Compound ID | 2759

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Teichomycin A2

Synonym(s): Teichomicin A2

Class: Glycopeptide

Agent Type: Natural product; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus, Streptococcus pyogenes, and Streptococcus pneumoniae
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: 1921.7
Iso. SMILES: CCCCC/C=C/CCC(=O)NC1C(C(C(OC1OC2=C3C=C4C=C2OC5=C(C=C(C=C5)C(C6C(=O)NC(C7=C(C(=CC(=C7)O)OC8C(C(C(C(O8)CO)O)O)O)C9=C(C=CC(=C9)C(C(=O)N6)NC(=O)C4NC(=O)C%10C%11=CC(=C(C(=C%11)OC%12=C(C=CC(=C%12)C(C(=O)NC(C(C%13=CC(=C(O3)C=C%13)Cl)O)C(=O)N%10)N)O)C)O)O)C(=O)OC)OC%14C(C(C(C(O%14)CO)O)O)NC(=O)C)Cl)CO)O)O
InChI Key: LCTCUBQFWLTHNS-MDZDMXLPSA-N
Can. SMILES: CCCCC/C=C/CCC(=O)NC1C(C(C(CO)OC1OC2=C3C=C4C=C2OC5=CC=C(C=C5Cl)C(C6C(=O)NC(C7=CC(=C(C)C(=C7)O)OC8=CC(=CC=C8O)C(C(=O)N6)N)C(=O)NC4C(=O)NC9C%10=CC=C(C(=C%10)C%11=C(C=C(C=C%11C(C(=O)OC)NC(=O)C(C(C%12=CC=C(C(=C%12)Cl)O3)OC%13C(C(C(C(CO)O%13)O)O)NC(=O)C)NC9=O)O)OC%14C(C(C(C(CO)O%14)O)O)O)O)O)O)O
InChI: InChI=1S/C90H99Cl2N9O34/c1-5-6-7-8-9-10-11-12-60(110)95-69-76(116)73(113)58(32-103)132-89(69)135-80-55-27-41-28-56(80)128-51-20-16-39(23-46(51)92)79(134-88-68(94-35(3)105)75(115)72(112)57(31-102)131-88)70-86(124)99-66(87(125)126-4)44-29-42(106)30-54(130-90-78(118)77(117)74(114)59(33-104)133-90)61(44)43-21-37(14-17-47(43)107)63(82(120)101-70)96-84(122)65(41)97-83(121)64-40-24-49(109)34(2)52(26-40)129-53-25-36(13-18-48(53)108)62(93)81(119)100-67(85(123)98-64)71(111)38-15-19-50(127-55)45(91)22-38/h9-10,13-30,57-59,62-79,88-90,102-104,106-109,111-118H,5-8,11-12,31-33,93H2,1-4H3,(H,94,105)(H,95,110)(H,96,122)(H,97,121)(H,98,123)(H,99,124)(H,100,119)(H,101,120)/b10-9+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/16132315
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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