| 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 |
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| Synonyms |
Pepstatin Ac
N-Acetyl Pepstatin 5hvp Ac-Val-Val-Sta-Ala-Sta N-Acetyl-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 Acetyl-pepstatin Pepsidine C Pepsidin C L-Valinamide, N-acetyl-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]- Acetylpepstatin Ac-Pepstatin |
| Description | Pepstatin (Pepstatin A) acetate is a specific, orally active aspartic protease inhibitor produced by actinomycetes, with IC50s of 4.5 nM, 6.2 nM, 150 nM, 290 nM, 520 nM and 260 nM for hemoglobin-pepsin, hemoglobin-proctase, casein-pepsin, casein-proctase, casein-acid protease and hemoglobin-acid protease, respectively. Pepstatin acetate also inhibits HIV protease[1][2]. |
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| Related Catalog | |
| Target |
IC50: 4.5 nM (Hemoglobin-pepsin), 6.2 nM (Hemoglobin-proctase), 150 nM (Casein-pepsin), 260 nM (Hemoglobin-acid protease), 290 nM (Casein-proctase), 520 nM (Casein-acid protease)[1] |
| In Vitro | Pepstatin (Pepstatin A) (7 μM; 48 h) affects the intracellular processing of HIV-specific gag protein[2]. |
| In Vivo | Pepstatin (Pepstatin A) has a very low toxicity, with LD50s of 1090 mg/kg, 875 mg/kg, 820 mg/kg and 450 mg/kg for mice, rats, rabbits, and dogs by i.p. route, and > 2000 mg/kg for all species by oral route[1]. Pepstatin (0.5-50 mg/kg, p.o.) suppresses stomach ulceration of the pylorus in ligated Shay rats[1]. Animal Model: Pylorus ligated male Wistar rats[1] Dosage: 0.5, 1, 10 and 50 mg/kg Administration: Oral administration, 15 minutes after pyloric ligation Result: Effectively prevented stomach ulceration. |
| Density | 1.1±0.1 g/cm3 |
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| Boiling Point | 992.8±65.0 °C at 760 mmHg |
| Molecular Formula | C31H57N5O9 |
| Molecular Weight | 643.812 |
| Flash Point | 554.2±34.3 °C |
| Exact Mass | 643.415649 |
| PSA | 223.26000 |
| LogP | 0.75 |
| Appearance | Solid | White to Off-white |
| Vapour Pressure | 0.0±0.6 mmHg at 25°C |
| Index of Refraction | 1.508 |
| Storage condition | −20°C |
| Hazard Codes | Xi |
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| WGK Germany | 3 |