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Kifunensine - 98%, high purity , CAS No.109944-15-2

    Grade & Purity:
  • ≥98%
In stock
Item Number
K274698
Grouped product items
SKU Size
Availability
Price Qty
K274698-1mg
1mg
2
$71.90
K274698-5mg
5mg
2
$296.90

Cell-permeable, potent, selective class I α-mannosidase inhibitor

Basic Description

Synonyms FR-900494 | (5R,6R,7S,8R,8aS)-6,7,8-trihydroxy-5-(hydroxymethyl)hexahydroimidazo[1,2-a]pyridine-2,3-dione
Specifications & Purity ≥98%
Biochemical and Physiological Mechanisms Cell-permeable, potent, selective inhibitor of class I α-mannosidases. (IC 50 = 20-50 nM for\xa0mung bean α-1,2-mannosidase I). Alkaloid originally isolated from the actinomycete Kitasatosporia kifunense . Used to suppress Endoplasmic Reticulum-Associated
Storage Temp Store at -20°C,Desiccated
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic acids and derivatives
Class Carboxylic acids and derivatives
Subclass Amino acids, peptides, and analogues
Intermediate Tree Nodes Amino acids and derivatives
Direct Parent Alpha amino acids and derivatives
Alternative Parents Imidazopyridines  Piperidines  Imidazolidinones  Tertiary carboxylic acid amides  Secondary carboxylic acid amides  Secondary alcohols  Lactams  Polyols  Azacyclic compounds  Primary alcohols  Organopnictogen compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic heteropolycyclic compounds
Substituents Alpha-amino acid or derivatives - Imidazopyridine - Imidazolidinone - Piperidine - Imidazolidine - Tertiary carboxylic acid amide - Carboxamide group - Lactam - Secondary carboxylic acid amide - Secondary alcohol - Azacycle - Organoheterocyclic compound - Polyol - Organooxygen compound - Organonitrogen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Primary alcohol - Aliphatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
External Descriptors Not available

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GH92 alpha-mannosidase (372 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

Pubchem Sid 504757004
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/504757004
IUPAC Name (5R,6R,7S,8R,8aS)-6,7,8-trihydroxy-5-(hydroxymethyl)-1,5,6,7,8,8a-hexahydroimidazo[1,2-a]pyridine-2,3-dione
INCHI InChI=1S/C8H12N2O6/c11-1-2-3(12)4(13)5(14)6-9-7(15)8(16)10(2)6/h2-6,11-14H,1H2,(H,9,15)/t2-,3-,4+,5+,6+/m1/s1
InChIKey OIURYJWYVIAOCW-PQMKYFCFSA-N
Smiles C(C1C(C(C(C2N1C(=O)C(=O)N2)O)O)O)O
Isomeric SMILES C([C@@H]1[C@H]([C@@H]([C@@H]([C@@H]2N1C(=O)C(=O)N2)O)O)O)O
Molecular Weight 232.19
Reaxy-Rn 38226983
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=38226983&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

9 results found

Lot Number Certificate Type Date Item
I2410406 Certificate of Analysis Jun 11, 2025 K274698
I2410403 Certificate of Analysis Jun 11, 2025 K274698
A2426069 Certificate of Analysis Nov 07, 2024 K274698
G2301609 Certificate of Analysis Apr 07, 2024 K274698
G2301601 Certificate of Analysis Apr 07, 2024 K274698
K2218605 Certificate of Analysis Aug 26, 2022 K274698
K2218603 Certificate of Analysis Aug 26, 2022 K274698
B2223449 Certificate of Analysis Jan 26, 2022 K274698
B2223477 Certificate of Analysis Jan 26, 2022 K274698

Chemical and Physical Properties

Solubility Soluble in water to 10 mM (with warming)
Melt Point(°C) >208°C (dec.)
Molecular Weight 232.190 g/mol
XLogP3 -2.800
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 1
Exact Mass 232.07 Da
Monoisotopic Mass 232.07 Da
Topological Polar Surface Area 130.000 Ų
Heavy Atom Count 16
Formal Charge 0
Complexity 334.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 5
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Xue Zhichao, Zeng Jiaming, Yin Xinchi, Li Yongshu, Meng Bo, Zhao Yang, Fang Xiang, Gong Xiaoyun, Dai Xinhua.  (2023)  Investigation on acquired palbociclib resistance by LC-MS based multi-omics analysis.  Frontiers in Molecular Biosciences,  10   

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