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OSMI-1

CAT: 0013-GTR19155960-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19155960-02Size:500 mg
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Description
OSMI-1 inhibits protein O-linked N-acetylglucosamine (O-GlcNAcylation) in several mammalian cell lines without qualitatively altering cell surface N- or O-linked glycans. OSMI-1 is a cell-permeable O-GlcNAc transferase (OGT) inhibitor (IC50: 2.7 μM) .
CAS Number
1681056-61-0
Purity
>98% (HPLC)
Solubility
DMSO:83.33 mg/mL (147.84 mM; Need ultrasonic)
Smiles
O=C (N (CC1=CC=CS1) CC2=CC=CO2) [C@H] (NS (C3=CC (C=C4) =C (C=C3) NC4=O) (=O) =O) C5=CC=CC=C5OC
Molecular Formula
C28H25N3O6S2
Molecular Weight
563.64
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

(alphaR)-alpha-(((1,2-Dihydro-2-oxo-6-quinolinyl)sulfonyl)amino)-N-(2-furanylmethyl)-2-methoxy-N-(2-thienylmethyl)benzeneacetamide

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 2.4.1.255 (protein O-GlcNAc transferase) inhibitor and an EC 2.* (transferase) inhibitor. It is a tertiary carboxamide, a member of furans, a member of quinolines, a member of thiophenes, a sulfonamide and an aromatic ether.

CAS Number1681056-61-0
PubChem CID118634407
IUPAC Name(2R)-N-(furan-2-ylmethyl)-2-(2-methoxyphenyl)-2-[(2-oxo-1H-quinolin-6-yl)sulfonylamino]-N-(thiophen-2-ylmethyl)acetamide
Molecular FormulaC28H25N3O6S2
Molecular Weight563.6
XLogP3.3
Topological Polar Surface Area155
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count10
Heavy Atom Count39
Formal Charge0
Complexity1000
SMILES
COC1=CC=CC=C1[C@H](C(=O)N(CC2=CC=CO2)CC3=CC=CS3)NS(=O)(=O)C4=CC5=C(C=C4)NC(=O)C=C5
InChI
InChI=1S/C28H25N3O6S2/c1-36-25-9-3-2-8-23(25)27(28(33)31(17-20-6-4-14-37-20)18-21-7-5-15-38-21)30-39(34,35)22-11-12-24-19(16-22)10-13-26(32)29-24/h2-16,27,30H,17-18H2,1H3,(H,29,32)/t27-/m1/s1
InChIKey
IYIGLWQQAMROOF-HHHXNRCGSA-N
Chemical Structure
2D Structure
2D structure of (alphaR)-alpha-(((1,2-Dihydro-2-oxo-6-quinolinyl)sulfonyl)amino)-N-(2-furanylmethyl)-2-methoxy-N-(2-thienylmethyl)benzeneacetamide
CAS: 1681056-61-0
CID: 118634407
Formula: C28H25N3O6S2
MW: 563.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight563.6
XLogP33.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count10
Exact Mass563.11847787
Monoisotopic Mass563.11847787
Topological Polar Surface Area155 Ų
Heavy Atom Count39
Formal Charge0
Complexity1000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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