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[D-Trp8]-γ-MSH acetate

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

[D-Trp8]-γ-MSH acetate is a selective melanocortin 3 (MC3) receptor agonist (IC50 = 6.7, 340 and 600 nM for human MC3, MC5 and MC4 receptors, respectively). It displays antiinflammatory efficacy in mice bearing a non-functional MC1R (recessive yellow e/e mouse) and these effects are abrogated in the presence of the HO-1 inhibitor ZnPPIX.

Category

Peptide Inhibitors

Catalog number

BAT-016417

Molecular Formula

C76H103N21O18S

Molecular Weight

1630.82

Specification

IUPAC Name

acetic acid;(3S)-3-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylbutanoyl]amino]-4-methylsulfanylbutanoyl]amino]acetyl]amino]-3-(1H-imidazol-4-yl)propanoyl]amino]-3-phenylpropanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-4-[[(2S)-5-carbamimidamido-1-[[(2S)-1-(carboxymethylamino)-1-oxo-3-phenylpropan-2-yl]amino]-1-oxopentan-2-yl]amino]-4-oxobutanoic acid

Synonyms

CTX-1100 acetate; L-Tyrosyl-L-valyl-L-methionylglycyl-L-histidyl-L-phenylalanyl-L-arginyl-D-tryptophyl-L-α-aspartyl-L-arginyl-L-phenylalanylglycine acetate; H-Tyr-Val-Met-Gly-His-Phe-Arg-D-Trp-Asp-Arg-Phe-Gly-OH.CH3CO2H

Related CAS

321351-81-9 (free base)

Purity

≥95%

Sequence

YVMGHFRwDRFG.CH3CO2H

Storage

Store at -20°C

InChI

InChI=1S/C74H99N21O16S.C2H4O2/c1-41(2)62(95-63(102)49(75)30-44-22-24-47(96)25-23-44)72(111)90-53(26-29-112-3)64(103)84-38-59(97)87-57(34-46-37-80-40-86-46)70(109)92-55(32-43-16-8-5-9-17-43)68(107)88-52(21-13-28-82-74(78)79)67(106)93-56(33-45-36-83-50-19-11-10-18-48(45)50)69(108)94-58(35-60(98)99)71(110)89-51(20-12-27-81-73(76)77)66(105)91-54(65(104)85-39-61(100)101)31-42-14-6-4-7-15-42;1-2(3)4/h4-11,14-19,22-25,36-37,40-41,49,51-58,62,83,96H,12-13,20-21,26-35,38-39,75H2,1-3H3,(H,80,86)(H,84,103)(H,85,104)(H,87,97)(H,88,107)(H,89,110)(H,90,111)(H,91,105)(H,92,109)(H,93,106)(H,94,108)(H,95,102)(H,98,99)(H,100,101)(H4,76,77,81)(H4,78,79,82);1H3,(H,3,4)/t49-,51-,52-,53-,54-,55-,56+,57-,58-,62-;/m0./s1

InChI Key

RVKCPVUPFGXCCS-JDYKNHKYSA-N

Canonical SMILES

CC(C)C(C(=O)NC(CCSC)C(=O)NCC(=O)NC(CC1=CNC=N1)C(=O)NC(CC2=CC=CC=C2)C(=O)NC(CCCNC(=N)N)C(=O)NC(CC3=CNC4=CC=CC=C43)C(=O)NC(CC(=O)O)C(=O)NC(CCCNC(=N)N)C(=O)NC(CC5=CC=CC=C5)C(=O)NCC(=O)O)NC(=O)C(CC6=CC=C(C=C6)O)N.CC(=O)O