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MedKoo Cat#: 530987 | Name: SC-58272

Description:

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

SC-58272 is an antifungal NMT inhibitor. N-myristoyltransferase (Nmt) attaches myristate to the N-terminal glycine of many important eukaryotic and viral proteins. It is a target for anti-fungal and anti-viral therapy.

Chemical Structure

SC-58272
SC-58272
CAS#164931-25-3

Theoretical Analysis

MedKoo Cat#: 530987

Name: SC-58272

CAS#: 164931-25-3

Chemical Formula: C33H52N6O4

Exact Mass: 596.4050

Molecular Weight: 596.82

Elemental Analysis: C, 66.41; H, 8.78; N, 14.08; O, 10.72

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
SC-58272; SC 58272; SC58272.
IUPAC/Chemical Name
(2S)-6-amino-N-(2-cyclohexylethyl)-2-[[(2S)-3-hydroxy-2-[[2-[4-[4-(2-methylimidazol-1-yl)butyl]phenyl]acetyl]amino]propanoyl]amino]hexanamide
InChi Key
BUDUJVHIPNDQKY-KYJUHHDHSA-N
InChi Code
InChI=1S/C33H52N6O4/c1-25-36-19-22-38(25)20-8-6-11-27-13-15-28(16-14-27)23-31(41)37-29(24-40)33(43)39(21-17-26-9-3-2-4-10-26)30(32(35)42)12-5-7-18-34/h13-16,19,22,26,29-30,40H,2-12,17-18,20-21,23-24,34H2,1H3,(H2,35,42)(H,37,41)/t29-,30-/m0/s1
SMILES Code
NCCCC[C@@H](C(N)=O)N(C([C@H](CO)NC(CC1=CC=C(CCCCN2C=CN=C2C)C=C1)=O)=O)CCC3CCCCC3
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
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 596.82 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: Sheng CQ, Zhu J, Zhang WN, Xu H, Miao ZY, Yao JZ, Zhang M. [Evolutionary trace analysis of N-myristoyltransferase family]. Yao Xue Xue Bao. 2007 Feb;42(2):157-65. Chinese. PubMed PMID: 17518043. 2: Sogabe S, Masubuchi M, Sakata K, Fukami TA, Morikami K, Shiratori Y, Ebiike H, Kawasaki K, Aoki Y, Shimma N, D'Arcy A, Winkler FK, Banner DW, Ohtsuka T. Crystal structures of Candida albicans N-myristoyltransferase with two distinct inhibitors. Chem Biol. 2002 Oct;9(10):1119-28. PubMed PMID: 12401496. 3: Farazi TA, Waksman G, Gordon JI. Structures of Saccharomyces cerevisiae N-myristoyltransferase with bound myristoylCoA and peptide provide insights about substrate recognition and catalysis. Biochemistry. 2001 May 29;40(21):6335-43. PubMed PMID: 11371195. 4: Fütterer K, Murray CL, Bhatnagar RS, Gokel GW, Gordon JI, Waksman G. Crystallographic phasing of myristoyl-CoA-protein N-myristoyltransferase using an iodinated analog of myristoyl-CoA. Acta Crystallogr D Biol Crystallogr. 2001 Mar;57(Pt 3):393-400. PubMed PMID: 11223516. 5: Bhatnagar RS, Fütterer K, Farazi TA, Korolev S, Murray CL, Jackson-Machelski E, Gokel GW, Gordon JI, Waksman G. Structure of N-myristoyltransferase with bound myristoylCoA and peptide substrate analogs. Nat Struct Biol. 1998 Dec;5(12):1091-7. PubMed PMID: 9846880. 6: Lodge JK, Jackson-Machelski E, Devadas B, Zupec ME, Getman DP, Kishore N, Freeman SK, McWherter CA, Sikorski JA, Gordon JI. N-myristoylation of Arf proteins in Candida albicans: an in vivo assay for evaluating antifungal inhibitors of myristoyl-CoA: protein N-myristoyltransferase. Microbiology. 1997 Feb;143 ( Pt 2):357-66. PubMed PMID: 9043113. 7: Zhang L, Jackson-Machelski E, Gordon JI. Biochemical studies of Saccharomyces cerevisiae myristoyl-coenzyme A:protein N-myristoyltransferase mutants. J Biol Chem. 1996 Dec 20;271(51):33131-40. PubMed PMID: 8955162.

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SC-48274

SC-48274