SBI-477
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MedKoo CAT#: 555895

CAS#: 781628-99-7

Description: SBI-477 is a chemical probe stimulated insulin signaling by deactivating the transcription factor MondoA. SBI-477 inhibited triacylglyceride (TAG) synthesis and enhanced basal glucose uptake in human skeletal myocytes. SBI-477 stimulated insulin signaling by deactivating the transcription factor MondoA, leading to reduced expression of the insulin pathway suppressors thioredoxin-interacting protein (TXNIP) and arrestin domain-containing 4 (ARRDC4).


Chemical Structure

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SBI-477
CAS# 781628-99-7

Theoretical Analysis

MedKoo Cat#: 555895
Name: SBI-477
CAS#: 781628-99-7
Chemical Formula: C24H25N3O6S
Exact Mass: 483.15
Molecular Weight: 483.540
Elemental Analysis: C, 59.62; H, 5.21; N, 8.69; O, 19.85; S, 6.63

Price and Availability

Size Price Availability Quantity
50mg USD 950 2 Weeks
100mg USD 1650 2 Weeks
200mg USD 2650 2 Weeks
500mg USD 3650 2 Weeks
1g USD 4650 2 Weeks
2g USD 7650 2 Weeks
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Synonym: SBI-477; SBI 477; SBI477;

IUPAC/Chemical Name: 3-methoxy-N-(4-(4-methoxyphenyl)thiazol-2-yl)-4-(2-morpholino-2-oxoethoxy)benzamide

InChi Key: SJPVXFZDWAIFFT-UHFFFAOYSA-N

InChi Code: InChI=1S/C24H25N3O6S/c1-30-18-6-3-16(4-7-18)19-15-34-24(25-19)26-23(29)17-5-8-20(21(13-17)31-2)33-14-22(28)27-9-11-32-12-10-27/h3-8,13,15H,9-12,14H2,1-2H3,(H,25,26,29)

SMILES Code: O=C(NC1=NC(C2=CC=C(OC)C=C2)=CS1)C3=CC=C(OCC(N4CCOCC4)=O)C(OC)=C3

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Biological target: SBI-477 deactivates MondoA, leading to reduced expression of TXNIP and ARRDC4. SBI-477 inhibits TAG synthesis and enhances basal glucose uptake in human skeletal myocytes.
In vitro activity: SBI-477 coordinately inhibited TAG synthesis and enhanced basal glucose uptake in human skeletal myocytes. SBI-477 stimulated insulin signaling by deactivating MondoA, leading to reduced expression of the insulin pathway suppressors TXNI and ARRDC4. Reference: J Clin Invest. 2016 Sep 1;126(9):3567-79. https://pubmed.ncbi.nlm.nih.gov/27500491/
In vivo activity: To be determined

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 65.0 134.43

Preparing Stock Solutions

The following data is based on the product molecular weight 483.54 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Tamura N, Maejima Y, Matsumura T, Vega RB, Amiya E, Ito Y, Shiheido-Watanabe Y, Ashikaga T, Komuro I, Kelly DP, Hirao K, Isobe M. Single-Nucleotide Polymorphism of the MLX Gene Is Associated With Takayasu Arteritis. Circ Genom Precis Med. 2018 Oct;11(10):e002296. doi: 10.1161/CIRCGEN.118.002296. PMID: 30354298; PMCID: PMC6522131. 2. Ahn B, Soundarapandian MM, Sessions H, Peddibhotla S, Roth GP, Li JL, Sugarman E, Koo A, Malany S, Wang M, Yea K, Brooks J, Leone TC, Han X, Vega RB, Kelly DP. MondoA coordinately regulates skeletal myocyte lipid homeostasis and insulin signaling. J Clin Invest. 2016 Sep 1;126(9):3567-79. doi: 10.1172/JCI87382. Epub 2016 Aug 8. PMID: 27500491; PMCID: PMC5004938.
In vitro protocol: 1. Tamura N, Maejima Y, Matsumura T, Vega RB, Amiya E, Ito Y, Shiheido-Watanabe Y, Ashikaga T, Komuro I, Kelly DP, Hirao K, Isobe M. Single-Nucleotide Polymorphism of the MLX Gene Is Associated With Takayasu Arteritis. Circ Genom Precis Med. 2018 Oct;11(10):e002296. doi: 10.1161/CIRCGEN.118.002296. PMID: 30354298; PMCID: PMC6522131. 2. Ahn B, Soundarapandian MM, Sessions H, Peddibhotla S, Roth GP, Li JL, Sugarman E, Koo A, Malany S, Wang M, Yea K, Brooks J, Leone TC, Han X, Vega RB, Kelly DP. MondoA coordinately regulates skeletal myocyte lipid homeostasis and insulin signaling. J Clin Invest. 2016 Sep 1;126(9):3567-79. doi: 10.1172/JCI87382. Epub 2016 Aug 8. PMID: 27500491; PMCID: PMC5004938.
In vivo protocol: To be determined

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1: Tamura N, Maejima Y, Matsumura T, Vega RB, Amiya E, Ito Y, Shiheido-Watanabe Y, Ashikaga T, Komuro I, Kelly DP, Hirao K, Isobe M. Single-Nucleotide Polymorphism of the MLX Gene Is Associated With Takayasu Arteritis. Circ Genom Precis Med. 2018 Oct;11(10):e002296. doi: 10.1161/CIRCGEN.118.002296. PMID: 30354298; PMCID: PMC6522131.


2: Ahn B, Soundarapandian MM, Sessions H, Peddibhotla S, Roth GP, Li JL, Sugarman E, Koo A, Malany S, Wang M, Yea K, Brooks J, Leone TC, Han X, Vega RB, Kelly DP. MondoA coordinately regulates skeletal myocyte lipid homeostasis and insulin signaling. J Clin Invest. 2016 Sep 1;126(9):3567-79. doi: 10.1172/JCI87382. Epub 2016 Aug 8. PMID: 27500491; PMCID: PMC5004938.