γ1-MSH (cattle) acetate
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γ1-MSH (cattle) acetate

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γ1-MSH (cattle) acetate, a hormone derived from ACTH 1-13, is an endogenous melanocortin MC3 receptor agonist (pKi = 7.46) with ~40-fold selectivity over MC4. It stimulates melanogenesis and facilitates learning and memory, and can affect inflammatory and immune responses and peripheral nerve regeneration.

Category
Peptide Inhibitors
Catalog number
BAT-016331
Molecular Formula
C74H101N21O16S
Molecular Weight
1572.81
γ1-MSH (cattle) acetate
IUPAC Name
acetic acid;(3S)-3-[[(2S)-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)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-4-oxobutanoic acid
Synonyms
H-Tyr-Val-Met-Gly-His-Phe-Arg-Trp-Asp-Arg-Phe-NH2.CH3CO2H; L-tyrosyl-L-valyl-L-methionyl-glycyl-L-histidyl-L-phenylalanyl-L-arginyl-L-tryptophyl-L-alpha-aspartyl-L-arginyl-L-phenylalaninamide acetic acid; γ-1-MSH, amide acetate; γ1-MSH acetate
Related CAS
72629-65-3 (free base)
Purity
≥95%
Sequence
YVMGHFRWDRF-NH2.CH3CO2H
Storage
Store at -20°C
Solubility
Soluble in DMSO
InChI
InChI=1S/C72H97N21O14S.C2H4O2/c1-40(2)60(93-62(99)48(73)30-43-22-24-46(94)25-23-43)70(107)88-52(26-29-108-3)63(100)83-38-58(95)85-56(34-45-37-79-39-84-45)68(105)90-54(32-42-16-8-5-9-17-42)66(103)86-51(21-13-28-81-72(77)78)65(102)91-55(33-44-36-82-49-19-11-10-18-47(44)49)67(104)92-57(35-59(96)97)69(106)87-50(20-12-27-80-71(75)76)64(101)89-53(61(74)98)31-41-14-6-4-7-15-41;1-2(3)4/h4-11,14-19,22-25,36-37,39-40,48,50-57,60,82,94H,12-13,20-21,26-35,38,73H2,1-3H3,(H2,74,98)(H,79,84)(H,83,100)(H,85,95)(H,86,103)(H,87,106)(H,88,107)(H,89,101)(H,90,105)(H,91,102)(H,92,104)(H,93,99)(H,96,97)(H4,75,76,80)(H4,77,78,81);1H3,(H,3,4)/t48-,50-,51-,52-,53-,54-,55-,56-,57-,60-;/m0./s1
InChI Key
RNQJGLFYEHVRNX-WHZKVGFLSA-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)N)NC(=O)C(CC6=CC=C(C=C6)O)N.CC(=O)O
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