Acetyl-Pepstatin - ≥95% , CAS No.28575-34-0

CAS: 28575-34-0 Cat. No.: A338138 Molecular Weight: 643.82

GRADE & PURITY ≥95%

Synonyms

S-PI (pepsin inhibitor) | J-017129 | SCHEMBL10777706 | DTXSID70182781 | Pepsin inhibitor (Streptomyces naniwaensis) | Pepsin inhibitor S-PI-D (8CI) | L-valinamide, N-acetyl-L-valyl-N-[(1S,2S)-4-[[(1S)-2-[[(1S)-1-[(1S)-2-carboxy-1-hydroxyethyl]-3-methylbut

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Acetyl-Pepstatin is an aspartyl protease inhibitor. It has been found to effectively inhibit HIV-1 protease and HIV-2 protease. It was also found to suppress 125I-H77, a renin inhibitor, from binding to other aspartyl proteases.

Specifications

Synonyms

S-PI (pepsin inhibitor) | J-017129 | SCHEMBL10777706 | DTXSID70182781 | Pepsin inhibitor (Streptomyces naniwaensis) | Pepsin inhibitor S-PI-D (8CI) | L-valinamide, N-acetyl-L-valyl-N-[(1S, 2S)-4-[[(1S)-2-[[(1S)-1-[(1S)-2-carboxy-1-hydroxyethyl]-3-methylbut

Specifications & Purity

≥95%

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.

Purity

≥95%

Product Properties

• pKa: pKₐ: 4.17
• Ki Data: HIV-1 proteinase: Ki= 20 nM at pH 4.7; HIV-2 proteinase: Ki= 5 nM at pH 4.7

Names and Identifiers

• Pubchem Sid: 504763869
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763869
• Canonical Smiles: CC(C)CC(C(CC(=O)O)O)NC(=O)C(C)NC(=O)CC(C(CC(C)C)NC(=O)C(C(C)C)NC(=O)C(C(C)C)NC(=O)C)O
• IUPAC Name: (3S,4S)-4-[[(2S)-2-[[(3S,4S)-4-[[(2S)-2-[[(2S)-2-acetamido-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]-3-hydroxy-6-methylheptanoyl]amino]propanoyl]amino]-3-hydroxy-6-methylheptanoic acid
• InChIKey: WKYBEGDEGRCZNF-LBTYKNIQSA-N
• INCHI: 1S/C31H57N5O9/c1-15(2)11-21(35-30(44)28(18(7)8)36-31(45)27(17(5)6)33-20(10)37)23(38)13-25(40)32-19(9)29(43)34-22(12-16(3)4)24(39)14-26(41)42/h15-19,21-24,27-28,38-39H,11-14H2,1-10H3,(H,32,40)(H,33,37)(H,34,43)(H,35,44)(H,36,45)(H,41,42)/t19-,21-,22-,23-,24-,27-,28-/m0/s1
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](CC(C)C)[C@H](CC(=O)O)O)NC(=O)C[C@@H]([C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)C)O
• WGK Germany: 3
• Molecular Weight: 643.82
• Reaxy-Rn: 2407409
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2407409&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Peptidomimetics
      • Subclass Hybrid peptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Peptidomimetics
• Subclass: Hybrid peptides
• Intermediate Tree Nodes: Not available
• Direct Parent: Hybrid peptides
• Alternative Parents: Dipeptides Valine and derivatives N-acyl-alpha amino acids and derivatives Alpha amino acid amides Gamma amino acids and derivatives Alanine and derivatives Medium-chain hydroxy acids and derivatives Medium-chain fatty acids Methyl-branched fatty acids Hydroxy fatty acids Beta hydroxy acids and derivatives Amino fatty acids N-acyl amines Acetamides Secondary alcohols Secondary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Organonitrogen compounds Organopnictogen compounds Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Hybrid peptide - Alpha-dipeptide - Valine or derivatives - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Gamma amino acid or derivatives - Alanine or derivatives - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Medium-chain hydroxy acid - Medium-chain fatty acid - Amino fatty acid - Beta-hydroxy acid - Branched fatty acid - Methyl-branched fatty acid - Hydroxy fatty acid - Fatty amide - Fatty acyl - Fatty acid - Hydroxy acid - N-acyl-amine - Acetamide - Secondary carboxylic acid amide - Secondary alcohol - Carboxamide group - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organonitrogen compound - Alcohol - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organooxygen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as hybrid peptides. These are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through 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)

CTSB Tchem Cathepsin B (3822 Activities)

Discover Target: CTSB

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

MCF7 (126967 Activities)

Explore this target

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

MDA-MB-231 (73002 Activities)

Explore this target

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

Associated Targets(non-human)

pol Human immunodeficiency virus type 1 protease (9113 Activities)

Discover Target: pol

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

protease Human rhinovirus A protease (1343 Activities)

Discover Target: protease

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in 50% acetic acid.
• Sensitivity: Heat sensitive
• Refractive Index: n20D1.51 (Predicted)
• Boil Point(°C): 992.79° C at 760 mmHg (Predicted)
• Molecular Weight: 643.800 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 20
• Exact Mass: 643.416 Da
• Monoisotopic Mass: 643.416 Da
• Topological Polar Surface Area: 223.000 Ų
• Heavy Atom Count: 45
• Formal Charge: 0
• Complexity: 1000.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• 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

References

1. Dan Zhao, Mengyu Xu, Kang Dai, Huan Liu, Yan Jiao, Xincai Xiao.  (2022)  The preparation of chiral carbon dots and the study on their antibacterial abilities.  MATERIALS CHEMISTRY AND PHYSICS,      [PMID:] [10.1016/j.matchemphys.2022.127144]

2. Ning Wang, Xinxin Han, Junya Li, Ying Wang, Wenquan Yu, Ruiyong Wang, Junbiao Chang.  (2019)  Comparative study of the bindings between 3-phenyl-1H-indazole and five proteins by isothermal titration calorimetry, spectroscopy and docking methods.  JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS,      [PMID:30488774] [10.1080/07391102.2018.1554511]

3. Jia Xu, Yuanyuan Zhai, Li Feng, Tong Xie, Weifeng Yao, Jinjun Shan, Li Zhang.  (2019)  An optimized analytical method for cellular targeted quantification of primary metabolites in tricarboxylic acid cycle and glycolysis using gas chromatography-tandem mass spectrometry and its application in three kinds of hepatic cell lines.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:31005043] [10.1016/j.jpba.2019.04.022]

4. Jiejie Shen, Wenping Wu, Kangle Wang, Jingyi Wu, Bing Liu, Chunyang Li, Zijun Gong, Xin Hong, Han Fang, Xingwei Zhang, Xiaoling Xu.  (2024)  Chloroflexus aurantiacus acetyl-CoA carboxylase evolves fused biotin carboxylase and biotin carboxyl carrier protein to complete carboxylation activity.  mBio,      [PMID:38572988] [10.1128/mbio.03414-23]

5. Zheng Hu, Yuhang Yang, Zhe Li, Qiuying Tao, Yinghong Huang, Xian Wang.  (2025)  Efficient enrichment and sensitive determination of endocrine disruptors in PPCPs by novel magnetic covalent organic framework extraction coupled with HPLC-MS/MS.  TALANTA,      [PMID:39892117] [10.1016/j.talanta.2025.127667]