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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

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

Additional References

Wikipedia:Afamelanotide

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

core#notation
CHEBI:136034
rxcui
2262259
active_ingredient_strength
16 mg/16mg
package_marketing_start_date
01-NOV-23
active_ingredient_name
AFAMELANOTIDE
package_description
10 g in 1 BOTTLE, GLASS (43963-001-02)
manufacturer_name
CLINUVEL INC.
unii
QW68W3J66U
spl_set_id
94f53286-11dd-7fbb-e053-2a95a90a7c48
upc
0373372011616
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
2262250
generic_name
Afamelanotide
oboInOwl#hasDbXref
Wikipedia:Afamelanotide
oboInOwl#id
CHEBI:136034
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
listing_expiration_date
20241231
dosage_form
IMPLANT
route
SUBCUTANEOUS
marketing_start_date
20191231
labeler_name
CLINUVEL INC.
product_ndc
73372-0116
spl_id
1fa901e3-245f-68e9-e063-6294a90a8906
package_ndc
73372-0116-1
brand_name
SCENESSE
brand_name_base
SCENESSE
application_number
NDA210797
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50177
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
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