BIRD-PRD_000558: Chymostatin A

基本情報

• 登録情報: データベース: 生物学的重要分子辞書 (BIRD) / ID: PRD_000558
• 状態: 状態: REF ONLY
• 名称: Chymostatin A

BIRD information

• タイプ: オリゴペプチド / 酵素阻害剤
• ダウンロード: Molecular definition / Chemical definition / Family definition

別称

• (2S)-2-[[(1S)-1-(2-amino-1,4,5,6-tetrahydropyrimidin-6-yl)-2-[[(2S)-4-methyl-1-oxo-1-[[(2S)-1-oxo-3-phenylpropan-2-yl]amino]pentan-2-yl]amino]-2-oxoethyl]carbamoylamino]-3-phenylpropanoic acid (PubChem)
• N-(Nalpha-Carbonyl-Cpd-X-Phe-al)-Phe (Cpd = capreomycidine)(capreomycidine = [S,S]-alpha-(2-Iminohexahydro-4-pyrimidyl)glycine) (http://www.gbiosciences.com/ResearchProducts/Chymostatin.aspx)
• N-[((S)-1-carboxy-2-phenylethyl)-carbamoyl]-alpha-[2-iminohexahydro-4(S)-pyrimidyl]-L-glycyl-L-leucyl-phenylalaninal. (PMID:4792111)
• N-[(S)-1-carboxy-isopentyl)-carbamoyl-alpha-(2-iminohexahydro-4(S)-pyrimidyl]-L-glycyl-L-phenylalaninal (http://www.gbiosciences.com/ResearchProducts/Chymostatin.aspx)

Annotation

• 分子機能: microbial alkaline proteinase inhibitor / 情報源: PubChem
• 分子機能: Inhibits serine proteases having a chymotrypsin-like specificity, including alpha, beta, gamma, and delta chymotrypsin, and most cysteine proteases including cathepsins B, H, L. / 情報源: http://www.gbiosciences.com/ResearchProducts/Chymostatin.aspx
• 分子機能: Chymostatin is a mixture of several components, typically 79-89% chymostatin A, 12-17% chymostatin B and 5-15%chymostatin C.Chymostatin A: X=L-LeuChymostatin B: X=L-ValChymostatin C: X=L-IleChymostatin is a strong inhibitor of many proteinases, including chymotrypsin, chymotrypsin-like serineproteinases, chymases and lysosomal cysteine proteinases such as cathepsins B, H and L. It weaklyinhibits human leucocyte elastase. It is effective at a final concentration of 6-60 mg/mL (10-100 mM),although the working solution is not stable (the terminal aldehyde is subject to oxidation.) Chymostatin isoften included in "protease inhibitor cocktails", for plant extracts.Target: Cathepsin B, Cathepsin D, Cathepsin G, Chymotrypsin, alpha-, Papain, Cathepsin B/G, Chymotrypsin, Papain / 情報源: SigmaAldrich

由来

• Streptomyces hygroscopicus, MC521-C8, :

External info

• BindingDB: 50210112
• ChemIDplus: 070857497
• LeadScope: LS-161279
• LeadScope: LS-187745
• ChemSpider: 391398
• ChemSpider: 4450198
• ChemSpider: 65292
• ChEBI: 510447
• ChEMBL: 247767
• PubChem: 443119
• PubChem: 5287931
• PubChem: 72355
• CAS: 9076-44-2
• [KEGG_Compound_ID] KEGG: C11308
• SigmaAldrich: c7268pis.pdf

Family

Chymostatin

Chymostatin A / BIRD: PRD_000559

Chemical information

組成

組成式: C₃₁H₄₁N₇O₆ / 化学式量: 607.701

• その他: タイプ: peptide-like

履歴

• 外部リンク: UniChem / ChemSpider / Wikipedia search / Google search

詳細

SMILES

• ACDLabs 12.01: O=CC(NC(=O)C(NC(=O)C(NC(=O)NC(C(=O)O)Cc1ccccc1)C2NC(=[N@H])NCC2)CC(C)C)Cc3ccccc3
• CACTVS 3.370: CC(C)C[CH](NC(=O)[CH](NC(=O)N[CH](Cc1ccccc1)C(O)=O)[CH]2CCNC(=N)N2)C(=O)N[CH](Cc3ccccc3)C=O
• OpenEye OEToolkits 1.7.6: CC(C)CC(C(=O)NC(Cc1ccccc1)C=O)NC(=O)C(C2CCNC(=N)N2)NC(=O)NC(Cc3ccccc3)C(=O)O

SMILES CANONICAL

• CACTVS 3.370: CC(C)C[C@H](NC(=O)[C@@H](NC(=O)N[C@@H](Cc1ccccc1)C(O)=O)[C@@H]2CCNC(=N)N2)C(=O)N[C@@H](Cc3ccccc3)C=O
• OpenEye OEToolkits 1.7.6: [H]/N=C/1\NCC[C@H](N1)[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc2ccccc2)C=O)NC(=O)N[C@@H](Cc3ccccc3)C(=O)O

InChI

• InChI 1.03: InChI=1S/C31H41N7O6/c1-19(2)15-24(27(40)34-22(18-39)16-20-9-5-3-6-10-20)35-28(41)26(23-13-14-33-30(32)36-23)38-31(44)37-25(29(42)43)17-21-11-7-4-8-12-21/h3-12,18-19,22-26H,13-17H2,1-2H3,(H,34,40)(H,35,41)(H,42,43)(H3,32,33,36)(H2,37,38,44)

InChIKey

• InChI 1.03: MRXDGVXSWIXTQL-UHFFFAOYSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N-{[(1R)-1-[(2E,4R)-2-iminohexahydropyrimidin-4-yl]-2-{[(2R)-4-methyl-1-oxo-1-{[(2S)-1-oxo-3-phenylpropan-2-yl]amino}pentan-2-yl]amino}-2-oxoethyl]carbamoyl}-L-phenylalanine
• OpenEye OEToolkits 1.7.6: (2S)-2-[[(1S)-1-[(4S)-2-azanylidene-1,3-diazinan-4-yl]-2-[[(2S)-4-methyl-1-oxidanylidene-1-[[(2S)-1-oxidanylidene-3-phenyl-propan-2-yl]amino]pentan-2-yl]amino]-2-oxidanylidene-ethyl]carbamoylamino]-3-phenyl-propanoic acid

PDBエントリ

全4件を表示しています

PDB-1bcs:
COMPLEX OF THE WHEAT SERINE CARBOXYPEPTIDASE, CPDW-II, WITH THE MICROBIAL PEPTIDE ALDEHYDE INHIBITOR, CHYMOSTATIN, AND ARGININE AT 100 DEGREES KELVIN

PDB-1m21:
Crystal structure analysis of the peptide amidase PAM in complex with the competitive inhibitor chymostatin

PDB-1sgc:
THE 1.8 ANGSTROMS STRUCTURE OF THE COMPLEX BETWEEN CHYMOSTATIN AND STREPTOMYCES GRISEUS PROTEASE A. A MODEL FOR SERINE PROTEASE CATALYTIC TETRAHEDRAL INTERMEDIATES

PDB-1wvm:
Crystal Structure of Psychrophilic Subtilisin-like Serine Protease APA1 from Antarctic Psychrotroph Pseudoaleromonas sp. AS-11, Complexed with Inhibitor Chymostatin