CAS 185955-34-4

Eritoran

Description:

Eritoran, also known by its chemical name E5564, is a synthetic lipid A antagonist that has been studied for its potential therapeutic applications, particularly in the context of sepsis and other inflammatory conditions. It functions by inhibiting the interaction of lipopolysaccharides (LPS) with Toll-like receptor 4 (TLR4), thereby modulating the immune response and reducing inflammation. Eritoran is characterized by its ability to interfere with the signaling pathways activated by bacterial endotoxins, which can lead to severe systemic inflammatory responses. The compound is typically administered intravenously and has been evaluated in clinical trials for its efficacy and safety profile. Its molecular structure includes specific functional groups that contribute to its biological activity, and it is classified as a small molecule. As with any pharmacological agent, the therapeutic use of Eritoran is accompanied by considerations regarding dosage, potential side effects, and interactions with other medications. Overall, Eritoran represents a promising avenue for research in managing conditions associated with excessive inflammatory responses.

Formula: C₆₆H₁₂₆N₂O₁₉P₂

InChI: InChI=1/C66H126N2O19P2.4Na/c1-7-11-15-19-22-25-26-27-28-29-30-32-34-38-42-46-57(70)67-60-64(82-49-47-54(80-6)45-41-36-18-14-10-4)62(86-88(73,74)75)56(51-79-5)85-65(60)83-52-55-61(72)63(81-48-43-39-35-24-21-17-13-9-3)59(66(84-55)87-89(76,77)78)68-58(71)50-53(69)44-40-37-33-31-23-20-16-12-8-2;;;;/h25-26,54-56,59-66,72H,7-24,27-52H2,1-6H3,(H,67,70)(H,68,71)(H2,73,74,75)(H2,76,77,78);;;;/q;4*+1/p-4/b26-25-;;;;/t54-,55-,56-,59-,60-,61-,62-,63-,64-,65-,66-;;;;/m1..../s1

InChI key: InChIKey=BPSMYQFMCXXNPC-MFCPCZTFSA-N

SMILES: O(CC[C@@H](CCCCCCC)OC)[C@@H]1[C@@H](NC(CCCCCCCCC/C=C\CCCCCC)=O)[C@H](OC[C@@H]2[C@@H](O)[C@H](OCCCCCCCCCC)[C@@H](NC(CC(CCCCCCCCCCC)=O)=O)[C@@H](OP(=O)(O)O)O2)O[C@H](COC)[C@H]1OP(=O)(O)O

Synonyms:

• 3-O-Decyl-2-deoxy-6-O-[2-deoxy-3-O-[(3R)-3-methoxydecyl]-6-O-methyl-2-[[(11Z)-1-oxo-11-octadecenyl]amino]-4-O-phosphono-beta-D-glucopyranosyl]-2-[(1,3-dioxotetradecyl)amino]-alpha-D-glucopyranose 1-(dihydrogen phosphate)
• tetrasodium 3-O-decyl-2-deoxy-6-O-{2-deoxy-3-O-[(3R)-3-methoxydecyl]-6-O-methyl-2-[(11Z)-octadec-11-enoylamino]-4-O-phosphonato-β-D-glucopyranosyl}-2-[(3-oxotetradecanoyl)amino]-1-O-phosphonato-alpha-D-glucopyranose
• α-<span class="text-smallcaps">D</smallcap>-Glucopyranose, 3-O-decyl-2-deoxy-6-O-[2-deoxy-3-O-[(3R)-3-methoxydecyl]-6-O-methyl-2-[[(11Z)-1-oxo-11-octadecen-1-yl]amino]-4-O-phosphono-β-<smallcap>D</span>-glucopyranosyl]-2-[(1,3-dioxotetradecyl)amino]-, 1-(dihydrogen phosphate)
• α-<span class="text-smallcaps">D</smallcap>-Glucopyranose, 3-O-decyl-2-deoxy-6-O-[2-deoxy-3-O-[(3R)-3-methoxydecyl]-6-O-methyl-2-[[(11Z)-1-oxo-11-octadecenyl]amino]-4-O-phosphono-β-<smallcap>D</span>-glucopyranosyl]-2-[(1,3-dioxotetradecyl)amino]-, 1-(dihydrogen phosphate)
• Eritoran
• α-D-Glucopyranose, 3-O-decyl-2-deoxy-6-O-[2-deoxy-3-O-[(3R)-3-methoxydecyl]-6-O-methyl-2-[[(11Z)-1-oxo-11-octadecenyl]amino]-4-O-phosphono-β-D-glucopyranosyl]-2-[(1,3-dioxotetradecyl)amino]-, 1-(dihydrogen phosphate)
• α-D-Glucopyranose, 3-O-decyl-2-deoxy-6-O-[2-deoxy-3-O-[(3R)-3-methoxydecyl]-6-O-methyl-2-[[(11Z)-1-oxo-11-octadecen-1-yl]amino]-4-O-phosphono-β-D-glucopyranosyl]-2-[(1,3-dioxotetradecyl)amino]-, 1-(dihydrogen phosphate)

Eritoran

CAS: 185955-34-4

Eritoran: TLR4 antagonist; shields mice from lethal influenza, EBOV, MARV; reduces granulocytosis, eases cytokine storm.

Formula: C₆₆H₁₂₆N₂O₁₉P₂

Color and Shape: Solid

Molecular weight: 1313.66

Ref: TM-T73652