| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 6th, 2004 | 22 | Yes |
Popular Name: Bestatin Bestatin
Find On: PubMed — Wikipedia — Google
CAS Numbers: 100992-60-7 , 58970-76-6 , 65391-42-6 , [58970-76-6] , [65391-42-6]
(S)-2-((2S,3R)-3-Amino-2-hydroxy-4-phenylbutanamido)-4-methylpentanoic acid
([2s,3r]-3-amino-2-hydroxy-4-phenylbutanoyl)-l-leucine
Bestatin Hydrochloride [65391-42-6]; ((Amino-2-hydroxy-4-phenylbutyryl)-L-leucine hydrochloride)
BESTATIN HYDROCHLORIDE; [65391-42-6]
Bestatin [64967-39-1]; (N-(2S,3R)-3-Amino-2-Hydroxy-4-Phenylbutyryl)-L-Leucine)
BESTATIN; CPD000059165; SAM001246806
N-((2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRYL)-L-LE
N-((2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRYL)-L-LEUCINE
N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine, 97%
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | -1.13 | 4.6 | -51.22 | 5 | 6 | 0 | 117 | 308.378 | 8 | ↓ |
| Hi High (pH 8-9.5) | -1.13 | 5.09 | -64.81 | 4 | 6 | -1 | 120 | 307.37 | 8 | ↓ |
| Mid Mid (pH 6-8) | -1.13 | 4.31 | -49.61 | 4 | 6 | -1 | 115 | 307.37 | 8 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| M.P | 216-218 °C | Indofine |
| MP | 245 °C (dec.)(lit.) | Indofine |
| Notes | Diastereoepimer of aminopeptidase inhibitor bestatin | Apollo Scientific Bioactives |
| SOLUBILITY | H2O: 25 mg/mL, clear, colorless | Indofine |
| H phrase | H319: Causes serious eye irritation | Acros Organics |
| H phrase | H319: Causes serious eye irritation; H315: Causes skin irritation; H335: May cause respiratory irritation | Acros Organics |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : Sequoia Research Products Ltd.; NCC_SUPPLIER_STRUCTURE_ID : SRP00500u | NIH Clinical Collection via PubChem |
| Target | Others | Selleck Chemicals |
| P phrase | P261: Avoid breathing dust/fume/gas/mist/vapors/spray | Acros Organics |
| P phrase | P261: Avoid breathing dust/fume/gas/mist/vapors/spray; P302+ P352: IF ON SKIN: Wash with plenty of soap and water; P280: Wear protective gloves/protective clothing/eye protection/face protection; P305 + P351 + P338: IF IN EYES: Rinse cautiously with water | Acros Organics |
| Indications | protease inhibitor | KeyOrganics Bioactives |
| Therapy | Protease inhibitors: Aminopeptidase inhibitor | SMDC Iconix |
| S phrase | S24/25: Avoid contact with skin and eyes. | Acros Organics |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: Sequoia Research Products Ltd.; SUPPLIER_STRUCTURE_ID: SRP00500u | NIH Clinical Collection via PubChem |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AMP1-1-E | Zinc Aminopeptidase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 284 | 0.42 | Binding ≤ 10μM |
| AMPB-1-E | Aminopeptidase B (cluster #1 Of 2), Eukaryotic | Eukaryotes | 6000 | 0.33 | Binding ≤ 10μM |
| AMPL-1-E | Leucine Aminopeptidase (cluster #1 Of 2), Eukaryotic | Eukaryotes | 20 | 0.49 | Binding ≤ 10μM |
| AMPN-2-E | Aminopeptidase N (cluster #2 Of 5), Eukaryotic | Eukaryotes | 8500 | 0.32 | Binding ≤ 10μM |
| LCAP-1-E | Cystinyl Aminopeptidase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 4400 | 0.34 | Binding ≤ 10μM |
| LKHA4-1-E | Leukotriene A4 Hydrolase (cluster #1 Of 2), Eukaryotic | Eukaryotes | 500 | 0.40 | Binding ≤ 10μM |
| MMP2-1-E | 72 KDa Type IV Collagenase (cluster #1 Of 3), Eukaryotic | Eukaryotes | 9500 | 0.32 | Binding ≤ 10μM |
| Z50425-3-O | Plasmodium Falciparum (cluster #3 Of 22), Other | Other | 8000 | 0.32 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AMPB_RAT | O09175 | Aminopeptidase B, Rat | 14 | 0.50 | Binding ≤ 1μM |
| AMPN_PIG | P15145 | Aminopeptidase N, Pig | 5 | 0.53 | Binding ≤ 1μM |
| LCAP_RAT | P97629 | Cystinyl Aminopeptidase, Rat | 20 | 0.49 | Binding ≤ 1μM |
| AMPL_BOVIN | P00727 | Cytosol Aminopeptidase, Bovin | 0.5 | 0.59 | Binding ≤ 1μM |
| AMPL_HUMAN | P28838 | Leucine Aminopeptidase, Human | 0.6 | 0.59 | Binding ≤ 1μM |
| LKHA4_HUMAN | P09960 | Leukotriene A4 Hydrolase, Human | 500 | 0.40 | Binding ≤ 1μM |
| AMP1_PLAFQ | O96935 | Zinc Aminopeptidase, Plafq | 190 | 0.43 | Binding ≤ 1μM |
| AMPB_RAT | O09175 | Aminopeptidase B, Rat | 14 | 0.50 | Binding ≤ 10μM |
| AMPB_MOUSE | Q8VCT3 | Aminopeptidase B, Mouse | 6000 | 0.33 | Binding ≤ 10μM |
| AMPN_PIG | P15145 | Aminopeptidase N, Pig | 2100 | 0.36 | Binding ≤ 10μM |
| AMPN_HUMAN | P15144 | Aminopeptidase N, Human | 2400 | 0.36 | Binding ≤ 10μM |
| LCAP_RAT | P97629 | Cystinyl Aminopeptidase, Rat | 20 | 0.49 | Binding ≤ 10μM |
| AMPL_BOVIN | P00727 | Cytosol Aminopeptidase, Bovin | 0.5 | 0.59 | Binding ≤ 10μM |
| AMPL_HUMAN | P28838 | Leucine Aminopeptidase, Human | 0.6 | 0.59 | Binding ≤ 10μM |
| LKHA4_HUMAN | P09960 | Leukotriene A4 Hydrolase, Human | 4000 | 0.34 | Binding ≤ 10μM |
| MMP2_HUMAN | P08253 | Matrix Metalloproteinase-2, Human | 3400 | 0.35 | Binding ≤ 10μM |
| AMP1_PLAFQ | O96935 | Zinc Aminopeptidase, Plafq | 190 | 0.43 | Binding ≤ 10μM |
| Z50425 | Z50425 | Plasmodium Falciparum | 1800 | 0.37 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Activation of Matrix Metalloproteinases | |
| Antigen processing: Ubiquitination & Proteasome degradation | |
| Collagen degradation | |
| Degradation of the extracellular matrix | |
| Endosomal/Vacuolar pathway | |
| EPH-ephrin mediated repulsion of cells | |
| Metabolism of Angiotensinogen to Angiotensins | |
| Regulation of Insulin-like Growth Factor (IGF) transport and uptake by Insulin-l | |
| Synthesis of Leukotrienes (LT) and Eoxins (EX) | |
| Translocation of GLUT4 to the plasma membrane |
