Antipain, Dihydrochloride - ≥95% , CAS No.37682-72-7

CAS: 37682-72-7 Cat. No.: A329547 Molecular Weight: 677.62 EC Number: 609-466-5

GRADE & PURITY ≥95%

Synonyms

[(S)-1-Carboxy-2-phenylethyl]-carbamoyl-Arg-Val-arginal . 2HCl | Antipain, Dihydrochloride | Antipain dihydrochloride from microbial source, protease inhibitor | (9S,12S)-1-amino-16-benzyl-6-formyl-12-(3-guanidinopropyl)-1-imino-9-isopropyl-8,11,14-trioxo

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Antipain, Dihydrochloride is a reversible protease inhibitor produced by actinomycetes. Antipain inhibits cathepsin A, B, and D as well as papain, trypsin and trypsin-like serine proteases. Antipain acts by forming a hemiacetal adduct between the aldehyde group of the inhibitor and the active proteinase. Effective at concentrations range from 1 to 100 μM.

Specifications

Synonyms

[(S)-1-Carboxy-2-phenylethyl]-carbamoyl-Arg-Val-arginal . 2HCl | Antipain, Dihydrochloride | Antipain dihydrochloride from microbial source, protease inhibitor | (9S, 12S)-1-amino-16-benzyl-6-formyl-12-(3-guanidinopropyl)-1-imino-9-isopropyl-8, 11, 14-trioxo

Specifications & Purity

≥95%

Source

Synthetic

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.

Note

Inhibitory Activity ≥30 U/mg (Trypsin, L-BAPA)

Purity

≥95%

Product Properties

• Ki Data: calpain I: Ki= 1.4 μM (porcine)

Names and Identifiers

• Pubchem Sid: 504768382
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504768382
• Canonical Smiles: CC(C)C(C(=O)NC(CCCN=C(N)N)C=O)NC(=O)C(CCCN=C(N)N)NC(=O)NC(CC1=CC=CC=C1)C(=O)O.Cl.Cl
• IUPAC Name: 2-[[(2S)-5-(diaminomethylideneamino)-1-[[(2S)-1-[[5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopentan-2-yl]carbamoylamino]-3-phenylpropanoic acid;dihydrochloride
• InChIKey: YAHXZYICKJUJEO-BXLPLHKWSA-N
• INCHI: 1S/C27H44N10O6.2ClH/c1-16(2)21(23(40)34-18(15-38)10-6-12-32-25(28)29)37-22(39)19(11-7-13-33-26(30)31)35-27(43)36-20(24(41)42)14-17-8-4-3-5-9-17;;/h3-5,8-9,15-16,18-21H,6-7,10-14H2,1-2H3,(H,34,40)(H,37,39)(H,41,42)(H4,28,29,32)(H4,30,31,33)(H2,35,36,43);2*1H/t18?,19-,20?,21-;;/m0../s1
• Isomeric SMILES: CC(C)[C@@H](C(=O)NC(CCCN=C(N)N)C=O)NC(=O)[C@H](CCCN=C(N)N)NC(=O)NC(CC1=CC=CC=C1)C(=O)O.Cl.Cl
• WGK Germany: 3
• RTECS: YV9350800
• Alternate CAS: 37691-11-5
• Molecular Weight: 677.62

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 Dipeptides

• 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: Dipeptides
• Alternative Parents: Phenylalanine and derivatives Valine and derivatives N-carbamoyl-alpha amino acids N-acyl-alpha amino acids and derivatives Alpha amino acid amides Phenylpropanoic acids Amphetamines and derivatives N-acyl amines Ureas Secondary carboxylic acid amides Guanidines Propargyl-type 1,3-dipolar organic compounds Monocarboxylic acids and derivatives Carboxylic acids Carboximidamides Organopnictogen compounds Organic oxides Hydrochlorides Hydrocarbon derivatives Aldehydes
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alpha-dipeptide - Phenylalanine or derivatives - Valine or derivatives - N-carbamoyl-alpha-amino acid or derivatives - N-carbamoyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - 3-phenylpropanoic-acid - Amphetamine or derivatives - Alpha-amino acid or derivatives - N-substituted-alpha-amino acid - Fatty acyl - Benzenoid - N-acyl-amine - Fatty amide - Monocyclic benzene moiety - Urea - Secondary carboxylic acid amide - Carbonic acid derivative - Guanidine - Carboxamide group - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Monocarboxylic acid or derivatives - Carboxylic acid - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Hydrochloride - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aldehyde - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
• 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: Soluble in water (50 mg/ml), DMSO (5 mg/ml), 1-butanol, 1-propanol, ethanol, and methanol. Insoluble in chloroform, benzene, and hexane.
• Molecular Weight: 677.600 g/mol
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 19
• Exact Mass: 676.298 Da
• Monoisotopic Mass: 676.298 Da
• Topological Polar Surface Area: 283.000 Ų
• Heavy Atom Count: 45
• Formal Charge: 0
• Complexity: 975.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

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