Chymostatin - Moligand™, ≥95%(a mixture of A, B, C) , CAS No.9076-44-2

CAS: 9076-44-2 Cat. No.: C113165 Formula: C₃₁H₄₁N₇O₆ Molecular Weight: 607.7

GRADE & PURITY Moligand™, ≥95%(a mixture of A, B, C)

Synonyms

FT-0623815 | EINECS 257-382-9 | SCHEMBL14029469 | 2-[[1-(2-amino-1,4,5,6-tetrahydropyrimidin-6-yl)-2-[[4-methyl-1-oxo-1-[(1-oxo-3-phenylpropan-2-yl)amino]pentan-2-yl]amino]-2-oxoethyl]carbamoylamino]-3-phenylpropanoic acid | L-2-(2-Amino-1,4,5,6-tetrahydr

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Chymostatin is a bioactive peptide protease inhibitor that contains chymostatin A as a major form. The compound specifically inhibits chymotrypsin (CTR) (ID50 = 150 ηg/ml), papain (ID50 = 7.5 μg/ml), and cathepsin G along with most cysteine proteases such as cathepsin A, B, H, and L. The compound has been noted as a strong inhibitor of cathepsins A, B, and C. Chymostatin at an effective concentration of 10 to 100 μM weakly inhibits human leukocyte Elastase-1. In rat muscle homogenates chymostatin inhibited the protease cathepsin B and other soluble Ca2+ activated proteases. In the same study, chymostatin decreased protein break down by 20-40% without inhibiting protein production.

Specifications

Synonyms

FT-0623815 | EINECS 257-382-9 | SCHEMBL14029469 | 2-[[1-(2-amino-1,4,5,6-tetrahydropyrimidin-6-yl)-2-[[4-methyl-1-oxo-1-[(1-oxo-3-phenylpropan-2-yl)amino]pentan-2-yl]amino]-2-oxoethyl]carbamoylamino]-3-phenylpropanoic acid | L-2-(2-Amino-1,4,5,6-tetrahydr

Specifications & Purity

Moligand™, ≥95%(a mixture of A, B, C)

Biochemical and Physiological Mechanisms

Inhibits the lysosomal proteinase cathepsin B, and the soluble Ca2+-activated proteinase. Many young plant tissues express a chomostatin-sensitive serine protease. Chymostatin is a strong inhibitor of many proteases, including chymotrypsin, papain, chymot

Application

Chymostatin has been used in a study that determined that molecular calculations are useful for evaluating the interactions between ligands, including inhibitors and homologous enzymes, in docking models. Chymostatin has also been used in a study to inves

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

INHIBITOR

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%(a mixture of A, B, C)

Names and Identifiers

Pubchem Sid

504756545

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504756545

Canonical Smiles

CC(C)CC(C(=O)NC(CC1=CC=CC=C1)C=O)NC(=O)C(C2CCN=C(N2)N)NC(=O)NC(CC3=CC=CC=C3)C(=O)O

IUPAC Name

2-[[1-(2-amino-1,4,5,6-tetrahydropyrimidin-6-yl)-2-[[4-methyl-1-oxo-1-[(1-oxo-3-phenylpropan-2-yl)amino]pentan-2-yl]amino]-2-oxoethyl]carbamoylamino]-3-phenylpropanoic acid

InChIKey

MRXDGVXSWIXTQL-UHFFFAOYSA-N

INCHI

1S/C31H41N7O6/c1-19(2)15-24(27(40)34-22(18-39)16-20-9-5-3-6-10-20)35-28(41)26(23-13-14-33-30(32)36-23)38-31(44)37-25(29(42)43)17-21-11-7-4-8-12-21/h3-12,18-19,22-26H,13-17H2,1-2H3,(H,34,40)(H,35,41)(H,42,43)(H3,32,33,36)(H2,37,38,44)

Isomeric SMILES

CC(C)CC(C(=O)NC(CC1=CC=CC=C1)C=O)NC(=O)C(C2CCN=C(N2)N)NC(=O)NC(CC3=CC=CC=C3)C(=O)O

WGK Germany

3

RTECS

GC3047700

Molecular Weight

607.7

Reaxy-Rn

30120354

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=30120354&ln=

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 Leucine and derivatives N-carbamoyl-alpha amino acids N-acyl-alpha amino acids and derivatives Alpha amino acid amides Phenylpropanoic acids Beta amino acids and derivatives Amphetamines and derivatives N-acyl amines Hydropyrimidines Ureas Secondary carboxylic acid amides Guanidines Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Carboximidamides Carboxylic acids Monocarboxylic acids and derivatives Organopnictogen compounds Aldehydes Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-dipeptide - Phenylalanine or derivatives - Leucine or derivatives - N-acyl-alpha amino acid or derivatives - N-carbamoyl-alpha-amino acid - N-carbamoyl-alpha-amino acid or derivatives - Alpha-amino acid amide - 3-phenylpropanoic-acid - Beta amino acid or derivatives - N-substituted-alpha-amino acid - Amphetamine or derivatives - Alpha-amino acid or derivatives - Fatty acyl - Fatty amide - Benzenoid - Hydropyrimidine - 1,4,5,6-tetrahydropyrimidine - N-acyl-amine - Monocyclic benzene moiety - Carboxamide group - Guanidine - Urea - Secondary carboxylic acid amide - Carbonic acid derivative - Azacycle - Organoheterocyclic compound - Carboxylic acid - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Monocarboxylic acid or derivatives - Organic nitrogen compound - Carbonyl group - Aldehyde - Organic oxygen compound - Organopnictogen compound - Organic oxide - Organooxygen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteromonocyclic 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

Associated Targets(Human)

CTRC Tchem Chymotrypsin-C (0 Activities)

Discover Target: CTRC

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

CMA1 Tchem Chymase (0 Activities)

Discover Target: CMA1

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

Chemical and Physical Properties

• Solubility: Soluble in DMSO or 5% acetic acid
• Sensitivity: Moisture sensitive.
• Molecular Weight: 607.700 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 15
• Exact Mass: 607.312 Da
• Monoisotopic Mass: 607.312 Da
• Topological Polar Surface Area: 204.000 Ų
• Heavy Atom Count: 44
• Formal Charge: 0
• Complexity: 1010.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 5
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1