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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:afamelanotide
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Accession:CHEBI:136034 term browser browse the term
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.
Synonyms:exact_synonym: 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
 related_synonym: 4-Nle-7-Phe-alpha-MSH;   Ac-Ser-Tyr-Ser-Nle-Glu-His-D-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2;   CUV-1647;   CUV1647;   Formula=C78H111N21O19;   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;   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-MSH;   NDP-alpha-MSH;   Nle(4)-D-Phe(7)-alpha-melanocyte-stimulating hormone;   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;   Scenesse;   [Nle(4),D-Phe(7)]-alpha-MSH;   afamelanotida;   afamelanotidum;   melanotan I;   melanotan-1
 xref: CAS:75921-69-6;   DrugBank:DB04931;   Drug_Central:4836;   KEGG:D10511
 xref_mesh: MESH:C027756
 xref: PMID:16293341;   PMID:16647700;   PMID:19144952;   PMID:21073357;   PMID:21597671;   PMID:23277150;   PMID:23407924;   PMID:23884489;   PMID:25230094;   PMID:25402764;   PMID:25470471;   PMID:25494545;   PMID:25607635;   PMID:25607828;   PMID:26132941;   PMID:26979527;   PMID:28003770;   PMID:28063031;   PMID:30517779;   PMID:31660977;   PMID:31987791;   PMID:32186677;   PMID:32459219;   PMID:32811524;   Patent:NZ554427;   Wikipedia:Afamelanotide



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afamelanotide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Mc4r melanocortin 4 receptor increases activity ISO MSH, 4-Nle-7-Phe-alpha- results in increased activity of MC4R protein CTD PMID:17713970 NCBI chr18:60,419,832...60,421,719
Ensembl chr18:60,419,832...60,421,719
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Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19740
    chemical entity 19738
      molecular entity 19738
        polyatomic entity 19698
          macromolecule 5255
            polypeptide 207
              afamelanotide 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19740
    subatomic particle 19738
      composite particle 19738
        hadron 19738
          baryon 19738
            nucleon 19738
              atomic nucleus 19738
                atom 19738
                  main group element atom 19686
                    p-block element atom 19686
                      carbon group element atom 19631
                        carbon atom 19627
                          organic molecular entity 19627
                            organic group 18846
                              organic divalent group 18832
                                organodiyl group 18832
                                  carbonyl group 18798
                                    carbonyl compound 18798
                                      carboxylic acid 18518
                                        carboacyl group 17656
                                          univalent carboacyl group 17656
                                            carbamoyl group 17497
                                              carboxamide 17497
                                                peptide 9521
                                                  polypeptide 207
                                                    afamelanotide 1
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