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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;   [Nle(4),D-Phe(7)]-alpha-MSH;   afamelanotida;   afamelanotidum;   melanotan I;   melanotan-1;   scenesse
 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 19810
    chemical entity 19810
      molecular entity 19809
        polyatomic entity 19730
          macromolecule 3518
            polypeptide 198
              afamelanotide 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19810
    subatomic particle 19809
      composite particle 19809
        hadron 19809
          baryon 19809
            nucleon 19809
              atomic nucleus 19809
                atom 19809
                  main group element atom 19706
                    p-block element atom 19706
                      carbon group element atom 19628
                        carbon atom 19618
                          organic molecular entity 19618
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18668
                                    carbonyl compound 18668
                                      carboxylic acid 18365
                                        carboacyl group 17484
                                          univalent carboacyl group 17484
                                            carbamoyl group 17300
                                              carboxamide 17300
                                                peptide 9445
                                                  polypeptide 198
                                                    afamelanotide 1
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