ChemSpider 2D Image | Pepstatin | C34H63N5O9


  • Molecular FormulaC34H63N5O9
  • Average mass685.892 Da
  • Monoisotopic mass685.462585 Da
  • ChemSpider ID4586014
  • defined stereocentres - 7 of 7 defined stereocentres

More details:

Featured data source

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

247-600-0 [EINECS]
26305-03-3 [RN]
ahpatinin C
L-Valinamide, N-(3-methyl-1-oxobutyl)-L-valyl-N-[(1S,2S)-4-[[(1S)-2-[[(1S)-1-[(1S)-2-carboxy-1-hydroxyethyl]-3-methylbutyl]amino]-1-methyl-2-oxoethyl]amino]-2-hydroxy-1-(2-methylpropyl)-4-oxobutyl]- [ACD/Index Name]
MFCD00060740 [MDL number]
N-(3-Methylbutanoyl)-L-valyl-N-[(3S,4S)-1-{[(2S)-1-{[(2S,3S)-1-carboxy-2-hydroxy-5-methyl-3-hexanyl]amino}-1-oxo-2-propanyl]amino}-3-hydroxy-6-methyl-1-oxo-4-heptanyl]-L-valinamid [German] [ACD/IUPAC Name]
N-(3-Methylbutanoyl)-L-valyl-N-[(3S,4S)-1-{[(2S)-1-{[(2S,3S)-1-carboxy-2-hydroxy-5-methyl-3-hexanyl]amino}-1-oxo-2-propanyl]amino}-3-hydroxy-6-methyl-1-oxo-4-heptanyl]-L-valinamide [ACD/IUPAC Name]

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

2201362 [DBID]
3316 [DBID]
AIDS000247 [DBID]
AIDS-000247 [DBID]
Bio1_000404 [DBID]
Bio1_000893 [DBID]
Bio1_001382 [DBID]
Bio2_000340 [DBID]
Bio2_000820 [DBID]
BRN 2201362 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      solid OU Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable. Incompatible with strong bases, strong acids. OU Chemical Safety Data (No longer updated) More details
    • Toxicity:

      ORL-RAT LD50 > 2000 mg kg-1, IPR-RAT LD50 875 mg kg-1, ORL-MUS LD50 > 2000 mg kg-1, ORL-RBT LD50 > 2000 mg kg-1 OU Chemical Safety Data (No longer updated) More details
    • Safety:

      Minimize exposure. OU Chemical Safety Data (No longer updated) More details
    • Chemical Class:

      A pentapeptide isolated from Streptomyces testaceus. It is a potent inhibitor of aspartyl proteases. ChEBI CHEBI:7989
    • Bio Activity:

      Aspartic protease inhibitor Tocris Bioscience 1190
      Aspartic protease inhibitor Hello Bio [HB3359]
      Aspartic protease inhibitor. Widely used as a research tool in studies of protease mechanisms and biological functions. Inhibits degradation of autophagic cargo inside autophagolysosomes. Hello Bio [HB3359]
      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio [HB3359]
      Cathepsin MedChem Express HY-P0018
      Enzymes Tocris Bioscience 1190
      Enzymes/Protease / Peptidase/Aspartic protease Hello Bio [HB3359]
      Irreversible inhibitor of aspartic proteases. Inhibits lysosomal proteases and interferes with autolysosomal digestion when used in combination with E 64d (Cat. No. 4545). Tocris Bioscience 1190
      Metabolism/Protease MedChem Express HY-P0018
      Metabolism/Protease; MedChem Express HY-P0018
      Other Proteases Tocris Bioscience 1190
      Pepstatin is a potent inhibitor of aspartyl proteases; inhibits the aspartic proteases cathepsin D, pepsin, and renin. MedChem Express HY-P0018
      Proteases Tocris Bioscience 1190

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.1±0.1 g/cm3
Boiling Point: 997.6±65.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.6 mmHg at 25°C
Enthalpy of Vaporization: 164.9±6.0 kJ/mol
Flash Point: 557.1±34.3 °C
Index of Refraction: 1.504
Molar Refractivity: 181.8±0.3 cm3
#H bond acceptors: 14
#H bond donors: 8
#Freely Rotating Bonds: 22
#Rule of 5 Violations: 3
ACD/LogP: 2.16
ACD/LogD (pH 5.5): 0.17
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 7.17
ACD/LogD (pH 7.4): -1.60
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 223 Å2
Polarizability: 72.1±0.5 10-24cm3
Surface Tension: 43.3±3.0 dyne/cm
Molar Volume: 613.6±3.0 cm3

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