MKC8866 - Moligand™,≥97% , CAS No.1338934-59-0

CAS: 1338934-59-0 Cat. No.: M414235 Formula: C₁₈H₁₉NO₇ Molecular Weight: 361.35

GRADE & PURITY Moligand™, ≥97%

Synonyms

s8875 | MKC8866 | MKC-8866 | EX-A4347 | IRE1 RNase inhibitor 8866 | A936785 | BS-15211 | Orin 1001 [WHO-DD] | 2H-1-Benzopyran-8-carboxaldehyde, 7-hydroxy-6-methoxy-4-methyl-3-(2-(4-morpholinyl)-2-oxoethyl)-2-oxo- | 1338934-59-0 | US9040714, 167 | D80797 |

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

MKC8866 MKC8866 (IRE1-IN-8866), a salicylaldehyde analog, is a specific IRE1α RNase inhibitor with IC50 of 0.29 μM for human IRE1α in vitro.

Targets

hIRE1α (Cell-free assay) 0.29 μM

In vitro

MKC8866 is optimized and refined from a family of IRE1α-specific endoribonuclease inhibitors obtained from a chemical library screen. MKC8866 effectively represses IRE1α-mediated XBP1 splicing in PCa cells and has favorable pharmacokinetic and pharmacodynamic properties.

In vivo

MKC8866 is an IRE1α RNase-specific inhibitor molecule that displays significant therapeutic activity in various preclinical models of PCa in vivo. MKC8866 synergizes with clinical PCa drugs in vivo.

Cell Research(from reference)

Cell lines：human PCa cell lines LNCaP and 22Rv1, VCaP cell line, C4-2B cell line 

Concentrations：0.2-10 μM 

Incubation Time：0.25-24 h 

Specifications

Synonyms

s8875 | MKC8866 | MKC-8866 | EX-A4347 | IRE1 RNase inhibitor 8866 | A936785 | BS-15211 | Orin 1001 [WHO-DD] | 2H-1-Benzopyran-8-carboxaldehyde, 7-hydroxy-6-methoxy-4-methyl-3-(2-(4-morpholinyl)-2-oxoethyl)-2-oxo- | 1338934-59-0 | US9040714, 167 | D80797 |

Specifications & Purity

Moligand™,≥97%

Biochemical and Physiological Mechanisms

MKC8866 (IRE1-IN-8866), a salicylaldehyde analog, is a specific IRE1α RNase inhibitor with IC50 of 0.29\u2009μM for human IRE1α in vitro.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥97%

Product Properties

• ALogP: 0.943
• hba_count: 6
• HBD Count: 1
• Rotatable Bond: 4

Names and Identifiers

• Pubchem Sid: 488202469
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488202469
• Canonical Smiles: CC1=C(C(=O)OC2=C(C(=C(C=C12)OC)O)C=O)CC(=O)N3CCOCC3
• IUPAC Name: 7-hydroxy-6-methoxy-4-methyl-3-(2-morpholin-4-yl-2-oxoethyl)-2-oxochromene-8-carbaldehyde
• InChIKey: IFDGMRMUJYGWQQ-UHFFFAOYSA-N
• INCHI: 1S/C18H19NO7/c1-10-11-7-14(24-2)16(22)13(9-20)17(11)26-18(23)12(10)8-15(21)19-3-5-25-6-4-19/h7,9,22H,3-6,8H2,1-2H3
• Isomeric SMILES: CC1=C(C(=O)OC2=C(C(=C(C=C12)OC)O)C=O)CC(=O)N3CCOCC3
• Molecular Weight: 361.35
• Reaxy-Rn: 25197219
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25197219&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Coumarins and derivatives
      • Subclass Hydroxycoumarins

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Hydroxycoumarins
• Intermediate Tree Nodes: Not available
• Direct Parent: 7-hydroxycoumarins
• Alternative Parents: 1-benzopyrans Anisoles Pyranones and derivatives Phenols Alkyl aryl ethers Aryl-aldehydes Morpholines Vinylogous acids Tertiary carboxylic acid amides Heteroaromatic compounds Lactones Oxacyclic compounds Azacyclic compounds Dialkyl ethers Hydrocarbon derivatives Organonitrogen compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 7-hydroxycoumarin - Benzopyran - 1-benzopyran - Anisole - Phenol ether - Alkyl aryl ether - Phenol - Pyranone - Aryl-aldehyde - Morpholine - Oxazinane - Benzenoid - Pyran - Heteroaromatic compound - Vinylogous acid - Tertiary carboxylic acid amide - Carboxamide group - Lactone - Azacycle - Oxacycle - Organoheterocyclic compound - Carboxylic acid derivative - Ether - Dialkyl ether - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Aldehyde - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 3 mg/mL (8.3 mM); Water: ˂1 mg/mL Ethanol: ˂1 mg/mL
• DMSO(mg / mL) Max Solubility: 3
• DMSO(mM) Max Solubility: 8.302200083022
• Water(mg / mL) Max Solubility: ˂1
• Molecular Weight: 361.300 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 361.116 Da
• Monoisotopic Mass: 361.116 Da
• Topological Polar Surface Area: 102.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 611.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥97% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

What is Moligand??

Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 1338934-59-0, the molecular formula is C18H19NO7, and the molecular weight is 361.35 g/mol. InChIKey IFDGMRMUJYGWQQ-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.