight 320.42. 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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.12 mL 15.6 mL 31.21 mL
5 mM 0.62 mL 3.12 mL 6.24 mL
10 mM 0.31 mL 1.56 mL 3.12 mL
50 mM 0.06 mL 0.31 mL 0.62 mL

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Product Datasheets for (R,R)-THC

Certificate of Analysis / Product Datasheet
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References for (R,R)-THC

References are publications that support the biological activity of the product.

Sun et al (1999) Novel ligands that function as selective estrogens or antiestrogens for estrogen receptor-α or estrogen receptor-β. Endocrinology 140 800 PMID: 9927308

Kraichely et al (2000) Conformational changes and coactivator recruitment by novel ligands for estrogen receptor-α and estrogen receptor-β: correlations with biological character and distinct differences among SRC coactivator family members. Endocrinology 141 3534 PMID: 11014206

If you know of a relevant reference for (R,R)-THC, please let us know.

View Related Products by Target

Keywords: (R,R)-THC, (R,R)-THC supplier, Potent, subtype, selective, ligands, Erα, Eralpha, agonists, ERβ, ERbeta, antagonists, ER, ERR, Estrogen, Receptors, and, Related, 1990, Tocris Bioscience

8 Citations for (R,R)-THC

Citations are publications that use Tocris products. Selected citations for (R,R)-THC include:

Nicholson et al (2015) Estrogen receptor-α is a key mediator and therapeutic target for bladder complications of benign prostatic hyperplasia. PLoS One 193 722 PMID: 25167991

Simpkins et al (2012) Src Inhibition with saracatinib reverses fulves. resistance in ER-positive ovarian cancer models in vitro and in vivo. Clin Cancer Res 18 5911 PMID: 22896656

Xing et al (2012) Estrogen modulates NFκB signaling by enhancing IκBα levels and blocking p65 binding at the promoters of inflammatory genes via estrogen receptor-β. PLoS One 7 e36890 PMID: 22723832

Li et al (2013) Inhibition of fatty acid amide hydrolase activates Nrf2 signalling and induces heme oxygenase 1 transcription in breast cancer cells. Br J Pharmacol 170 489 PMID: 23347118

Do you know of a great paper that uses (R,R)-THC from Tocris? Please let us know.

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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.

Cancer Research Product Guide

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Nuclear Receptors Product Listing

Nuclear Receptors Product Listing

A collection of over 150 products for key nuclear receptors, the listing includes research tools for the study of:

  • Androgen Receptors
  • Estrogen Receptors
  • Retinoic Acid Receptors
  • Retinoid X Receptors
  • Vitamin D Receptors

Pathways for (R,R)-THC

Estrogen Signaling Pathway

Estrogen Signaling Pathway

Estrogen is a steroid hormone that is responsible for the regulation of growth, differentiation and function of the reproductive system. Estrogen signaling is often dysregulated in breast cancer and osteoporosis.