(R,R)-THC

Pricing Availability Delivery Time Qty
Cat.No. 1990 - (R,R)-THC | C22H24O2 | CAS No. 138090-06-9
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)
Datasheet
Citations (6)
Literature
Pathways

Biological Activity

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

M. Wt 320.42
Formula C22H24O2
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 138090-06-9
PubChem ID 446849
InChI Key MASYAWHPJCQLSW-ZIAGYGMSSA-N
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.

All Tocris products are intended for laboratory research use only.

Solubility Data

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

Preparing Stock Solutions

The following data is based on the product molecular weight 320.42. Batch specific molecular weights may vary from batch to batch due to solvent 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

Molarity Calculator

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Reconstitution Calculator

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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: Potent subtype selective ligands Erα Eralpha agonists ERβ ERbeta antagonists ER ERR Estrogen Receptors Estrogen and Related Receptors

6 Citations for (R,R)-THC

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

Guo et al (2011) Baicalin, a flavone, induces the differentiation of cultured osteoblasts: an action via the Wnt/beta-catenin signaling pathway. J Biol Chem 286 27882 PMID: 21652696

Kola et al The orexigenic effect of ghrelin is mediated through central activation of the endogenous cannabinoid system. PLoS One 3 e1797 PMID: 18335063

Wang et al (2015) Bu-Shen-Ning-Xin decoction: inhibition of osteoclastogenesis by abrogation of the RANKL-induced NFATc1 and NF-κB signaling pathways via selective estrogen receptor α. Drug Des Devel Ther 9 3755 PMID: 26229438

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

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

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


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

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Reviews

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Literature in this Area

Cancer

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

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

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.

Protocols

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