CRX-527

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

MedKoo CAT#: 463262

CAS#: 216014-14-1 (CRX-527)

Description: CRX-527 is a TLR4 ligand. CRX-527 induced differentiation of HSCs protecting the intestinal epithelium from radiation damage. Administration of CRX-527 improved the survival rate of total body irradiation (TBI) to 100% in wild-type mice but not in TLR4-/- mice. After TBI, hematopoietic system damage was significantly alleviated, and the recovery period was accelerated in CRX-527-treated mice. Moreover, CRX-527 induced differentiation of HSCs and the stimulation of CRX-527 significantly increased the proportion and number of LSK cells and promoted their differentiation into macrophages, activating immune defense.

Chemical Structure

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CRX-527
CAS# 216014-14-1 (CRX-527)
Instruction

Theoretical Analysis

MedKoo Cat#: 463262
Name: CRX-527
CAS#: 216014-14-1 (CRX-527)
Chemical Formula: C81H151N2O19P
Exact Mass: 1,487.06
Molecular Weight: 1,488.070
Elemental Analysis: C, 65.38; H, 10.23; N, 1.88; O, 20.43; P, 2.08

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Related CAS #: 216014-14-1 (CRX-527)   216014-05-0 (CRX-547)    

Synonym: CRX-527; CRX527; CRX 527;

IUPAC/Chemical Name: O-((2R,3R,4R,5S,6R)-3-((R)-3-(decanoyloxy)tetradecanamido)-4-(((R)-3-(decanoyloxy)tetradecanoyl)oxy)-6-(hydroxymethyl)-5-(phosphonooxy)tetrahydro-2H-pyran-2-yl)-N-((R)-3-(decanoyloxy)tetradecanoyl)-L-serinate

InChi Key: REEGNIYAMZUTIO-MGSMBCBTSA-N

InChi Code: InChI=1S/C81H151N2O19P/c1-7-13-19-25-31-34-40-43-49-55-66(97-73(87)58-52-46-37-28-22-16-10-4)61-71(85)82-69(80(91)92)65-96-81-77(83-72(86)62-67(56-50-44-41-35-32-26-20-14-8-2)98-74(88)59-53-47-38-29-23-17-11-5)79(78(70(64-84)100-81)102-103(93,94)95)101-76(90)63-68(57-51-45-42-36-33-27-21-15-9-3)99-75(89)60-54-48-39-30-24-18-12-6/h66-70,77-79,81,84H,7-65H2,1-6H3,(H,82,85)(H,83,86)(H,91,92)(H2,93,94,95)/t66-,67-,68-,69+,70-,77-,78-,79-,81-/m1/s1

SMILES Code: O=C([C@@H](NC(C[C@@H](CCCCCCCCCCC)OC(CCCCCCCCC)=O)=O)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)OP(O)(O)=O)OC(C[C@@H](CCCCCCCCCCC)OC(CCCCCCCCC)=O)=O)NC(C[C@@H](CCCCCCCCCCC)OC(CCCCCCCCC)=O)=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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 1,488.07 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:
In vitro protocol:
In vivo protocol:

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1: Liu D, Dong S, Liu C, Du J, Wang S, Yu H, Li W, Chen Z, Peng R, Jiang Q, Zou M, Li F, Zhang R. CRX-527 induced differentiation of HSCs protecting the intestinal epithelium from radiation damage. Front Immunol. 2022 Aug 30;13:927213. doi: 10.3389/fimmu.2022.927213. PMID: 36110845; PMCID: PMC9468934.


2: Legat A, Thomas S, Hermand P, Van Mechelen M, Goldman M, De Wit D. CD14-independent responses induced by a synthetic lipid A mimetic. Eur J Immunol. 2010 Mar;40(3):797-802. doi: 10.1002/eji.200939992. PMID: 20039305.


3: Bowen WS, Minns LA, Johnson DA, Mitchell TC, Hutton MM, Evans JT. Selective TRIF-dependent signaling by a synthetic toll-like receptor 4 agonist. Sci Signal. 2012 Feb 14;5(211):ra13. doi: 10.1126/scisignal.2001963. PMID: 22337809; PMCID: PMC3684200.


4: Reintjens NRM, Tondini E, de Jong AR, Meeuwenoord NJ, Chiodo F, Peterse E, Overkleeft HS, Filippov DV, van der Marel GA, Ossendorp F, Codée JDC. Self- Adjuvanting Cancer Vaccines from Conjugation-Ready Lipid A Analogues and Synthetic Long Peptides. J Med Chem. 2020 Oct 22;63(20):11691-11706. doi: 10.1021/acs.jmedchem.0c00851. Epub 2020 Oct 6. PMID: 32960056; PMCID: PMC7586330.


5: Khalaf JK, Bowen WS, Bazin HG, Ryter KT, Livesay MT, Ward JR, Evans JT, Johnson DA. Characterization of TRIF selectivity in the AGP class of lipid A mimetics: role of secondary lipid chains. Bioorg Med Chem Lett. 2015 Feb 1;25(3):547-53. doi: 10.1016/j.bmcl.2014.12.024. Epub 2014 Dec 17. PMID: 25553892; PMCID: PMC4330088.


6: Lembo A, Pelletier M, Iyer R, Timko M, Dudda JC, West TE, Wilson CB, Hajjar AM, Skerrett SJ. Administration of a synthetic TLR4 agonist protects mice from pneumonic tularemia. J Immunol. 2008 Jun 1;180(11):7574-81. doi: 10.4049/jimmunol.180.11.7574. PMID: 18490759; PMCID: PMC3063511.


7: Airhart CL, Rohde HN, Bohach GA, Hovde CJ, Deobald CF, Lee SS, Minnich SA. Induction of innate immunity by lipid A mimetics increases survival from pneumonic plague. Microbiology (Reading). 2008 Jul;154(Pt 7):2131-2138. doi: 10.1099/mic.0.2008/017566-0. PMID: 18599840.


8: Royer CM, Rudolph K, Barrett EG. The neonatal susceptibility window for inhalant allergen sensitization in the atopically predisposed canine asthma model. Immunology. 2013 Apr;138(4):361-9. doi: 10.1111/imm.12043. PMID: 23181409; PMCID: PMC3719946.