Melanocyte-inhibiting factor

Chemical compound From Wikipedia, the free encyclopedia

Melanocyte-inhibiting factor (also known as Pro-Leu-Gly-NH2, melanostatin, MSH release–inhibiting hormone, or MIF-1) is an endogenous peptide fragment derived from cleavage of the hormone oxytocin, but having generally different actions in the body.[1][2] MIF-1 produces multiple effects, both blocking the effects of opioid receptor activation,[3][4][5][6][7][8] while at the same time acting as a positive allosteric modulator of the D2 and D4 dopamine receptor subtypes,[9][10][11][12][13][14][15][16][17] as well as inhibiting release of other neuropeptides such as alpha-MSH,[18][19][20] and potentiating melatonin activity.[21]

MedlinePlusa605038
Routes of
administrationIV
Bioavailability100% (injected)
Metabolismplasma protease enzymes
Quick facts Clinical data, MedlinePlus ...
Melanocyte-inhibiting factor
Clinical data
MedlinePlusa605038
Routes of
administration		IV
Pharmacokinetic data
Bioavailability100% (injected)
Metabolismplasma protease enzymes
ExcretionN/A
Identifiers
  • (S)-N-((S)-1-(2-amino-2-oxoethylamino)-4-methyl-1-oxopentan-2-yl)pyrrolidine-2-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.016.276 Edit this at Wikidata
Chemical and physical data
FormulaC13H24N4O3
Molar mass284.360 g·mol−1
3D model (JSmol)
  • NC(CNC([C@H](CC(C)C)NC([C@@H]1CCCN1)=O)=O)=O
  • InChI=1S/C13H24N4O3/c1-8(2)6-10(12(19)16-7-11(14)18)17-13(20)9-4-3-5-15-9/h8-10,15H,3-7H2,1-2H3,(H2,14,18)(H,16,19)(H,17,20)/t9-,10-/m0/s1 ☒N
  • Key:NOOJLZTTWSNHOX-UWVGGRQHSA-N ☒N
 ☒NcheckY (what is this?)  (verify)
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This complex mix of actions produces a profile of antidepressant,[22][23][24] nootropic,[25][26][27][28] and anti-Parkinsonian effects when MIF-1 is administered,[29][30][31] and it has been investigated for various medical uses. MIF-1 is unusually resistant to metabolism in the bloodstream,[32] and crosses the blood–brain barrier easily,[33][34] though it is poorly active orally and is usually injected. Several other closely related peptides with important actions in the body include Tyr-MIF-1 and endomorphin-1 and -2.[35][36][37][38][39]

See also

References

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