ACTH (4-11) , CAS No.67224-41-3

CAS: 67224-41-3 Cat. No.: A651604 Molecular Weight: 1090.26 PubChem CID: 10418687

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

ACTH (4-11), an adrenocorticotropin hormone fragment, possesses a weak α-melanocyte stimulating hormone (α-MSH) potency only at high doses (100 and 1000 nM).

In Vitro

α-melanocyte stimulating hormone (MSH) induces the differentiation of mouse epidermal melanocytes in vivo and in vitro. Adrenocorticotropic hormone (ACTH) possesses the same amino acid sequence as MSH does. α-MSH induces the differentiation of mouse epidermal melanocytes in vivo and in vitro. ACTH (4-11) loses almost all activity for the binding to melanocortin receptor 1 (MC1R). MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Biochemical and Physiological Mechanisms

ACTH (4-11), an adrenocorticotropin hormone fragment, possesses a weak α-melanocyte stimulating hormone (α-MSH) potency only at high doses (100 and 1000 nM).

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: CSCCC(C(=O)NC(CCC(=O)O)C(=O)NC(CC1=CN=CN1)C(=O)NC(CC2=CC=CC=C2)C(=O)NC(CCCN=C(N)N)C(=O)NC(CC3=CNC4=CC=CC=C43)C(=O)NCC(=O)NC(CCCCN)C(=O)O)N
• IUPAC Name: (2S)-6-amino-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-methylsulfanylbutanoyl]amino]-4-carboxybutanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-phenylpropanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]acetyl]amino]hexanoic acid
• InChIKey: ZKBNJKUZBFBIKV-YJXWTMGESA-N
• INCHI: 1S/C50H71N15O11S/c1-77-21-18-33(52)43(69)61-36(16-17-42(67)68)46(72)65-40(24-31-26-55-28-59-31)48(74)63-38(22-29-10-3-2-4-11-29)47(73)62-35(15-9-20-56-50(53)54)45(71)64-39(23-30-25-57-34-13-6-5-12-32(30)34)44(70)58-27-41(66)60-37(49(75)76)14-7-8-19-51/h2-6,10-13,25-26,28,33,35-40,57H,7-9,14-24,27,51-52H2,1H3,(H,55,59)(H,58,70)(H,60,66)(H,61,69)(H,62,73)(H,63,74)(H,64,71)(H,65,72)(H,67,68)(H,75,76)(H4,53,54,56)/t33-,35-,36-,37-,38-,39-,40-/m0/s1
• Isomeric SMILES: CSCC[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CC3=CNC4=CC=CC=C43)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)O)N
• PubChem CID: 10418687
• MeSH Entry Terms: ACTH (4-11);ACTH 4-11;ACTH(4-11);corticotropin 4-11
• Molecular Weight: 1090.26

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Oligopeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Oligopeptides
• Alternative Parents: Phenylalanine and derivatives Histidine and derivatives Glutamic acid and derivatives Methionine and derivatives N-acyl-L-alpha-amino acids Alpha amino acid amides Tryptamines and derivatives 3-alkylindoles Amphetamines and derivatives Medium-chain fatty acids Imidazolyl carboxylic acids and derivatives Amino fatty acids Heterocyclic fatty acids N-acyl amines Substituted pyrroles Dicarboxylic acids and derivatives Heteroaromatic compounds Secondary carboxylic acid amides Amino acids Guanidines Dialkylthioethers Carboxylic acids Carboximidamides Azacyclic compounds Sulfenyl compounds Propargyl-type 1,3-dipolar organic compounds Carbonyl compounds Monoalkylamines Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-oligopeptide - Phenylalanine or derivatives - Histidine or derivatives - Glutamic acid or derivatives - Methionine or derivatives - N-acyl-alpha amino acid or derivatives - N-acyl-alpha-amino acid - N-acyl-l-alpha-amino acid - Triptan - Alpha-amino acid amide - Amphetamine or derivatives - 3-alkylindole - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Indole - Indole or derivatives - Imidazolyl carboxylic acid derivative - Medium-chain fatty acid - Heterocyclic fatty acid - Amino fatty acid - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Fatty amide - Fatty acyl - Fatty acid - N-acyl-amine - Substituted pyrrole - Benzenoid - Pyrrole - Azole - Heteroaromatic compound - Imidazole - Secondary carboxylic acid amide - Carboxamide group - Guanidine - Amino acid or derivatives - Amino acid - Dialkylthioether - Organoheterocyclic compound - Organic 1,3-dipolar compound - Thioether - Sulfenyl compound - Carboxylic acid - Carboximidamide - Azacycle - Propargyl-type 1,3-dipolar organic compound - Primary aliphatic amine - Carbonyl group - Organic nitrogen compound - Organonitrogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Amine - Primary amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: H2O Peptide Solubility and Storage Guidelines: 1. Calculate the length of the peptide. 2. Calculate the overall charge of the entire peptide according to the following table: Contents Assign value Acidic amino acid Asp (D), Glu (E),
• Molecular Weight: 1090.300 g/mol
• XLogP3: -5.700
• Hydrogen Bond Donor Count: 15
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 35
• Exact Mass: 1089.52 Da
• Monoisotopic Mass: 1089.52 Da
• Topological Polar Surface Area: 465.000 Ų
• Heavy Atom Count: 77
• Formal Charge: 0
• Complexity: 1980.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1