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Substance Name: Tridecactide [INN]
RN: 22006-64-0
UNII: T7PQK27HTI
InChIKey: VGBVAARMQYYITG-DESRROFGSA-N

Note

  • A 13-amino acid peptide derived from proteolytic cleavage of ADRENOCORTICOTROPIC HORMONE, the N-terminal segment of ACTH. ACTH (1-13) is amidated at the C-terminal to form ACTH (1-13)NH2 which in turn is acetylated to form alpha-MSH in the secretory granules. Alpha-MSH stimulates the synthesis and distribution of MELANIN in MELANOCYTES in mammals and MELANOPHORES in lower vertebrates.

Molecular Formula

  • C75-H106-N20-O19-S

Molecular Weight

  • 1623.85
 
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Names and Synonyms

Name of Substance

  • ACTH (1-13)
  • Tridecactide [INN]

Synonyms

  • (Des-acetyl)-alpha-MSH
  • ACTH(1-13)
  • Adrenocorticotropin (1-13)NH2
  • alpha1-13-Corticotropin
  • DE-alpha-Msh
  • Des-acetyl MSH
  • Desacetyl alpha-melanocyte-stimulating hormone
  • MSH, (desacetyl)alpha-
  • Tridecactide
  • UNII-T7PQK27HTI

Systematic Names

  • alpha-1-13-corticotropin, humanL-seryl-L-tyrosyl-L-seryl-L-methionyl-L-glutamyl-L-histidyl-L-phenylalanyl-L-arginyl-L-tryptophylglycyl-L-lysyl-L-prolyl-L-valine
  • alpha1-13-Corticotropin

Registry Numbers

CAS Registry Number

  • 22006-64-0

FDA UNII

  • T7PQK27HTI

Other Registry Number

  • 17088-02-7

System Generated Number

  • 0022006640

Structure Descriptors

InChI

1S/C75H106N20O19S/c1-41(2)62(74(113)114)94-72(111)59-19-12-29-95(59)73(112)53(17-9-10-27-76)85-60(99)37-83-64(103)56(33-44-35-82-49-16-8-7-15-47(44)49)91-65(104)50(18-11-28-81-75(78)79)86-68(107)55(31-42-13-5-4-6-14-42)90-70(109)57(34-45-36-80-40-84-45)92-66(105)51(24-25-61(100)101)87-67(106)52(26-30-115-3)88-71(110)58(39-97)93-69(108)54(89-63(102)48(77)38-96)32-43-20-22-46(98)23-21-43/h4-8,13-16,20-23,35-36,40-41,48,50-59,62,82,96-98H,9-12,17-19,24-34,37-39,76-77H2,1-3H3,(H,80,84)(H,83,103)(H,85,99)(H,86,107)(H,87,106)(H,88,110)(H,89,102)(H,90,109)(H,91,104)(H,92,105)(H,93,108)(H,94,111)(H,100,101)(H,113,114)(H4,78,79,81)/t48-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,62-/m0/s1

InChIKey

VGBVAARMQYYITG-DESRROFGSA-N

Smiles

c1(ccc(cc1)O)C[C@@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CCCNC(N)=N)C(N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCC(N[C@H](C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](C(C)C)C(O)=O)CCCCN)=O)=O)=O)Cc1ccccc1)=O)Cc1[nH]cnc1)=O)CCC(O)=O)=O)CCSC)=O)CO)=O)NC([C@@H](N)CO)=O