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afamelanotide

CHEBI:CHEBI_136034

Definition

A polypeptide comprising of 13 amino acids which is an analogue of alpha-melanocyte stimulating hormone. It is approved as a dermatologic drug for the prevention of phototoxicity in adult patients with erythropoietic protoporphyria.

Chemical Information

Molecular Formula
C78H111N21O19
Molecular Mass
1646.874
Charge
0
SMILES
CCCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(C)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(N)=O
InChI
InChI=1S/C78H111N21O19/c1-5-6-19-52(91-75(116)61(41-101)97-72(113)57(34-46-24-26-49(103)27-25-46)94-74(115)60(40-100)88-44(4)102)68(109)92-54(28-29-64(105)106)70(111)96-59(36-48-38-83-42-87-48)73(114)93-56(33-45-16-8-7-9-17-45)71(112)90-53(22-14-31-84-78(81)82)69(110)95-58(35-47-37-85-51-20-11-10-18-50(47)51)67(108)86-39-63(104)89-55(21-12-13-30-79)77(118)99-32-15-23-62(99)76(117)98-65(43(2)3)66(80)107/h7-11,16-18,20,24-27,37-38,42-43,52-62,65,85,100-101,103H,5-6,12-15,19,21-23,28-36,39-41,79H2,1-4H3,(H2,80,107)(H,83,87)(H,86,108)(H,88,102)(H,89,104)(H,90,112)(H,91,116)(H,92,109)(H,93,114)(H,94,115)(H,95,110)(H,96,111)(H,97,113)(H,98,117)(H,105,106)(H4,81,82,84)/t52-,53-,54-,55-,56+,57-,58-,59-,60-,61-,62-,65-/m0/s1
InChIKey
UAHFGYDRQSXQEB-LEBBXHLNSA-N

Alternative Names

  • [Nle(4),D-Phe(7)]-alpha-MSH
  • 4-Nle-7-Phe-alpha-MSH
  • Ac-Ser-Tyr-Ser-Nle-Glu-His-D-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2
  • afamelanotida
  • afamelanotide
  • afamelanotidum
  • CUV 1647
  • CUV-1647
  • CUV1647
  • melanotan I
  • melanotan-1
  • N-acetyl-L-seryl-L-tyrosyl-L-seryl-L-norleucyl-L-alpha-glutamyl-L-histidyl-D-phenylalanyl-L-arginyl-L-tryptophylglycyl-L-lysyl-L-prolyl-L-valinamide
  • N-acteyl-L-Ser-L-Tyr-L-Ser-L-Nle-L-Glu-L-His-D-Phe-L-Arg-L-Trp-Gly-L-Lys-L-Pro-L-Val-NH2
  • NDP-alpha-MSH
  • NDP-MSH
  • Nle(4)-D-Phe(7)-alpha-melanocyte-stimulating hormone
  • Scenesse

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
2262250
oboInOwl#hasDbXref
Wikipedia:Afamelanotide
core#notation
CHEBI:136034

Additional References

Wikipedia:Afamelanotide

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Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
2262250
oboInOwl#hasDbXref
Wikipedia:Afamelanotide
oboInOwl#id
CHEBI:136034
core#notation
CHEBI:136034
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50177
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_13270
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_103419
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect5116
owl#annotatedSource
t108898
owl#someValuesFrom
t3463638