Norstictic acid | CAS#571-67-5 | Regulator

MedKoo Cat#: 208452 | Name: Norstictic acid

Description:

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

Norstictic acid is a Selective Allosteric Transcriptional Regulator. Norstictic acid functions through an alternative binding site to block Med25-transcriptional activator PPIs in vitro and in cell culture. Norstictic acid targets a binding site comprising a highly dynamic loop flanking one canonical binding surface, and in doing so, it both orthosterically and allosterically alters Med25-driven transcription in a patient-derived model of triple-negative breast cancer. These results highlight the potential of Med25 as a therapeutic target as well as the inhibitor discovery opportunities presented by structurally dynamic loops within otherwise challenging proteins.

Chemical Structure

Norstictic acid

CAS#571-67-5

Theoretical Analysis

MedKoo Cat#: 208452

Name: Norstictic acid

CAS#: 571-67-5

Chemical Formula: C18H12O9

Exact Mass: 372.0481

Molecular Weight: 372.29

Elemental Analysis: C, 58.07; H, 3.25; O, 38.68

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Bryopogonic acid

IUPAC/Chemical Name

5,13,17-Trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.03,8.014,18]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde

InChi Key

IEVVSJFLBYOUCJ-UHFFFAOYSA-N

InChi Code

InChI=1S/C18H12O9/c1-5-3-8(20)7(4-19)14-9(5)16(22)26-13-6(2)12(21)10-11(15(13)25-14)18(24)27-17(10)23/h3-4,18,20-21,24H,1-2H3

SMILES Code

O=CC1=C(O)C=C(C)C2=C1OC3=C(C(C)=C(O)C4=C3C(O)OC4=O)OC2=O

Appearance

To be determined

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 372.29 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.

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: Garlick JM, Sturlis SM, Bruno PA, Yates JA, Peiffer AL, Liu Y, Goo L, Bao L, De Salle SN, Tamayo-Castillo G, Brooks CL 3rd, Merajver SD, Mapp AK. Norstictic Acid Is a Selective Allosteric Transcriptional Regulator. J Am Chem Soc. 2021 Jun 30;143(25):9297-9302. doi: 10.1021/jacs.1c03258. Epub 2021 Jun 17. PMID: 34137598; PMCID: PMC8717358. 2: Ebrahim HY, Elsayed HE, Mohyeldin MM, Akl MR, Bhattacharjee J, Egbert S, El Sayed KA. Norstictic Acid Inhibits Breast Cancer Cell Proliferation, Migration, Invasion, and In Vivo Invasive Growth Through Targeting C-Met. Phytother Res. 2016 Apr;30(4):557-66. doi: 10.1002/ptr.5551. Epub 2016 Jan 6. PMID: 26744260; PMCID: PMC5045260. 3: Ranković B, Kosanić M, Stanojković T, Vasiljević P, Manojlović N. Biological activities of Toninia candida and Usnea barbata together with their norstictic acid and usnic acid constituents. Int J Mol Sci. 2012 Nov 12;13(11):14707-22. doi: 10.3390/ijms131114707. PMID: 23203090; PMCID: PMC3509606. 4: Tay T, Türk AO, Yilmaz M, Türk H, Kivanç M. Evaluation of the antimicrobial activity of the acetone extract of the lichen Ramalina farinacea and its (+)-usnic acid, norstictic acid, and protocetraric acid constituents. Z Naturforsch C J Biosci. 2004 May-Jun;59(5-6):384-8. doi: 10.1515/znc-2004-5-617. PMID: 18998406. 5: Gandhi AD, Sathiyaraj S, Suriyakala G, Saranya S, Baskaran TN, Ravindran B, Babujanarthanam R. Lichens in Genus Parmelia: An Overview and their Application. Curr Pharm Biotechnol. 2020;21(13):1289-1297. doi: 10.2174/1389201021666200406105212. PMID: 32250223. 6: Kosanic M, Rankovic B, Stanojkovic T, Vasiljevic P, Manojlovic N. Biological activities and chemical composition of lichens from Serbia. EXCLI J. 2014 Nov 18;13:1226-38. PMID: 26417336; PMCID: PMC4462831. 7: Honda NK, Pavan FR, Coelho RG, de Andrade Leite SR, Micheletti AC, Lopes TI, Misutsu MY, Beatriz A, Brum RL, Leite CQ. Antimycobacterial activity of lichen substances. Phytomedicine. 2010 Apr;17(5):328-32. doi: 10.1016/j.phymed.2009.07.018. Epub 2009 Aug 14. PMID: 19683421. 8: Ureña-Vacas I, González-Burgos E, Divakar PK, Gómez-Serranillos MP. Lichen Depsidones with Biological Interest. Planta Med. 2022 Sep;88(11):855-880. doi: 10.1055/a-1482-6381. Epub 2021 May 25. PMID: 34034351. 9: Bonny S, Paquin L, Carrié D, Boustie J, Tomasi S. Ionic liquids based microwave-assisted extraction of lichen compounds with quantitative spectrophotodensitometry analysis. Anal Chim Acta. 2011 Nov 30;707(1-2):69-75. doi: 10.1016/j.aca.2011.09.009. Epub 2011 Sep 16. PMID: 22027121. 10: Sultana N, Afolayan AJ. A new depsidone and antibacterial activities of compounds from Usnea undulata Stirton. J Asian Nat Prod Res. 2011 Dec;13(12):1158-64. doi: 10.1080/10286020.2011.622720. PMID: 22115039.