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MedKoo Cat#: 461410 | Name: Rooperol

Description:

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

Rooperol is a norlignan derivative with numerous biological activities including immunomodulatory, antitumor, anticonvulsant, antibacterial, and antioxidant activities. It has been identified as a novel p38α inhibitor.

Chemical Structure

Rooperol
Rooperol
CAS#83644-00-2

Theoretical Analysis

MedKoo Cat#: 461410

Name: Rooperol

CAS#: 83644-00-2

Chemical Formula: C17H14O4

Exact Mass: 282.0892

Molecular Weight: 282.29

Elemental Analysis: C, 72.33; H, 5.00; O, 22.67

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Rooperol;
IUPAC/Chemical Name
(E)-4,4'-(pent-1-en-4-yne-1,5-diyl)bis(benzene-1,2-diol)
InChi Key
JQPOMMNEABQHEU-DUXPYHPUSA-N
InChi Code
InChI=1S/C17H14O4/c18-14-8-6-12(10-16(14)20)4-2-1-3-5-13-7-9-15(19)17(21)11-13/h2,4,6-11,18-21H,1H2/b4-2+
SMILES Code
OC1=CC=C(/C=C/CC#CC2=CC=C(O)C(O)=C2)C=C1O
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 282.29 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
1: Ali Azouaou S, Emhemmed F, Idris-Khodja N, Lobstein A, Schini-Kerth V, Muller CD, Fuhrmann G. Selective ROS-dependent p53-associated anticancer effects of the hypoxoside derivative rooperol on human teratocarcinomal cancer stem-like cells. Invest New Drugs. 2015 Feb;33(1):64-74. doi: 10.1007/s10637-014-0182-6. Epub 2014 Nov 19. PubMed PMID: 25404486. 2: Boukes GJ, van de Venter M. Rooperol as an antioxidant and its role in the innate immune system: an in vitro study. J Ethnopharmacol. 2012 Dec 18;144(3):692-9. doi: 10.1016/j.jep.2012.10.014. Epub 2012 Oct 17. PubMed PMID: 23085395. 3: Kabanda MM. Antioxidant activity of rooperol investigated through Cu (I and II) chelation ability and the hydrogen transfer mechanism: a DFT study. Chem Res Toxicol. 2012 Oct 15;25(10):2153-66. doi: 10.1021/tx300244z. Epub 2012 Sep 17. PubMed PMID: 22946567. 4: Li J, Kaoud TS, LeVieux J, Gilbreath B, Moharana S, Dalby KN, Kerwin SM. A fluorescence-based assay for p38α recruitment site binders: identification of rooperol as a novel p38α kinase inhibitor. Chembiochem. 2013 Jan 2;14(1):66-71. doi: 10.1002/cbic.201200529. Epub 2012 Dec 6. PubMed PMID: 23225637; PubMed Central PMCID: PMC3775607. 5: Boukes GJ, Daniels BB, Albrecht CF, van de Venter M. Cell survival or apoptosis: rooperol's role as anticancer agent. Oncol Res. 2010;18(8):365-76. PubMed PMID: 20441051. 6: Albrecht CF, Theron EJ, Kruger PB. Morphological characterisation of the cell-growth inhibitory activity of rooperol and pharmacokinetic aspects of hypoxoside as an oral prodrug for cancer therapy. S Afr Med J. 1995 Sep;85(9):853-60. PubMed PMID: 8545743. 7: Allkanjari O, Vitalone A. What do we know about phytotherapy of benign prostatic hyperplasia? Life Sci. 2015 Apr 1;126:42-56. doi: 10.1016/j.lfs.2015.01.023. Epub 2015 Feb 20. Review. PubMed PMID: 25703069. 8: Bereta J, Bereta M, Allison AC, Kruger PB, Koj A. Inhibitory effect of di-catechol rooperol on VCAM-1 and iNOS expression in cytokine-stimulated endothelium. Life Sci. 1997;60(4-5):325-34. PubMed PMID: 9010488. 9: Coetzee JF, Kruger PB, Albrecht CF, Jahed N, van Jaarsveld PP. Pharmacokinetic behaviour and cardiovascular effects of intravenously administered hypoxoside and rooperol. Arzneimittelforschung. 1996 Oct;46(10):997-1000. PubMed PMID: 8931895. 10: Dietzsch E, Albrecht CF, Parker MI. Effect of rooperol on collagen synthesis and cell growth. IUBMB Life. 1999 Sep;48(3):321-5. PubMed PMID: 10690646. 11: Guzdek A, Nizankowska E, Allison AC, Kruger PB, Koj A. Cytokine production in human and rat macrophages and dicatechol rooperol and esters. Biochem Pharmacol. 1996 Oct 11;52(7):991-8. PubMed PMID: 8831717. 12: Guzdek A, Rokita H, Cichy J, Allison AC, Koj A. Rooperol tetraacetate decreases cytokine mRNA levels and binding capacity of transcription factors in U937 cells. Mediators Inflamm. 1998;7(1):13-8. PubMed PMID: 9839693; PubMed Central PMCID: PMC1781819. 13: Kruger PB, Albrecht CF, Liebenberg RW, van Jaarsveld PP. Studies on hypoxoside and rooperol analogues from Hypoxis rooperi and Hypoxis latifolia and their biotransformation in man by using high-performance liquid chromatography with in-line sorption enrichment and diode-array detection. J Chromatogr B Biomed Appl. 1994 Dec 2;662(1):71-8. PubMed PMID: 7894695. 14: Van der Merwe MJ, Jenkins K, Theron E, van der Walt BJ. Interaction of the di-catechols rooperol and nordihydroguaiaretic acid with oxidative systems in the human blood. A structure-activity relationship. Biochem Pharmacol. 1993 Jan 26;45(2):303-11. PubMed PMID: 8382058. 15: Nair VD, Dairam A, Agbonon A, Arnason JT, Foster BC, Kanfer I. Investigation of the antioxidant activity of African potato (Hypoxis hemerocallidea). J Agric Food Chem. 2007 Mar 7;55(5):1707-11. Epub 2007 Feb 13. PubMed PMID: 17295502. 16: Albrecht CF, Kruger PB, Smit BJ, Freestone M, Gouws L, Miller R, van Jaarsveld PP. The pharmacokinetic behaviour of hypoxoside taken orally by patients with lung cancer in a phase I trial. S Afr Med J. 1995 Sep;85(9):861-5. PubMed PMID: 8545744. 17: Guzdek A, Turyna B, Allison AC, Sladek K, Koj A. Rooperol, an inhibitor of cytokine synthesis, decreases the respiratory burst in human and rat leukocytes and macrophages. Mediators Inflamm. 1997;6(1):53-7. PubMed PMID: 18472834; PubMed Central PMCID: PMC2365846. 18: Laporta O, Funes L, Garzón MT, Villalaín J, Micol V. Role of membranes on the antibacterial and anti-inflammatory activities of the bioactive compounds from Hypoxis rooperi corm extract. Arch Biochem Biophys. 2007 Nov 1;467(1):119-31. Epub 2007 Aug 25. PubMed PMID: 17888867. 19: Owira PM, Ojewole JA. 'African potato' (Hypoxis hemerocallidea corm): a plant-medicine for modern and 21st century diseases of mankind? - a review. Phytother Res. 2009 Feb;23(2):147-52. doi: 10.1002/ptr.2595. Review. PubMed PMID: 18693293. 20: Drewes SE, Elliot E, Khan F, Dhlamini JT, Gcumisa MS. Hypoxis hemerocallidea--not merely a cure for benign prostate hyperplasia. J Ethnopharmacol. 2008 Oct 28;119(3):593-8. doi: 10.1016/j.jep.2008.05.027. Epub 2008 Jul 7. Review. PubMed PMID: 18602776.