ChemicalBook--->CAS DataBase List--->1681056-61-0

1681056-61-0

1681056-61-0 Structure

1681056-61-0 Structure
IdentificationBack Directory
[Name]

OSMI-1
[CAS]

1681056-61-0
[Synonyms]

OSMI-1
OSMI-1 >=98% (HPLC)
Benzeneacetamide, α-[[(1,2-dihydro-2-oxo-6-quinolinyl)sulfonyl]amino]-N-(2-furanylmethyl)-2-methoxy-N-(2-thienylmethyl)-, (αR)-
[Molecular Formula]

C28H25N3O6S2
[MDL Number]

MFCD30187585
[MOL File]

1681056-61-0.mol
[Molecular Weight]

563.64
Chemical PropertiesBack Directory
[density ]

1.389±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMF: 25 mg/mL; DMF:PBS (pH 7.2) (1:5): 0.16 mg/mL; DMSO: 20 mg/mL
[form ]

powder
[pka]

8.77±0.20(Predicted)
[color ]

white to beige
[InChIKey]

IYIGLWQQAMROOF-HHHXNRCGSA-N
[SMILES]

O=C(N1)C=CC2=C1C=CC(S(N[C@H](C3=C(OC)C=CC=C3)C(N(CC4=CC=CS4)CC5=CC=CO5)=O)(=O)=O)=C2
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

OSMI 1 is a novel inhibitor of O-GlcNAc transferase (OGT).
[Uses]

OSMI-1 (OGT with a small molecule inhibitor) has been used in proximal ligation assay, Sox2 (SRY (sex determining region Y)-Box 2 ) dual luciferase reporter assay, Sox2 ELISA (enzyme linked immunosorbent assay) and other in vivo approaches, to study the O-Linked β-N-acetylglucosamine (O-GlcNAc) mediated regulation of self-renewal genes in cancer. It has also been used to study the Hippo pathway regulation mediated by O-GlcNAc transferase.
[Definition]

ChEBI: OSMI-1 is a sulfonamide resulting from the formal condensation of the sulfonic acid group of 2-oxo-1,2-dihydroquinoline-6-sulfonic acid with the primary amino group of (2R)-2-amino-N-(2-furylmethyl)-2-(2-methoxyphenyl)-N-(2-thienylmethyl)acetamide. OSMI-1 is a cell permeable inhibitor of O-linked beta-N-acetylglucosamine transferase (O-GlcNAc transferase, OGT). It has a role as an EC 2.* (transferase) inhibitor and an EC 2.4.1.255 (protein O-GlcNAc transferase) inhibitor. It is a sulfonamide, a member of quinolines, a member of furans, a member of thiophenes, an aromatic ether and a tertiary carboxamide.
[Biochem/physiol Actions]

OGT catalyses the attachment of N-acetylglucosamine moieties to a number proteins during post-translational modification. Inhibition of OGT activity might hinder the rate of viral replication in infections such as Herpes simplex viral disease.
[in vivo]

Mammalian and zebrafish toxicity profiles are strikingly similar, and zebrafish can usually serve as an intermediate step between cell-based evaluation and conventional animal testing. The zebrafish model is used to investigate OSM1-1 acute toxicity in vivo. The LC50 of OSM1-1 is 0.031 mg/mL (56 μM, 12 h) and 0.025 mg/mL (45 μM, 24 h) in zebrafish model[2].

Spectrum DetailBack Directory
[Spectrum Detail]

OSMI-1(1681056-61-0)1HNMR
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