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(Rac) -OSMI-1

CAT: 0804-HY-119738A-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-119738A-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
(Rac) -OSMI-1 is the racemate of OSMI-1. OSMI-1 is a cell-permeable O-GlcNAc transferase (OGT) inhibitor with an IC50 value of 2.7 μM. 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[1][2].
CAS Number
2748153-92-4
UNSPSC
12352005
Hazard Statement
H302, H315, H319
Target
Acyltransferase; OGT
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease; Neuronal Signaling
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/rac-osmi-1.html
Purity
96.51
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
O=C(N(CC1=CC=CS1)CC2=CC=CO2)C(NS(C3=CC(C=C4)=C(C=C3)NC4=O)(=O)=O)C5=CC=CC=C5OC
Molecular Formula
C28H25N3O6S2
Molecular Weight
563.64
Precautions
H302, H315, H319
References & Citations
[1]Ortiz-Meoz RF, et al. A small molecule that inhibits OGT activity in cells. ACS Chem Biol. 2015 Jun 19;10 (6) :1392-7.|[2]Liu Y, et al. Discovery of a Low Toxicity O-GlcNAc Transferase (OGT) Inhibitor by Structure-based Virtual Screening of Natural Products. Sci Rep. 2017 Sep 26;7 (1) :12334.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

(Rac)-OSMI-1
CAS Number2748153-92-4
PubChem CID129205732
IUPAC NameN-(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=C1C(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)
InChIKey
IYIGLWQQAMROOF-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of (Rac)-OSMI-1
CAS: 2748153-92-4
CID: 129205732
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 Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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