N-(5-carbamimidamido-1-oxopentan-2-yl)-2-(2-acetamido-4-methylpentanamido)-4-methylpentanamide hydrochloride

• ChemBase ID: 105990
• Molecular Formular: C20H39ClN6O4
• Molecular Mass: 463.01446
• Monoisotopic Mass: 462.27213144
• SMILES: Cl.CC(C)CC(NC(=O)C)C(=O)NC(CC(C)C)C(=O)NC(CCCNC(=N)N)C=O
• Canonical SMILES: O=CC(NC(=O)C(NC(=O)C(NC(=O)C)CC(C)C)CC(C)C)CCCNC(=N)N.Cl
• InChI: InChI=1S/C20H38N6O4.ClH/c1-12(2)9-16(24-14(5)28)19(30)26-17(10-13(3)4)18(29)25-15(11-27)7-6-8-23-20(21)22;/h11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23);1H
• InChIKey: OQQYPQNFLLAILR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(5-carbamimidamido-1-oxopentan-2-yl)-2-(2-acetamido-4-methylpentanamido)-4-methylpentanamide hydrochloride
• IUPAC Traditional name: N-(5-carbamimidamido-1-oxopentan-2-yl)-2-(2-acetamido-4-methylpentanamido)-4-methylpentanamide hydrochloride
• Synonyms: Acetyl-Leu-Leu-Arg-al; LEUPEPTIN HYDROCHLORIDE; Leupeptin hydrochloride; Acetyl-Leu-Leu-Arg-al 盐酸盐; 亮抑酶肽 盐酸盐

Database IDs

• CAS Number: 24125-16-4
• MDL Number: MFCD00133457
• PubChem SID: 24896263; 162093123; 24896529
• PubChem CID: 16219551

CALCULATED PROPERTIES

• Acid pKa: 12.4916725
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -2.8089597
• LogD (pH = 7.4): -2.8059762
• Log P: -0.7743988
• Molar Refractivity: 124.3835 cm^3
• Polarizability: 44.33278 Å^3
• Polar Surface Area: 166.27 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C, Desiccate, Protect from light
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥60%; ≥70% (HPLC); ≥90% (HPLC)
• Biological Source: microbial

DETAILS

MP Biomedicals - 02195624

Hydrochloride
Purity: >60%
Protease inhibitor.

Sigma Aldrich - L0649

Analysis Note
由于三种形式在溶液中达到平衡，亮抑酶肽可在 HPLC 上形成多个峰。通过三个主峰测定纯度。主要的杂质肽为外消旋亮抑酶肽。
Biochem/physiol Actions
Inhibitor of serine and cysteine proteases. Inhibits plasmin, trypsin, papain, calpain, and cathepsin B. Does not inhibit pepsin, cathepsins A and D, thrombin, or α-chymotrypsin. Effective concentration 10-100 μM. There have been numerous studies using leupeptin to protect against hearing loss caused by acoustic overstimulation or the ototoxic antibiotic gentamicin.1 (Loss of cochlear hair cells is believed to be mediated by calpain.)

Sigma Aldrich - L9783

Analysis Note
由于三种形式在溶液中达到平衡，亮抑酶肽可在 HPLC 上形成多个峰。通过三个主峰测定纯度。主要的杂质肽为外消旋亮抑酶肽。
Biochem/physiol Actions
Inhibitor of serine and cysteine proteases. Inhibits plasmin, trypsin, papain, calpain, and cathepsin B. Does not inhibit pepsin, cathepsins A and D, thrombin, or α-chymotrypsin. Effective concentration 10-100 μM. There have been numerous studies using leupeptin to protect against hearing loss caused by acoustic overstimulation or the ototoxic antibiotic gentamicin.1 (Loss of cochlear hair cells is believed to be mediated by calpain.)