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Home/Compounds/API/Afamelanotide
C78H111N21O19
1646.8 g/mol
API

Afamelanotide

CAS75921-69-6
Category
API
Compound Class
Peptide
Primary Use
Pharmaceutical Raw Material

Afamelanotide is a synthetic peptide analogue of alpha-melanocyte stimulating hormone that acts as a melanocortin 1 receptor agonist. It is used as an active pharmaceutical ingredient to prevent phototoxicity and reduce pain from light exposure in individuals with erythropoietic protoporphyria.

Active pharmaceutical ingredient for phototoxicity prevention in erythropoietic protoporphyriaCompound for reducing pain from light exposureSubcutaneous implant formulation for therapeutic use

Content scope: Information here supports chemical identification and industrial supply, research, and manufacturing contexts. It is not a therapeutic claim, medical advice, or drug-use instructions.

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Identifiers
IUPAC Name

(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]hexanoyl]amino]-5-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-6-amino-1-[(2S)-2-[[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxohexan-2-yl]amino]-2-oxoethyl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid

InChIKey

UAHFGYDRQSXQEB-LEBBXHLNSA-N

SMILES

CCCC[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=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)NCC(=O)N[C@@H](CCCCN)C(=O)N5CCC[C@H]5C(=O)N[C@@H](C(C)C)C(=O)N)NC(=O)[C@H](CO)NC(=O)[C@H](CC6=CC=C(C=C6)O)NC(=O)[C@H](CO)NC(=O)C

Synonyms (20)
  • NDPMSH
  • Afamelanotide (USAN/INN)
  • (Nle(4),D-Phe(7))alpha-MSH
  • 4-Nle-7-Phe-alpha-MSH
  • Afamelanotide
  • MSH, 4-Nle-7-Phe-alpha-
  • MT-1 (NleFMSH)
  • Melanotan
  • Melanotan I
  • NDP-alpha-MSH
  • Scenesse (TN)
  • afamelanotida
  • afamelanotidum
  • alpha-MSH, Nle(4)-Phe(7)-
  • alpha-NDP-MSH