[Nle4, D-Phe7]-α-Melanocyte Stimulating Hormone trifluoroacetate salt - Moligand™, ≥95%(HPLC) , Agonist of MC 1 receptor;Agonist of MC 3 receptor;Agonist of MC 4 receptor;Agonist of MC 5 receptor, CAS No.75921-69-6, Agonist of MC 1 receptor;Agonist of MC 3 receptor;Agonist of MC 4 receptor;Agonist of MC 5 receptor

CAS: 75921-69-6 Cat. No.: N118984 Molecular Weight: 1646.85

GRADE & PURITY Moligand™, ≥95%(HPLC)

Synonyms

[Nle4,D-Phe7]-a-MSH | Msh, 4-nle-7-phe-alpha- | AC-Ser-Tyr-Ser-Nle-Glu-His-D-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2 | alpha-Melanotropin, 4-L-norleucine-7-D-phenylalanine- | CUV 1647 | Melanotan-1 | 4-Nle-7-phe-alpha-msh | .ALPHA.-MELANOTROPIN (SWINE), 4-L-NORLE

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Amino Acid Sequence Ac-Ser-Tyr-Ser-Nle-Glu-His-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2

Specifications

Synonyms

[Nle4, D-Phe7]-a-MSH | Msh, 4-nle-7-phe-alpha- | AC-Ser-Tyr-Ser-Nle-Glu-His-D-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2 | alpha-Melanotropin, 4-L-norleucine-7-D-phenylalanine- | CUV 1647 | Melanotan-1 | 4-Nle-7-phe-alpha-msh | .ALPHA.-MELANOTROPIN (SWINE), 4-L-NORLE

Specifications & Purity

Moligand™, ≥95%(HPLC)

Biochemical and Physiological Mechanisms

Synthetic analog ofα-MSH that is an agonist at melanocortin receptors (Kivalues are 0.085, 0.4, 3.8 and 5.1 nM for MC1, MC3, MC4and MC5receptors respectively).

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.

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of MC 1 receptor;Agonist of MC 3 receptor;Agonist of MC 4 receptor;Agonist of MC 5 receptor

Purity

≥95%(HPLC)

Names and Identifiers

• Canonical Smiles: CCCCC(C(=O)NC(CCC(=O)O)C(=O)NC(CC1=CNC=N1)C(=O)NC(CC2=CC=CC=C2)C(=O)NC(CCCNC(=N)N)C(=O)NC(CC3=CNC4=CC=CC=C43)C(=O)NCC(=O)NC(CCCCN)C(=O)N5CCCC5C(=O)NC(C(C)C)C(=O)N)NC(=O)C(CO)NC(=O)C(CC6=CC=C(C=C6)O)NC(=O)C(CO)NC(=O)C
• IUPAC Name: (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]hexanoyl]amino]-5-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-6-amino-1-[(2S)-2-[[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxohexan-2-yl]amino]-2-oxoethyl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
• InChIKey: UAHFGYDRQSXQEB-LEBBXHLNSA-N
• 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
• Isomeric SMILES: CCCC[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@H](CC2=CC=CC=C2)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC3=CNC4=CC=CC=C43)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N5CCC[C@H]5C(=O)N[C@@H](C(C)C)C(=O)N)NC(=O)[C@H](CO)NC(=O)[C@H](CC6=CC=C(C=C6)O)NC(=O)[C@H](CO)NC(=O)C
• Molecular Weight: 1646.85
• Reaxy-Rn: 24141293
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24141293&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic Polymers
    • Class Polypeptides

• Kingdom: Organic compounds
• Superclass: Organic Polymers
• Class: Polypeptides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Polypeptides
• Alternative Parents: Peptides Tyrosine and derivatives Arginine and derivatives Phenylalanine and derivatives Histidine and derivatives Glutamic acid and derivatives Valine and derivatives Proline and derivatives N-acyl-alpha amino acids and derivatives Tryptamines and derivatives Serine and derivatives Alpha amino acid amides Amphetamines and derivatives 3-alkylindoles N-acylpyrrolidines Pyrrolidinecarboxamides Imidazolyl carboxylic acids and derivatives 1-hydroxy-2-unsubstituted benzenoids N-acyl amines Substituted pyrroles Acetamides Tertiary carboxylic acid amides Heteroaromatic compounds Primary carboxylic acid amides Amino acids Secondary carboxylic acid amides Guanidines Monocarboxylic acids and derivatives Azacyclic compounds Carboximidamides Carboxylic acids Hydrocarbon derivatives Imines Monoalkylamines Organopnictogen compounds Carbonyl compounds Organic oxides Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Polypeptide - Alpha peptide - Tyrosine or derivatives - Arginine or derivatives - Phenylalanine or derivatives - Histidine or derivatives - Glutamic acid or derivatives - Valine or derivatives - Proline or derivatives - N-acyl-alpha amino acid or derivatives - Serine or derivatives - Triptan - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Amphetamine or derivatives - 3-alkylindole - Indole or derivatives - Indole - Imidazolyl carboxylic acid derivative - N-acylpyrrolidine - Pyrrolidine-2-carboxamide - Pyrrolidine carboxylic acid or derivatives - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Fatty amide - N-acyl-amine - Fatty acyl - Benzenoid - Substituted pyrrole - Pyrrole - Azole - Imidazole - Pyrrolidine - Heteroaromatic compound - Acetamide - Tertiary carboxylic acid amide - Amino acid or derivatives - Amino acid - Carboxamide group - Guanidine - Secondary carboxylic acid amide - Primary carboxylic acid amide - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Carboxylic acid - Carboximidamide - Organoheterocyclic compound - Azacycle - Organonitrogen compound - Organopnictogen compound - Imine - Amine - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic nitrogen compound - Organic oxide - Primary aliphatic amine - Alcohol - Primary amine - Primary alcohol - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues.
• 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

Associated Targets(Human)

MC5R Tchem Melanocortin receptor 5 (0 Activities)

Discover Target: MC5R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MC4R Tclin Melanocortin receptor 4 (0 Activities)

Discover Target: MC4R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MC3R Tchem Melanocortin receptor 3 (0 Activities)

Discover Target: MC3R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MC1R Tclin Melanocyte-stimulating hormone receptor (0 Activities)

Discover Target: MC1R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Soluble to 0.60 (mg/mL) in water}
• Molecular Weight: 1646.800 g/mol
• XLogP3: -3.500
• Hydrogen Bond Donor Count: 23
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 51
• Exact Mass: 1645.84 Da
• Monoisotopic Mass: 1645.84 Da
• Topological Polar Surface Area: 643.000 Ų
• Heavy Atom Count: 118
• Formal Charge: 0
• Complexity: 3360.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 12
• 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