Aurantiamide acetate - ≥99% , CAS No.56121-42-7

CAS: 56121-42-7 Cat. No.: A651241 Molecular Weight: 444.52 PubChem CID: 10026486

GRADE & PURITY ≥99%

Synonyms

AKOS040760046 | Tifentai | Benzenepropanamide, N-[(1S)-1-[(acetyloxy)methyl]-2-phenylethyl]-alpha-(benzoylamino)-, (alphaS)- | MS-28013 | SCHEMBL4357298 | 2Z6NA534YE | C27H28N2O4 | Aurantiamide acetate | Asperglaucide | HY-N2905 | N-Benzoylphenylalanylphe

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Aurantiamide acetate (TMC-58A) is a selective and orally active cathepsin inhibitor isolated from Portulaca oleracea L. Aurantiamide acetate has anti-inflammatory activities and can be used for the study of  inflammatory diseases

In Vitro

Aurantiamide acetate inhibits cathepsin L (3.4.22.15) and cathepsin B (3.4.22.1) with IC 50 of 12 μM and 49 μM, respectiveiy. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:cathepsin L

Specifications

Synonyms

AKOS040760046 | Tifentai | Benzenepropanamide, N-[(1S)-1-[(acetyloxy)methyl]-2-phenylethyl]-alpha-(benzoylamino)-, (alphaS)- | MS-28013 | SCHEMBL4357298 | 2Z6NA534YE | C27H28N2O4 | Aurantiamide acetate | Asperglaucide | HY-N2905 | N-Benzoylphenylalanylphe

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Aurantiamide acetate (TMC-58A) is a selective and orally active cathepsin inhibitor isolated from Portulaca oleracea L. Aurantiamide acetate has anti-inflammatory activities and can be used for the study of xa0inflammatoryxa0diseases.

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%

Names and Identifiers

• Canonical Smiles: CC(=O)OCC(CC1=CC=CC=C1)NC(=O)C(CC2=CC=CC=C2)NC(=O)C3=CC=CC=C3
• IUPAC Name: [(2S)-2-[[(2S)-2-benzamido-3-phenylpropanoyl]amino]-3-phenylpropyl] acetate
• InChIKey: VZPAURMDJZOGHU-DQEYMECFSA-N
• INCHI: 1S/C27H28N2O4/c1-20(30)33-19-24(17-21-11-5-2-6-12-21)28-27(32)25(18-22-13-7-3-8-14-22)29-26(31)23-15-9-4-10-16-23/h2-16,24-25H,17-19H2,1H3,(H,28,32)(H,29,31)/t24-,25-/m0/s1
• Isomeric SMILES: CC(=O)OC[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)C3=CC=CC=C3
• PubChem CID: 10026486
• Molecular Weight: 444.52

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Phenylalanine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Phenylalanine and derivatives
• Alternative Parents: N-acyl-alpha amino acids and derivatives Hippuric acids and derivatives Alpha amino acid amides Amphetamines and derivatives Benzoyl derivatives Fatty amides Secondary carboxylic acid amides Carboxylic acid esters Monocarboxylic acids and derivatives Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenylalanine or derivatives - Hippuric acid or derivatives - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Amphetamine or derivatives - Benzamide - Benzoic acid or derivatives - Benzoyl - Monocyclic benzene moiety - Fatty amide - Fatty acyl - Benzenoid - Carboxylic acid ester - Carboxamide group - Secondary carboxylic acid amide - Monocarboxylic acid or derivatives - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organic nitrogen compound - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• 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)

N9 (414 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hepatitis B virus (7925 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 50 mg/mL (112.48 mM; Need ultrasonic)
• Molecular Weight: 444.500 g/mol
• XLogP3: 4.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 444.205 Da
• Monoisotopic Mass: 444.205 Da
• Topological Polar Surface Area: 84.500 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 620.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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