BIRD-PRD_000209: Teicoplanin A2-2 beta-D-Glucopyranuronic acid

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_000209
• 状態: 状態: REF ONLY
• 名称: Teicoplanin A2-2 beta-D-Glucopyranuronic acid

BIRD information

• タイプ: 糖ペプチド / 抗生剤 / 抗菌剤
• ダウンロード: Molecular definition / Chemical definition / Family definition

別称

• 34-O-(2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl)-22,31-dichloro-7-demethyl-64-O-demethyl-19-deoxy-42-O-alpha-D-mannopyranosylristomycin A aglycone (Chemicalland21.com)
• 34-O-(2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl)-22,31-dichloro-7-demethyl-64-O-demethyl-19-deoxy-56-O-(2-deoxy-2-((1-oxodecyl)amino)-beta-D-glucopyranosyl)-42-O-alpha-D-mannopyranosylristomycin A aglycone (PDB)
• 34-O-(2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl)-22,31-dichloro-7-demethyl-64-O-demethyl-19-deoxy-56-O-(2-deoxy-2-((8-methyl-1-oxononyl)amino)-beta-D-glucopyranosyl)-42-O-alpha-D-mannopyranosylristomycin A aglycone (Chemicalland21.com)
• Antibiotic 8327A (PubChem)
• Antibiotic MDL 507 (PubChem)
• I06-1250 (PubChem)
• MDL 507 (PubChem)
• Targocid (PubChem)
• Tecoplanina (PubChem)
• Tecoplanine (PubChem)
• Tecoplaninum (PubChem)
• Teichomycin (PubChem)
• Teichomycin A2 factor 3 (PubChem)
• Teicomycin A2 (PubChem)
• Teicoplanin (PubChem)
• Teicoplanin A2-2 (Chemicalland21.com)
• Teicoplanin A2-3 (PubChem, Chemicalland21.com, PDB)
• Teicoplanin A3-1 (Chemicalland21.com)
• Teicoplanin complex (PubChem)
• Teicoplanina (PubChem)
• Teicoplanine (PubChem)
• Teicoplaninum (PubChem)
• Teicplanin A2 (PubChem)

Annotation

• Mechanism: cell wall synthesis inhibitor / 情報源: KEGG
• Mechanism: inhibits peptidoglycan synthesis in the cell wall of gram positive bacteria / 情報源: Merck
• Mechanism: Teicoplanin inhibits peptidoglycan polymerization, resulting in inhibition of bacterial cell wall synthesis and cell death. / 情報源: DrugBank

由来

• Actinoplanes teichomyceticus (バクテリア), :

External info

• ATCcode: J01XA02
• DrugBank: DB06149
• DrugBank: DB06149
• Merck: 14:9115
• Sigma-Aldrich: T0578
• ChemSpider: 17288587
• ChEBI: 533526
• PubChem: 16131923
• PubChem: 17748671
• PubChem: 22834581
• PubChem: 44336600
• [KEGG_Compound_ID] KEGG: C12046
• [KEGG_Compound_ID] KEGG: C15820
• [KEGG_Drug_ID] KEGG: D02142
• Wikipedia: Teicoplanin
• Wikipedia
• The National Institute of Immunology
• The Journal of Biological Chemistry

Family

glycopeptide antibiotic

Chloroorienticin A / Vancomycin / DESVANCOSAMINYL VANCOMYCIN / VANCOMYCIN AGLYCON / Decaplanin / Teicoplanin A2-2 beta-D-Glucopyranuronic acid / Teicoplanin Aglycone / BIRD: PRD_000211 / Balhimycin / Deglucobalhimycin / MonodeChloro- Teicoplanin A2-2 / desulfo-A47934 / teicoplanin

Related structures

• carboxy-decarboxamido-vancomycin hydrate / CCDC: VANCMN / Reference
• Vancomycin-N-acetyl-D-alanine-D-alanine / CCDC: COGQIY / Reference
• Vancomycin M43A hydrate / CCDC: VADNET / Reference
• Vancomycin dichloride acetic acid hydrate / CCDC: TUCMEJ / Reference
• Vancomycin acetate dichloride hydrate / CCDC: TUCMEJ01 / PubMed / Reference
• tetrakis(balhimycin) dicitrate triacetate 2-methyl-2,4-pentanediol hydrate, seqres A7 LEU*-TYR*-ASN-GLY*-GLY*-TYR*-GLY* / CCDC: NOSVOG / Reference
• ureido-balhimycin hydrate / CCDC: HICHUW / Reference
• Sodium N-acetyl-D-alanyl-D-alanine vancomycin 2-(4-morpholino)ethylsulfonate polyethylene glycol decahydrate, seqres C6 SER*!-ASN-GLY*-GLY*-SER*!,UND, A2 LEU-SER*!, A2 SER*!-GLY*, A2 ALA*-ALA / CCDC: LOKFOH / PubMed / Reference
• hexakis(Vancomycin) hexakis(N-acetyl-D-alanyl-D-alanine) sulfate dioxane solvate hydrate, seqres C6 SER*!-ASN-GLY*-GLY*-SER*!,UND, A2 LEU-SER*!, A2 SER*!-GLY*, A2 ALA*-ALA / CCDC: LOKFUN / PubMed / Reference
• hexakis(Vancomycin) hexakis(N,N'-diacetyllysyl-D-alanyl-D-lactate) hydrate, seqres C6 SER*!-ASN-GLY*-GLY*-SER*!,UND, A2 LEU-SER*!, A2 SER*!-GLY*, A2 LYS*-ALA* / CCDC: LOKGAU / PubMed / Reference
• aqua-vancomycin-copper(ii) hemikis(sodium chloride) hydrate / CCDC: NIXMAJ / PubMed / Reference
• bis(vancomycinium) monohydrogen phosphate sodium trichloride hydrate / CCDC: WUPWAG / Reference
• bis(vancomycinium) N-acetyl-D-alaninate sodium trichloride tritriacontahydrate / CCDC: WUPWEK / Reference

Chemical information

組成

組成式: C₈₈H₉₇Cl₂N₉O₃₃ / 化学式量: 1879.658

• 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: Clc7c6Oc%14cc3cc(Oc1ccc(cc1Cl)C(OC2OC(C(O)C(O)C2NC(=O)C)CO)C%11NC(=O)C(NC(=O)C3NC(=O)C5c8cc(Oc4c(O)ccc(c4)C(N)C(=O)NC(C(=O)N5)Cc(cc6)c7)cc(O)c8)c%12cc(c%10c(OC9OC(CO)C(O)C(O)C9O)cc(O)cc%10C(C(=O)O)NC%11=O)c(O)cc%12)c%14OC%13OC(CO)C(O)C(O)C%13NC(=O)CCCCCCC(C)C
• CACTVS 3.370: CC(C)CCCCCCC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1Oc2c3Oc4ccc(C[CH]5NC(=O)[CH](N)c6ccc(O)c(Oc7cc(O)cc(c7)[CH](NC5=O)C(=O)N[CH]8C(=O)N[CH]9C(=O)N[CH]([CH](O[CH]%10O[CH](CO)[CH](O)[CH](O)[CH]%10NC(C)=O)c%11ccc(Oc2cc8c3)c(Cl)c%11)C(=O)N[CH](C(O)=O)c%12cc(O)cc(O[CH]%13O[CH](CO)[CH](O)[CH](O)[CH]%13O)c%12c%14cc9ccc%14O)c6)cc4Cl
• OpenEye OEToolkits 1.7.6: CC(C)CCCCCCC(=O)NC1C(C(C(OC1Oc2c3cc4cc2Oc5ccc(cc5Cl)C(C6C(=O)NC(c7cc(cc(c7-c8cc(ccc8O)C(C(=O)N6)NC(=O)C4NC(=O)C9c1cc(cc(c1)Oc1cc(ccc1O)C(C(=O)NC(Cc1ccc(c(c1)Cl)O3)C(=O)N9)N)O)OC1C(C(C(C(O1)CO)O)O)O)O)C(=O)O)OC1C(C(C(C(O1)CO)O)O)NC(=O)C)CO)O)O

SMILES CANONICAL

• CACTVS 3.370: CC(C)CCCCCCC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1Oc2c3Oc4ccc(C[C@H]5NC(=O)[C@H](N)c6ccc(O)c(Oc7cc(O)cc(c7)[C@H](NC5=O)C(=O)N[C@H]8C(=O)N[C@H]9C(=O)N[C@@H]([C@H](O[C@@H]%10O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%10NC(C)=O)c%11ccc(Oc2cc8c3)c(Cl)c%11)C(=O)N[C@H](C(O)=O)c%12cc(O)cc(O[C@@H]%13O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%13O)c%12c%14cc9ccc%14O)c6)cc4Cl
• OpenEye OEToolkits 1.7.6: CC(C)CCCCCCC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1Oc2c3cc4cc2Oc5ccc(cc5Cl)[C@H]([C@H]6C(=O)N[C@@H](c7cc(cc(c7-c8cc(ccc8O)[C@H](C(=O)N6)NC(=O)[C@@H]4NC(=O)[C@@H]9c1cc(cc(c1)Oc1cc(ccc1O)[C@H](C(=O)N[C@H](Cc1ccc(c(c1)Cl)O3)C(=O)N9)N)O)O[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)C(=O)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)NC(=O)C)CO)O)O

InChI

• InChI 1.03: InChI=1S/C88H97Cl2N9O33/c1-33(2)8-6-4-5-7-9-60(108)94-68-74(113)71(110)58(31-101)129-87(68)132-78-55-25-40-26-56(78)126-52-17-13-38(23-47(52)90)77(131-86-67(92-34(3)103)73(112)70(109)57(30-100)128-86)69-84(121)98-66(85(122)123)45-28-42(105)29-54(127-88-76(115)75(114)72(111)59(32-102)130-88)61(45)44-22-37(12-14-49(44)106)63(81(118)99-69)96-83(120)65(40)97-82(119)64-39-20-41(104)27-43(21-39)124-53-24-36(11-15-50(53)107)62(91)80(117)93-48(79(116)95-64)19-35-10-16-51(125-55)46(89)18-35/h10-18,20-29,33,48,57-59,62-77,86-88,100-102,104-107,109-115H,4-9,19,30-32,91H2,1-3H3,(H,92,103)(H,93,117)(H,94,108)(H,95,116)(H,96,120)(H,97,119)(H,98,121)(H,99,118)(H,122,123)/t48-,57?,58?,59+,62+,63?,64+,65?,66?,67?,68?,69?,70?,71?,72+,73?,74?,75-,76+,77?,86?,87?,88+/m0/s1

InChIKey

• InChI 1.03: GHOXVFYORXUCPY-OIFDLNRNSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: (1S,2S,19S,22R,34R,37S,40S,52S)-2-{[(2S,3R,4S,5S,6S)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-22-amino-5,15-dichloro-64-({(2R,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(8-methylnonanoyl)amino]tetrahydro-2H-pyran-2-yl}oxy)-26,31,44,49-tetrahydroxy-21,35,38,54,56,59-hexaoxo-47-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-7,13,28-trioxa-20,36,39,53,55,58-hexaazaundecacyclo[38.14.2.2~3,6~.2~14,17~.2~19,34~.1~8,12~.1~23,27~.1~29,33~.1~41,45~.0~10,37~.0~46,51~]hexahexaconta-3,5,8(64),9,11,14,16,23(61),24,26,29(60),30,32,41(57),42,44,46,48,50,62,65-henicosaene-52-carboxylic acid (non-preferred name) #

PDBエントリ

全5件を表示しています

PDB-2xad:
Crystal structure of deacetylase-teicoplanin complex in biosynthesis pathway of teicoplanin

PDB-2xad:
Crystal structure of deacetylase-teicoplanin complex in biosynthesis pathway of teicoplanin

PDB-2xad:
Crystal structure of deacetylase-teicoplanin complex in biosynthesis pathway of teicoplanin

PDB-2xad:
Crystal structure of deacetylase-teicoplanin complex in biosynthesis pathway of teicoplanin

PDB-2xad:
Crystal structure of deacetylase-teicoplanin complex in biosynthesis pathway of teicoplanin