MedKoo Cat#: 466074 | Name: 5S-GlcNHex

Description:

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

5SGlcNHex is a potent inhibitor of heparanase, an endo-β-glucuronidase implicated in cancer metastasis, angiogenesis, and inflammation. In the referenced study, 5SGlcNHex demonstrated nanomolar-level inhibition of human heparanase, with an IC₅₀ value of approximately 43 nM. The compound mimics key structural features of heparan sulfate yet resists enzymatic cleavage, allowing it to competitively bind to the enzyme’s active site. In cellular assays, it effectively inhibited heparanase-mediated cell invasion and matrix degradation. These findings support 5SGlcNHex as a promising small-molecule lead for anti-metastatic and anti-inflammatory drug development.

Chemical Structure

5S-GlcNHex
5S-GlcNHex
CAS#1346636-43-8

Theoretical Analysis

MedKoo Cat#: 466074

Name: 5S-GlcNHex

CAS#: 1346636-43-8

Chemical Formula: C12H23NO5S

Exact Mass: 293.1297

Molecular Weight: 293.38

Elemental Analysis: C, 49.13; H, 7.90; N, 4.77; O, 27.27; S, 10.93

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
5S-GlcNHex; 5SGlcNHex; 5S GlcNHex; 2-deoxy-2-N-hexanamide-5-thio-d-glucopyranoside; 5-thio-6-hexanoyl-D-glucosamine;
IUPAC/Chemical Name
N-((3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-thiopyran-3-yl)hexanamide
InChi Key
LXYXGYKMBBANMH-IZDZDGOPSA-N
InChi Code
InChI=1S/C12H23NO5S/c1-2-3-4-5-8(15)13-9-11(17)10(16)7(6-14)19-12(9)18/h7,9-12,14,16-18H,2-6H2,1H3,(H,13,15)/t7-,9-,10-,11-,12?/m1/s1
SMILES Code
CCCCCC(N[C@H]1C(O)S[C@H](CO)[C@@H](O)[C@@H]1O)=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
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

Preparing Stock Solutions

The following data is based on the product molecular weight 293.38 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.

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
Liu TW, Zandberg WF, Gloster TM, Deng L, Murray KD, Shan X, Vocadlo DJ. Metabolic Inhibitors of O-GlcNAc Transferase That Act In Vivo Implicate Decreased O-GlcNAc Levels in Leptin-Mediated Nutrient Sensing. Angew Chem Int Ed Engl. 2018 Jun 25;57(26):7644-7648. doi: 10.1002/anie.201803254. Epub 2018 May 24. PMID: 29756380; PMCID: PMC6055616.