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Acth (6-9)

HCID 160744
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Basic information

CAS
4289-02-5
Standard SMILES
NC(N)=NCCC[C@H](NC(=O)[C@@H](N)Cc1ccc(C(=O)[C@@H](N)Cc2cnc[nH]2)cc1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O
InChIKey
ZFIWNOVWFLTRKY-DROSFRCNSA-N
Molecular formula
C32H40N10O5
Average molar mass
644.7 g/mol
Monoisotopic mass
644.31831441

Overview

tetrapeptide which is the biologically active amino acid sequence of alpha-MSH

Names & identifiers

Preferred name
Acth (6-9)
IUPAC
(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-[4-[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]phenyl]propanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid
English name
ACTH (6-9)
Molecular formula
C32H40N10O5
Molecular weight
644.73

Names & synonyms

Histidyl-phenylalanyl-arginyl-tryptophanActh (6-9)His-phe-arg-trp-DTXSID90195550RefChem:109481DTXCID301180414289-02-5(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-[4-[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]phenyl]propanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-(1H-indol-3-yl)propanoic acidL-Tryptophan, N-(N2-(N-L-histidyl-L-phenylalanyl)-L-arginyl)-4-[(2S)-2-Amino-3-(1H-imidazol-5-yl)propanoyl]-L-phenylalanyl-N~5~-(diaminomethylidene)-L-ornithyl-L-tryptophanHisetalα-MSH(6-9)
Show more names
γ2-MSH(5-8)α-Melanotropin(6-9)【pig】α1-24-Corticotropin(6-9)L-Tryptophan, L-histidyl-L-phenylalanyl-L-arginyl-Characteristic MSH-Tetrapeptide H-His-Phe-Arg-Trp-OH(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-[4-[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]phenyl]propanoyl]amino]-5-guanidino-pentanoyl]amino]-3-(1H-indol-3-yl)propionic acid

Properties

Computed structural properties

XLogP
-3.3
Topological polar surface area
273 Ų
Hydrogen bond donors
9
Hydrogen bond acceptors
9
Rotatable bonds
17
Heavy atoms
47
Formal charge
0
Complexity
1,100

Physicochemical properties

Density
1.45 · 1.45±0.1 g/cm3(Predicted)
pka
3.36 · 3.36±0.10(Predicted)
Sequence
His-Phe-Arg-Trp

Chemistry & industry

Applications · 1 item

UsesACTH (6-9) (MSH-ACTH tetrapeptide) is a polypeptide that can be found by peptide screening. Peptide screening is a research tool that pools active peptides primarily by immunoassay. Peptide screening can be used for protein interaction, functional analysis, epitope screening, especially in the field of agent research and development[1].

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On this pageBasic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
4289-02-5
PubChem CID
160744
DTXSID
DTXSID90195550