MedKoo Cat#: 207055 | Name: GSK1795091

Description:

WARNING: This product is for research use only, not for human or veterinary use.

GSK1795091, also known as CRX-601, is a potent TLR4 agonist in clinical development for the treatment of cancer. GSK1795091 binds to and activates TLR4, thereby stimulating dendritic cells (DCs), monocytes and macrophages. This activation results in the production of pro-inflammatory cytokines, including interferon gamma (IFN-g), tumor necrosis factor-alpha (TNF-a) and the interleukins (IL), IL-1 beta, -6 and -12. This may induce a T helper cell-1 (Th1) immune response and, upon co-administration of a vaccine containing tumor-associated antigens (TAAs), activates a cytotoxic T-lymphocyte (CTL) response against tumor cells expressing those TAAs. TLR4, a member of the TLR family, plays a key role in the activation of innate immunity

Chemical Structure

GSK1795091
GSK1795091
CAS#1233589-81-5

Theoretical Analysis

MedKoo Cat#: 207055

Name: GSK1795091

CAS#: 1233589-81-5

Chemical Formula: C81H157N2O16P

Exact Mass: 1445.1271

Molecular Weight: 1446.12

Elemental Analysis: C, 67.28; H, 10.94; N, 1.94; O, 17.70; P, 2.14

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
GSK1795091; GSK-1795091; GSK 1795091; CRX-601; CRX601; CRX 601;
IUPAC/Chemical Name
O-((2R,3R,4R,5S,6R)-3-((R)-3-(decyloxy)tetradecanamido)-4-(((R)-3-(decyloxy)tetradecanoyl)oxy)-6-(hydroxymethyl)-5-(phosphonooxy)tetrahydro-2H-pyran-2-yl)-N-((R)-3-(decyloxy)tetradecanoyl)-L-serine
InChi Key
ICLAYQQKWJGHBV-XJZMHMBSSA-N
InChi Code
InChI=1S/C81H157N2O16P/c1-7-13-19-25-31-37-40-46-52-58-69(93-61-55-49-43-34-28-22-16-10-4)64-74(85)82-72(80(88)89)68-96-81-77(83-75(86)65-70(59-53-47-41-38-32-26-20-14-8-2)94-62-56-50-44-35-29-23-17-11-5)79(78(73(67-84)97-81)99-100(90,91)92)98-76(87)66-71(60-54-48-42-39-33-27-21-15-9-3)95-63-57-51-45-36-30-24-18-12-6/h69-73,77-79,81,84H,7-68H2,1-6H3,(H,82,85)(H,83,86)(H,88,89)(H2,90,91,92)/t69-,70-,71-,72+,73-,77-,78-,79-,81-/m1/s1
SMILES Code
O=C([C@@H](NC(C[C@@H](CCCCCCCCCCC)OCCCCCCCCCC)=O)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)OP(O)(O)=O)OC(C[C@@H](CCCCCCCCCCC)OCCCCCCCCCC)=O)NC(C[C@@H](CCCCCCCCCCC)OCCCCCCCCCC)=O)O
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

Preparing Stock Solutions

The following data is based on the product molecular weight 1,446.12 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
1: Oberoi HS, Yorgensen YM, Morasse A, Evans JT, Burkhart DJ. PEG modified liposomes containing CRX-601 adjuvant in combination with methylglycol chitosan enhance the murine sublingual immune response to influenza vaccination. J Control Release. 2016 Feb 10;223:64-74. doi: 10.1016/j.jconrel.2015.11.006. Epub 2015 Nov 6. PubMed PMID: 26551346; PubMed Central PMCID: PMC4729458. 2: Spinner JL, Oberoi HS, Yorgensen YM, Poirier DS, Burkhart DJ, Plante M, Evans JT. Methylglycol chitosan and a synthetic TLR4 agonist enhance immune responses to influenza vaccine administered sublingually. Vaccine. 2015 Oct 26;33(43):5845-5853. doi: 10.1016/j.vaccine.2015.08.086. Epub 2015 Sep 21. PubMed PMID: 26392012; PubMed Central PMCID: PMC4609623. 3: Maroof A, Yorgensen YM, Li Y, Evans JT. Intranasal vaccination promotes detrimental Th17-mediated immunity against influenza infection. PLoS Pathog. 2014 Jan;10(1):e1003875. doi: 10.1371/journal.ppat.1003875. Epub 2014 Jan 23. PubMed PMID: 24465206; PubMed Central PMCID: PMC3900655.