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γ-2-MSH (41-58), amide

CAT: 0804-HY-P1922-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-P1922-01Size:5 mg
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Description
γ-2-MSH (41-58), amide is derived from γ-2-MSH. γ-2-MSH is a twelve amino acid peptide that is derived from the N-terminal fragment of proopiomelanocortin (POMC) and contains the His-Phe-Arg-Trp motif common to all melanocortin endogenous agonist ligands[1].
CAS Number
799841-81-9
UNSPSC
12352209
Target
Melanocortin Receptor
Type
Peptides
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Endocrinology
Assay Protocol
https://www.medchemexpress.com/gamma-2-msh-41-58-amide.html
Purity
98.80
Solubility
10 mM in DMSO
Smiles
OC(C=C1)=CC=C1C[C@H](N)C(N[C@@H](C(C)C)C(N[C@@H](CCSC)C(NCC(N[C@@H](CC2=CN=CN2)C(N[C@@H](CC3=CC=CC=C3)C(N[C@@H](CCCNC(N)=N)C(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@@H](CCCNC(N)=N)C(N[C@H](C(NCC(N)=O)=O)CC4=CC=CC=C4)=O)=O)=O)CC5=CNC6=CC=CC=C56)=O)=O)=O)=O)=O)=O)=O
Molecular Formula
C74H100N22O15S
Molecular Weight
1569.79
References & Citations
[1]Joseph CG, et al. γ₂-Melanocyte stimulation hormone (γ₂-MSH) truncation studies results in the cautionary note that γ₂-MSH is not selective for the mouse MC3R over the mouse MC5R. Peptides. 2010 Dec;31 (12) :2304-13.
Shipping Conditions
Blue Ice
Storage Conditions
-80°C, 2 years; -20°C, 1 year (Powder, sealed storage, away from moisture and light, under nitrogen)
Scientific Category
Peptides
Clinical Information
No Development Reported

Chemical Information

gamma-2-MSH (41-58), amide
CAS Number799841-81-9
PubChem CID137657633
IUPAC Name(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-5-yl)propanoyl]amino]-3-phenylpropanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-4-[[(2S)-1-[[(2S)-1-[(2-amino-2-oxoethyl)amino]-1-oxo-3-phenylpropan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-4-oxobutanoic acid
Molecular FormulaC74H100N22O15S
Molecular Weight1569.8
XLogP-2.3
Topological Polar Surface Area640
Hydrogen Bond Donor Count23
Hydrogen Bond Acceptor Count20
Rotatable Bond Count49
Heavy Atom Count112
Formal Charge0
Complexity3140
SMILES
CC(C)[C@@H](C(=O)N[C@@H](CCSC)C(=O)NCC(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC3=CNC4=CC=CC=C43)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC5=CC=CC=C5)C(=O)NCC(=O)N)NC(=O)[C@H](CC6=CC=C(C=C6)O)N
InChI
InChI=1S/C74H100N22O15S/c1-41(2)62(96-63(102)49(75)30-44-22-24-47(97)25-23-44)72(111)91-53(26-29-112-3)64(103)86-39-60(99)88-57(34-46-37-81-40-87-46)70(109)93-55(32-43-16-8-5-9-17-43)68(107)89-52(21-13-28-83-74(79)80)67(106)94-56(33-45-36-84-50-19-11-10-18-48(45)50)69(108)95-58(35-61(100)101)71(110)90-51(20-12-27-82-73(77)78)66(105)92-54(65(104)85-38-59(76)98)31-42-14-6-4-7-15-42/h4-11,14-19,22-25,36-37,40-41,49,51-58,62,84,97H,12-13,20-21,26-35,38-39,75H2,1-3H3,(H2,76,98)(H,81,87)(H,85,104)(H,86,103)(H,88,99)(H,89,107)(H,90,110)(H,91,111)(H,92,105)(H,93,109)(H,94,106)(H,95,108)(H,96,102)(H,100,101)(H4,77,78,82)(H4,79,80,83)/t49-,51-,52-,53-,54-,55-,56-,57-,58-,62-/m0/s1
InChIKey
FEFWDDKHEOVPCG-VOOUCTBASA-N
Chemical Structure
2D Structure
2D structure of gamma-2-MSH (41-58), amide
CAS: 799841-81-9
CID: 137657633
Formula: C74H100N22O15S
MW: 1569.8
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight1569.8
XLogP3-2.3
Hydrogen Bond Donor Count23
Hydrogen Bond Acceptor Count20
Rotatable Bond Count49
Exact Mass1568.74592175
Monoisotopic Mass1568.74592175
Topological Polar Surface Area640 Ų
Heavy Atom Count112
Formal Charge0
Complexity3140
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes