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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:alpha-melanocyte stimulating hormone
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Accession:CHEBI:195325 term browser browse the term
Definition:A thirteen amino acid peptide hormone consisting of N-acetyl-L-Ser, L-Tyr, L-Ser, L-Met, L-Glu, L-His, L-Phe, L-Arg, L-Trp, Gly, L-Lys, L-Pro and L-valinamide units joined in sequence by peptide linkages. It is an endogenous melanocortin receptor agonist that exhibits anti-inflammatory activity.
Synonyms:exact_synonym: N-acetyl-L-seryl-L-tyrosyl-L-seryl-L-methionyl-L-alpha-glutamyl-L-histidyl-L-phenylalanyl-L-arginyl-L-tryptophylglycyl-L-lysyl-L-prolyl-L-valinamide
 related_synonym: Ac-L-Ser-L-Tyr-L-Ser-L-Met-L-Glu-L-His-L-Phe-L-Arg-L-Trp-Gly-L-Lys-L-Pro-L-Val-NH2;   Ac-Ser-Tyr-Ser-Met-Glu-His-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2;   Formula=C77H109N21O19S;   InChI=1S/C77H109N21O19S/c1-42(2)64(65(79)106)97-75(116)61-20-13-30-98(61)76(117)54(18-10-11-28-78)88-62(103)38-85-66(107)57(34-46-36-84-50-17-9-8-16-49(46)50)94-67(108)51(19-12-29-83-77(80)81)89-70(111)55(32-44-14-6-5-7-15-44)92-72(113)58(35-47-37-82-41-86-47)95-68(109)52(25-26-63(104)105)90-69(110)53(27-31-118-4)91-74(115)60(40-100)96-71(112)56(33-45-21-23-48(102)24-22-45)93-73(114)59(39-99)87-43(3)101/h5-9,14-17,21-24,36-37,41-42,51-61,64,84,99-100,102H,10-13,18-20,25-35,38-40,78H2,1-4H3,(H2,79,106)(H,82,86)(H,85,107)(H,87,101)(H,88,103)(H,89,111)(H,90,110)(H,91,115)(H,92,113)(H,93,114)(H,94,108)(H,95,109)(H,96,112)(H,97,116)(H,104,105)(H4,80,81,83)/t51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,64-/m0/s1;   InChIKey=WHNFPRLDDSXQCL-UAZQEYIDSA-N;   N-Ac-L-Ser-L-Tyr-L-Ser-L-Met-L-Glu-L-His-L-Phe-L-Arg-L-Trp-Gly-L-Lys-L-Pro-L-Val-NH2;   N-acetyl-L-Ser-L-Tyr-L-Ser-L-Met-L-alpha-Glu-L-His-L-Phe-L-Arg-L-Trp-Gly-L-Lys-L-Pro-L-valinamide;   SMILES=CSCC[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;   alpha-MSH;   alpha-intermedin;   intermedin;   melanotropin;   melanotropin alpha
 xref: CAS:581-05-5
 xref_mesh: MESH:D000521
 xref: PMID:33210000;   PMID:33523420;   PMID:33639356;   PMID:33765043;   PMID:34904527;   PMID:35717488;   PMID:35733058;   PMID:36900442;   PMID:37001274;   PMID:37217094;   Reaxys:741840;   Wikipedia:Alpha-Melanocyte-stimulating_hormone



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alpha-melanocyte stimulating hormone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cartpt CART prepropeptide multiple interactions EXP alpha-MSH binds to and results in increased activity of CARTPT protein CTD PMID:15659233 NCBI chr 2:31,255,098...31,257,452
Ensembl chr 2:31,255,098...31,290,713
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation
multiple interactions
ISO alpha-MSH results in increased phosphorylation of MAPK1 protein
2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [alpha-MSH results in increased phosphorylation of MAPK1 protein]; 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [Phytol promotes the reaction [alpha-MSH results in increased phosphorylation of MAPK1 protein]]; Acetylcysteine affects the reaction [Phytol promotes the reaction [alpha-MSH results in increased phosphorylation of MAPK1 protein]]; Phytol promotes the reaction [alpha-MSH results in increased phosphorylation of MAPK1 protein]; Resveratrol promotes the reaction [alpha-MSH results in increased phosphorylation of MAPK1 protein]
CTD PMID:29486182 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
increases phosphorylation
ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [alpha-MSH results in increased phosphorylation of MAPK3 protein]; 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [Phytol promotes the reaction [alpha-MSH results in increased phosphorylation of MAPK3 protein]]; Acetylcysteine affects the reaction [Phytol promotes the reaction [alpha-MSH results in increased phosphorylation of MAPK3 protein]]; Phytol promotes the reaction [alpha-MSH results in increased phosphorylation of MAPK3 protein]; Resveratrol promotes the reaction [alpha-MSH results in increased phosphorylation of MAPK3 protein] CTD PMID:29486182 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mitf melanocyte inducing transcription factor multiple interactions
increases expression
ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [benzyloxycarbonylleucyl-leucyl-leucine aldehyde inhibits the reaction [[Phytol inhibits the reaction [alpha-MSH results in increased expression of MITF protein]] which results in decreased ubiquitination of MITF protein]]; 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [Phytol inhibits the reaction [alpha-MSH results in increased expression of MITF protein]]; 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one promotes the reaction [alpha-MSH results in increased expression of MITF protein]; [Phytol inhibits the reaction [alpha-MSH results in increased expression of MITF protein]] which results in decreased ubiquitination of MITF protein; Acetylcysteine inhibits the reaction [Phytol inhibits the reaction [alpha-MSH results in increased expression of MITF protein]]; benzyloxycarbonylleucyl-leucyl-leucine aldehyde inhibits the reaction [[Phytol inhibits the reaction [alpha-MSH results in increased expression of MITF protein]] which results in decreased ubiquitination of MITF protein]; benzyloxycarbonylleucyl-leucyl-leucine aldehyde inhibits the reaction [Phytol inhibits the reaction [alpha-MSH results in increased expression of MITF protein]]; Phytol inhibits the reaction [alpha-MSH results in increased expression of MITF protein]; Resveratrol inhibits the reaction [alpha-MSH results in increased expression of MITF protein] CTD PMID:29486182 NCBI chr 4:130,409,020...130,621,145
Ensembl chr 4:130,409,217...130,621,145
JBrowse link
G Retn resistin increases expression ISO alpha-MSH analog results in increased expression of RETN mRNA CTD PMID:15522996 NCBI chr12:1,710,881...1,712,621
Ensembl chr12:1,710,881...1,712,620
JBrowse link
G Tyr tyrosinase multiple interactions
increases expression
increases activity
ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [Phytol inhibits the reaction [alpha-MSH results in increased expression of TYR protein]]; 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one promotes the reaction [alpha-MSH results in increased expression of TYR protein]; alisol B inhibits the reaction [alpha-MSH results in increased activity of TYR protein]; glabridin inhibits the reaction [alpha-MSH results in increased activity of TYR protein]; Phytol inhibits the reaction [alpha-MSH results in increased expression of TYR protein]; Resveratrol inhibits the reaction [alpha-MSH results in increased expression of TYR protein] CTD PMID:28051915 PMID:29486182 NCBI chr 1:141,115,036...141,210,207
Ensembl chr 1:141,115,036...141,210,207
JBrowse link
G Tyrp1 tyrosinase-related protein 1 increases expression
multiple interactions
ISO alpha-MSH results in increased expression of TYRP1 protein
Phytol inhibits the reaction [alpha-MSH results in increased expression of TYRP1 protein]
CTD PMID:29486182 NCBI chr 5:95,280,982...95,299,516
Ensembl chr 5:95,280,982...95,299,516
JBrowse link

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                                              peptide 11442
                                                peptide hormone 151
                                                  alpha-melanocyte stimulating hormone 7
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