NFAT-133 | CAS#unknown | NFAT-mediated transcription inhibitor

MedKoo Cat#: 463628 | Name: NFAT-133

Description:

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

NFAT-133 is an inhibitor of NFAT-mediated transcription, leading to the suppression of interleukin-2 expression and T cell proliferation, showing immunosuppressive, antidiabetic, and antitrypanosomally activities.

Chemical Structure

NFAT-133

CAS#unknown

Theoretical Analysis

MedKoo Cat#: 463628

Name: NFAT-133

CAS#: unknown

Chemical Formula: C17H24O3

Exact Mass: 276.1725

Molecular Weight: 276.38

Elemental Analysis: C, 73.88; H, 8.75; O, 17.37

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

NFAT-133; NFAT133; NFAT 133;

IUPAC/Chemical Name

(3S,4R,5S)-4-hydroxy-5-(2-((E)-3-hydroxyprop-1-en-1-yl)-4-methylphenyl)-3-methylhexan-2-one

InChi Key

FTTQBBNJVTYJPS-IVZWMNDCSA-N

InChi Code

InChI=1S/C17H24O3/c1-11-7-8-16(15(10-11)6-5-9-18)13(3)17(20)12(2)14(4)19/h5-8,10,12-13,17-18,20H,9H2,1-4H3/b6-5+/t12-,13+,17+/m1/s1

SMILES Code

CC([C@@H](C)[C@H](O)[C@H](C1=CC=C(C)C=C1/C=C/CO)C)=O

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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 276.38 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: Zhou W, Posri P, Abugrain ME, Weisberg AJ, Chang JH, Mahmud T. Biosynthesis of the Nuclear Factor of Activated T Cells Inhibitor NFAT-133 in Streptomyces pactum. ACS Chem Biol. 2020 Dec 7. doi: 10.1021/acschembio.0c00775. Epub ahead of print. PMID: 33284588. 2: Sato H, Kwon E, Taguchi Y, Yoshida S, Kuwahara S, Ogura Y. Synthesis and Stereochemical Revision of the Aromatic Polyketide NFAT-133. J Nat Prod. 2019 Jul 26;82(7):1791-1796. doi: 10.1021/acs.jnatprod.8b01063. Epub 2019 Jul 3. PMID: 31268714. 3: Thakkar CS, Kate AS, Desai DC, Ghosh AR, Kulkarni-Almeida AA. NFAT-133 increases glucose uptake in L6 myotubes by activating AMPK pathway. Eur J Pharmacol. 2015 Dec 15;769:117-26. doi: 10.1016/j.ejphar.2015.11.006. Epub 2015 Nov 11. PMID: 26546724. 4: Yang Y, Yu L, Komaki H, Oku N, Igarashi Y. Absolute configuration of NFAT-133, an aromatic polyketide with immunosuppressive and antidiabetic activity from actinomycetes. J Antibiot (Tokyo). 2016 Jan;69(1):69-71. doi: 10.1038/ja.2015.80. Epub 2015 Aug 19. PMID: 26285791. 5: Hashida J, Niitsuma M, Iwatsuki M, Mori M, Ishiyama A, Namatame M, Nishihara- Tsukashima A, Matsumoto A, Ara I, Takahashi Y, Yamada H, Otoguro K, Shiomi K, Omura S. Panowamycins A and B, new antitrypanosomal isochromans produced by Streptomyces sp. K07-0010. J Antibiot (Tokyo). 2012 Apr;65(4):197-202. doi: 10.1038/ja.2011.139. Epub 2012 Jan 25. PMID: 22274704. 6: Kulkarni-Almeida AA, Brahma MK, Padmanabhan P, Mishra PD, Parab RR, Gaikwad NV, Thakkar CS, Tokdar P, Ranadive PV, Nair AS, Damre AA, Bahirat UA, Deshmukh NJ, Doshi LS, Dixit AV, George SD, Vishwakarma RA, Nemmani KV, Mahajan GB. Fermentation, Isolation, Structure, and antidiabetic activity of NFAT-133 produced by Streptomyces strain PM0324667. AMB Express. 2011 Nov 21;1(1):42. doi: 10.1186/2191-0855-1-42. PMID: 22104600; PMCID: PMC3274447. 7: Burres NS, Premachandran U, Hoselton S, Cwik D, Hochlowski JE, Ye Q, Sunga GN, Karwowski JP, Jackson M, Whittern DN, et al. Simple aromatics identified with a NFAT-lacZ transcription assay for the detection of immunosuppressants. J Antibiot (Tokyo). 1995 May;48(5):380-6. doi: 10.7164/antibiotics.48.380. PMID: 7797439.