Compound ID | 2758

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Teichomycin A1

Synonym(s): Teichomicin A1

Class: Glycopeptide

Agent Type: Natural product; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus, Streptococcus pyogenes, Streptococcus pneumoniae, Escherichia coli, and Proteus vulgaris
Description: Natural product from Actinoplanes teichomyceticus
Institute where first reported: Research Laboratories, Gruppo Lepetit S.p.A., Milano, Italy
Year first mentioned: 1978
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 1879.66
Iso. SMILES: CCCCCCCCCC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC2=C3C=C4C=C2OC5=C(C=C(C=C5)[C@H]([C@H]6C(=O)N[C@H](C7=C(C(=CC(=C7)O)O[C@@H]8[C@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C9=C(C=CC(=C9)[C@H](C(=O)N6)NC(=O)[C@@H]4NC(=O)[C@@H]%10C%11=CC(=CC(=C%11)OC%12=C(C=CC(=C%12)[C@@H](C(=O)N[C@H](CC%13=CC(=C(O3)C=C%13)Cl)C(=O)N%10)N)O)O)O)C(=O)O)O[C@H]%14[C@@H]([C@H]([C@@H]([C@H](O%14)CO)O)O)NC(=O)C)Cl)CO)O)O
InChI Key: BJNLLBUOHPVGFT-VPMXZCLFSA-N
Can. SMILES: CCCCCCCCCC(=O)N[C@@H]1[C@H]([C@@H]([C@@H](CO)O[C@H]1OC2=C3C=C4C=C2OC5=CC=C(C=C5Cl)C[C@@H]6C(=O)N[C@@H](C7=CC(=CC(=C7)O)OC8=CC(=CC=C8O)[C@@H](C(=O)N6)N)C(=O)N[C@H]4C(=O)N[C@@H]9C%10=CC=C(C(=C%10)C%11=C(C=C(C=C%11[C@H](C(=O)O)NC(=O)[C@H]([C@@H](C%12=CC=C(C(=C%12)Cl)O3)O[C@H]%13[C@@H]([C@H]([C@@H]([C@@H](CO)O%13)O)O)NC(=O)C)NC9=O)O)O[C@@H]%14[C@H]([C@H]([C@@H]([C@@H](CO)O%14)O)O)O)O)O)O
InChI: InChI=1S/C88H97Cl2N9O33/c1-3-4-5-6-7-8-9-10-60(108)94-68-74(113)71(110)58(32-101)129-87(68)132-78-55-26-40-27-56(78)126-52-18-14-38(24-47(52)90)77(131-86-67(92-34(2)103)73(112)70(109)57(31-100)128-86)69-84(121)98-66(85(122)123)45-29-42(105)30-54(127-88-76(115)75(114)72(111)59(33-102)130-88)61(45)44-23-37(13-15-49(44)106)63(81(118)99-69)96-83(120)65(40)97-82(119)64-39-21-41(104)28-43(22-39)124-53-25-36(12-16-50(53)107)62(91)80(117)93-48(79(116)95-64)20-35-11-17-51(125-55)46(89)19-35/h11-19,21-30,48,57-59,62-77,86-88,100-102,104-107,109-115H,3-10,20,31-33,91H2,1-2H3,(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+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/16129701
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/649512/#:~:text=Teichomycin%20A2%20is%20a%20chlorine,vivo%20against%20gram%2Dpositive%20bacteria.
  • https://www.jstage.jst.go.jp/article/antibiotics1968/37/6/37_6_615/_pdf/-char/en
  • https://pubmed.ncbi.nlm.nih.gov/659325/
    • Patent: NZ180194A

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