Compound ID | 2785

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Zorbamycin

Class: Glycopeptide

Agent Type: Natural product;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Unknown
Target Pathogen: Active against Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus, Salmonella typhosa, Salmonella paratyphi, and Salmonella gallinarum
Description: Natural product from Streptomyces bikiniensis var. zorbonensis; protects mice from Escherichia coli when administered subcutaneously
Institute where first reported: Research Laboratories, The Upjohn Company, Kalamazoo, Michigan, U.S.A
Year first mentioned: 1971
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 1412.51
Iso. SMILES: C[C@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)O[C@@H](C2=CN=CN2)[C@@H](C(=O)N[C@H](CCO)[C@H]([C@H](C)C(=O)N[C@H](C(=O)NCCC3=N[C@H](CS3)C4=NC(=CS4)C(=O)NCCC(=N)N)C(C)(C)O)O)NC(=O)C5=C(C(=NC(=N5)[C@H](CC(=O)N)NC[C@@H](C(=O)N)N)N)C)O[C@@H]6[C@H]([C@H]([C@@H]([C@H](O6)CO)O)OC(=O)N)O)O)O
InChI Key: UJKRUPHWCPAJIL-CPLCKGKLSA-N
Can. SMILES: CC1=C(N)N=C([C@H](CC(=O)N)NC[C@@H](C(=O)N)N)N=C1C(=O)N[C@@H]([C@H](C2=CN=CN2)O[C@H]3[C@H]([C@H]([C@@H]([C@H](C)O3)O)O)O[C@@H]4[C@H]([C@H]([C@@H]([C@@H](CO)O4)O)OC(=O)N)O)C(=O)N[C@H](CCO)[C@H]([C@H](C)C(=O)N[C@H](C(=O)NCCC5=N[C@H](CS5)C6=NC(=CS6)C(=O)NCCC(=N)N)C(C)(C)O)O
InChI: InChI=1S/C55H85N19O21S2/c1-19-32(71-45(74-43(19)60)24(12-30(59)77)66-13-22(56)44(61)83)48(86)72-33(39(25-14-63-18-67-25)93-53-41(37(81)35(79)21(3)91-53)94-52-38(82)40(95-54(62)89)36(80)28(15-76)92-52)49(87)69-23(8-11-75)34(78)20(2)46(84)73-42(55(4,5)90)50(88)65-10-7-31-68-27(17-96-31)51-70-26(16-97-51)47(85)64-9-6-29(57)58/h14,16,18,20-24,27-28,33-42,52-53,66,75-76,78-82,90H,6-13,15,17,56H2,1-5H3,(H3,57,58)(H2,59,77)(H2,61,83)(H2,62,89)(H,63,67)(H,64,85)(H,65,88)(H,69,87)(H,72,86)(H,73,84)(H2,60,71,74)/t20-,21-,22-,23+,24-,27+,28+,33-,34-,35+,36+,37-,38-,39-,40-,41-,42+,52+,53-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/70697970
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/24/8/24_8_543/_pdf

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