Cyclo(-RGDfK) TFA - ≥99% , CAS No.500577-51-5

CAS: 500577-51-5 Cat. No.: C413847 Molecular Weight: 717.69 PubChem CID: 91759592

GRADE & PURITY ≥99%

Synonyms

Cyclo(L-arginylglycyl-L-α-aspartyl-D-phenylalanyl-L-lysyl),trifluoroacetic acid

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Cyclo (-RGDfK) Cyclo (-RGDfK) is a potent and selective αvβ3 integrin inhibitor.

Targets

αvβ3 integrin

In vitro

The constant of affinity (K_D) of Cyclo (-RGDfK-) for purified integrin is 41.70 nM. Cyclo (-RGDfK) is reacting with HEK293(β3) cells moderately. Cyclo(-RGDfK-) modified micelles shows strong affinity to T-24 cells and strong inhibitory effect on the proliferation of T-24 cells.

In vivo

In athymic mice bearing α(v)β(3)-integrin-positive C6 gliomas, Cyclo (-RGDfK-) modification induces less tumor progression, less tumor metabolic activity, fewer intratumoral vessels.

Cell Research(from reference)

Cell lines：T-24 cells 

Incubation Time：72 h 

Specifications

Synonyms

Cyclo(L-arginylglycyl-L-α-aspartyl-D-phenylalanyl-L-lysyl), trifluoroacetic acid

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Cyclo (-RGDfK) is a potent and selective αvβ3 integrin inhibitor.

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.

Action Type

INHIBITOR

Purity

≥99%

Product Properties

• ALogP: -4.172
• HBD Count: 8
• Rotatable Bond: 14

Names and Identifiers

• Pubchem Sid: 504772668
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504772668
• Canonical Smiles: C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCCN=C(N)N)CCCCN)CC2=CC=CC=C2)CC(=O)O.C(=O)(C(F)(F)F)O
• IUPAC Name: 2-[(2S,5R,8S,11S)-8-(4-aminobutyl)-5-benzyl-11-[3-(diaminomethylideneamino)propyl]-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentazacyclopentadec-2-yl]acetic acid;2,2,2-trifluoroacetic acid
• InChIKey: WHCQIPJAWCYHFT-HXSCNMCGSA-N
• INCHI: 1S/C27H41N9O7.C2HF3O2/c28-11-5-4-9-18-24(41)34-17(10-6-12-31-27(29)30)23(40)32-15-21(37)33-20(14-22(38)39)26(43)36-19(25(42)35-18)13-16-7-2-1-3-8-16;3-2(4,5)1(6)7/h1-3,7-8,17-20H,4-6,9-15,28H2,(H,32,40)(H,33,37)(H,34,41)(H,35,42)(H,36,43)(H,38,39)(H4,29,30,31);(H,6,7)/t17-,18-,19+,20-;/m0./s1
• Isomeric SMILES: C1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCCN=C(N)N)CCCCN)CC2=CC=CC=C2)CC(=O)O.C(=O)(C(F)(F)F)O
• PubChem CID: 91759592
• Molecular Weight: 717.69

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: Cyclic peptides Macrolactams Alpha amino acids and derivatives Benzene and substituted derivatives Alpha-halocarboxylic acids Secondary carboxylic acid amides Amino acids Guanidines Lactams Propargyl-type 1,3-dipolar organic compounds Carboxylic acids Carboximidamides Azacyclic compounds Monocarboxylic acids and derivatives Hydrocarbon derivatives Organofluorides Carbonyl compounds Organopnictogen compounds Alkyl fluorides Organic oxides Monoalkylamines
• Molecular Framework: Not available
• Substituents: Alpha-oligopeptide - Cyclic alpha peptide - Macrolactam - Alpha-amino acid or derivatives - Monocyclic benzene moiety - Benzenoid - Alpha-halocarboxylic acid - Alpha-halocarboxylic acid or derivatives - Amino acid or derivatives - Amino acid - Lactam - Guanidine - Carboxamide group - Secondary carboxylic acid amide - Carboximidamide - Carboxylic acid - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Azacycle - Alkyl fluoride - Primary aliphatic amine - Organohalogen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Primary amine - Carbonyl group - Hydrocarbon derivative - Organic oxide - Amine - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Alkyl halide - Aromatic heteromonocyclic 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: Solubility (25°C) In vitro Water: 100 mg/mL (139.33 mM)
• DMSO(mg / mL) Max Solubility: 100
• DMSO(mM) Max Solubility: 139.335925
• Water(mg / mL) Max Solubility: 84
• Water(mM) Max Solubility: 117.042177
• Molecular Weight: 717.700 g/mol
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 12
• Exact Mass: 717.306 Da
• Monoisotopic Mass: 717.306 Da
• Topological Polar Surface Area: 311.000 Ų
• Heavy Atom Count: 50
• Formal Charge: 0
• Complexity: 1100.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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: 2

XLogP3