BIRD-PRD_000163: Alamethicin

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_000163
• 状態: 状態: REF ONLY
• 名称: Alamethicin

BIRD information

• タイプ: Peptaibol / 抗生剤

詳細

• ALAMETHICIN F30 IS LINEAR PEPTIDE, A MEMBER OF THE PEPTAIBOL FAMILY OF MEMBRANE CHANNEL FORMING PEPTIDES. HERE, ALAMETHICIN F30 IS REPRESENTED BY THE SEQUENCE (SEQRES)
• ALAMETHICIN F30 IS AN EICOSAMERIC HELICAL PEPTIDE. THE N-TERM IS ACETYLATED (RESIDUE 0)

• ダウンロード: Molecular definition / Chemical definition / Family definition

別称

• A4665_SIGMA (PubChem)
• ALAMETHICIN (PDB)
• Alamethicin F 30 (SciFinder, PubChem)
• Alamethicin RF 30 (SciFinder)
• Alamethicin Trichoderma viride (ChemSpider)
• Alamethicin from Trichoderma viride (PubChem)
• Alamethicin gamma (SciFinder, PubChem)
• Antibiotic U 22324 (SciFinder, PubChem, ChemBank)
• Antibiotic U-22324 (PubChem, ChemSpider)
• F-30 (PubChem)
• L-Glutamamide (SciFinder)
• U 22324 (ChemBank)

Annotation

• 分子機能: Forms voltage-gated ion channels in biological membranes / 情報源: Norine

由来

• Trichoderma viride (菌類), Norine: NOR00010

External info

• Beilstein: 5213858
• ChemBank: 2413
• ChemDB: 6680040
• ChemSpider: 17288702
• Norine: NOR00010
• PubChem: 16132042
• CAS: 27061-78-5
• CAS: 59588-86-2
• [MESH_TreeNumber] MESH: D04.345.566.040
• [MESH_TreeNumber] MESH: D12.644.504.111
• [MESH_TreeNumber] MESH: D12.644.641.040
• [MESH_Unique_ID] MESH: D000408
• Fermentek
• Wiki
• Wiki
• Sigma

Family

Peptaibol

Cephaibol A / Cephaibol B / Cephaibol C / Zervamicin IIB / TRICHOTOXIN A50E / Antiamoebin 1 / Chrysospermin-C / Alamethicin / Trichovirin I-4A / SAMAROSPORIN I

Related structures

• Cephaibol A ethonol solvate undecahydrate, seqres A16 PHE*-AIB-AIB-AIB-AIB-GLY-LEU-IVA-AIB-PRO*-GLN-IVA-PRO*-AIB-PRO-PHE* / CCDC: ETUYOH / PubMed / Reference
• Cephaibol B ethanol solvate hydrate, seqres A16 PHE*-AIB-AIB-AIB-IVA-GLY-LEU-IVA-AIB-PRO*-GLN-IVA-PRO*-AIB-PRO-PHE* / CCDC: ETUYUN / PubMed / Reference
• Cephaibol C ethanol solvate hydrate, seqres A16 PHE*-AIB-AIB-AIB-AIB-GLY-LEU-IVA-AIB-PRO*-GLN-AIB-PRO*-AIB-PRO-PHE* / CCDC: ETUZAU / PubMed / Reference
• Acetyl-leucyl-isoleucyl-glutaminyl-isovalyl-isoleucyl-threonyl-alpha-aminoisobutyryl-leucyl-alpha-aminoisobutyryl-4-hydroxyprolyl-glutaminyl-alpha-aminoisobutyryl-4-hydroxyprolyl-alpha-aminoisobutyryl-prolyl-phenylalaninol decahydrate, (Leucyl)zervamicin decahydrate, seqres A16 LEU*-ILE-GLN-IVA-ILE-THR-AIB-LEU-AIB-PRO*-GLN-AIB-PRO*-AIB-PRO-PHE* / CCDC: KIYPUD / PubMed / Reference
• acetyl-L-tryptophyl-L-alanyl-bis(alpha-aminoisobutyryl)-L-leucyl-alpha-aminoisobutyryl-L-glutaminyl-tris(alpha-aminoisobutyryl)-L-glutaminyl-L-leucyl-alpha-aminoisobutyryl-L-glutaminyl-L-leucinol, Ampullosporin A acetonitrile solvate dihydrate, seqres A15 TRP*-ALA-AIB-AIB-LEU-AIB-GLN-AIB-AIB-AIB-GLN-LEU-AIB-GLN-LEU* / CCDC: BEKZIB / PubMed / Reference
• methyl 1-(N-(N-(benzyloxycarbonyl)-alpha-aminoisobutyryl)-alpha-aminoisobutyryl)-4-hydroxypyrrolidine-2-carboxylate, segment of peptaibol antibiotics (antiamoebins and emericins IIIIV), seqres A3 AIB*-AIB-PRO* / CCDC: ICAJEB / Reference
• N-octanoyl-alpha-aminoisobutyryl-glycyl-leucyl-(2,2,6,6-tetramethylpiperidine-1-oxyl-4-amino-4-carboxyl)-glycyl-glycyl-leucyl-(2,2,6,6-tetramethylpiperidine-1-oxyl-4-amino-4-carboxyl)-glycyl-isoleucyl-leucine methyl ester, Lipopeptaibol, seqres A11 AIB*-GLY-LEU-GLY*-GLY-GLY-LEU-GLY*-GLY-ILE-LEU* / CCDC: HIKKUH / PubMed / Reference
• acetyl-L-leucyl-alpha-aminoisobutyryl-L-leucyl-alpha-aminoisobutyryl-L-phenylalaninol, Peptaibolin, AC-L-LEU-AIB-L-LEU-AIB-L-PHOL, seqres A5 LEU*-AIB-LEU-AIB*-PHE* / CCDC: SUWKEA / Reference
• Antiamoebin I tri-n-octanol clathrate, seqres A16 PHE*-AIB-AIB-AIB-IVA-GLY-LEU-AIB-AIB-PRO*-GLN-IVA-PRO*-AIB-PRO-ALA* / CCDC: FEJQOA / PubMed / Reference
• N-Acetylphenylalanyl-(alpha-aminoisobutyryl)-(alpha-aminoisobutyryl)-(alpha-aminoisobutyryl)-valyl-glycyl-leucyl-(alpha-aminoisobutyryl)-alpha-aminoisobutyric acid benzyl ester trihydrate, Emerimicin-(1-9) benzyl ester seqres A9 PHE*-AIB-AIB-AIB-VAL-GLY-LEU-AIB-AIB* / CCDC: IVIGOJ / PubMed / Reference
• rac-trichogin A IV nonahydrate, bis(octanoyl-L-a-amino-isobutyryl-L-glycyl-L-leucyl-L-a-amino-isobutyryl-L-glycyl-L-glycyl-L-leucyl-L-a-amino-isobutyryl-L-glycyl-L-isoleucyl-leucinol) nonahydrate, seqres A11 AIB*-GLY-LEU-AIB-GLY-GLY-LEU-AIB-GLY-ILE-LEU* / CCDC: MORHUW / Reference
• Trichotoxin A50E acetonitrile solvate hydrate, seqres A17 AIB*-GLY-AIB-LEU-AIB-GLN-AIB-AIB-AIB-ALA-ALA-AIB-PRO-LEU-AIB-AIB-GLN* / CCDC: MAMMEU / Reference
• Trichotoxin A50E acetonitrile solvate hydrate, seqres A17 AIB*-GLY-AIB-LEU-AIB-GLN-AIB-AIB-AIB-ALA-ALA-AIB-PRO-LEU-AIB-AIB-GLN* / CCDC: MAMMEU01 / PubMed / Reference

Chemical information

組成

組成式: C₉₂H₁₅₀N₂₂O₂₅ / 化学式量: 1964.308

• その他: タイプ: peptide-like

履歴

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

詳細

SMILES

• CACTVS 3.370: CC(C)C[CH](NC(=O)CNC(=O)C(C)(C)NC(=O)[CH](NC(=O)C(C)(C)NC(=O)[CH](CCC(N)=O)NC(=O)[CH](C)NC(=O)C(C)(C)NC(=O)[CH](C)NC(=O)C(C)(C)NC(=O)[CH]1CCCN1C(=O)C(C)(C)NC(C)=O)C(C)C)C(=O)NC(C)(C)C(=O)N2CCC[CH]2C(=O)N[CH](C(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)N[CH](CCC(O)=O)C(=O)N[CH](CCC(N)=O)C(=O)N[CH](CO)Cc3ccccc3
• OpenEye OEToolkits 1.7.6: CC(C)CC(C(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(C(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)N)C(=O)NC(Cc2ccccc2)CO)NC(=O)CNC(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)C(C)(C)NC(=O)C(CCC(=O)N)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C3CCCN3C(=O)C(C)(C)NC(=O)C

SMILES CANONICAL

• CACTVS 3.370: CC(C)C[C@H](NC(=O)CNC(=O)C(C)(C)NC(=O)[C@@H](NC(=O)C(C)(C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)[C@@H]1CCCN1C(=O)C(C)(C)NC(C)=O)C(C)C)C(=O)NC(C)(C)C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H](CO)Cc3ccccc3
• OpenEye OEToolkits 1.7.6: C[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C)(C)C(=O)N[C@@H](C(C)C)C(=O)NC(C)(C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](Cc2ccccc2)CO)NC(=O)C(C)(C)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)[C@@H]3CCCN3C(=O)C(C)(C)NC(=O)C

InChI

• InChI 1.03: InChI=1S/C92H150N22O25/c1-47(2)43-58(72(127)108-92(24,25)84(139)113-41-29-33-59(113)73(128)103-65(48(3)4)75(130)111-90(20,21)82(137)112-89(18,19)80(135)102-56(37-40-64(120)121)70(125)101-55(35-38-61(93)117)69(124)98-54(46-115)44-53-31-27-26-28-32-53)99-63(119)45-95-77(132)85(10,11)110-76(131)66(49(5)6)104-81(136)88(16,17)107-71(126)57(36-39-62(94)118)100-67(122)50(7)96-78(133)86(12,13)106-68(123)51(8)97-79(134)87(14,15)109-74(129)60-34-30-42-114(60)83(138)91(22,23)105-52(9)116/h26-28,31-32,47-51,54-60,65-66,115H,29-30,33-46H2,1-25H3,(H2,93,117)(H2,94,118)(H,95,132)(H,96,133)(H,97,134)(H,98,124)(H,99,119)(H,100,122)(H,101,125)(H,102,135)(H,103,128)(H,104,136)(H,105,116)(H,106,123)(H,107,126)(H,108,127)(H,109,129)(H,110,131)(H,111,130)(H,112,137)(H,120,121)/t50-,51-,54-,55-,56-,57-,58-,59-,60-,65-,66-/m0/s1

InChIKey

• InChI 1.03: LGHSQOCGTJHDIL-UTXLBGCNSA-N

SYSTEMATIC NAME

• OpenEye OEToolkits 1.7.6: (4S)-4-[[2-[[2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[2-[[2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[2-[[(2S)-1-(2-acetamido-2-methyl-propanoyl)pyrrolidin-2-yl]carbonylamino]-2-methyl-propanoyl]amino]propanoyl]amino]-2-methyl-propanoyl]amino]propanoyl]amino]-5-azanyl-5-oxidanylidene-pentanoyl]amino]-2-methyl-propanoyl]amino]-3-methyl-butanoyl]amino]-2-methyl-propanoyl]amino]ethanoylamino]-4-methyl-pentanoyl]amino]-2-methyl-propanoyl]pyrrolidin-2-yl]carbonylamino]-3-methyl-butanoyl]amino]-2-methyl-propanoyl]amino]-2-methyl-propanoyl]amino]-5-[[(2S)-5-azanyl-1,5-bis(oxidanylidene)-1-[[(2S)-1-oxidanyl-3-phenyl-propan-2-yl]amino]pentan-2-yl]amino]-5-oxidanylidene-pentanoic acid #

PDBエントリ

全1件を表示しています

PDB-1amt:
Crystal structure of alamethicin at 1.5 angstrom resolution