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CAS 1405-97-6

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Gramicidin

Description:
Gramicidin is a peptide antibiotic that is primarily derived from the bacterium Bacillus brevis. It is composed of a linear sequence of amino acids and is known for its ability to disrupt bacterial cell membranes, leading to cell lysis. Gramicidin exhibits a unique structure, forming a channel in lipid bilayers, which allows the passage of monovalent cations, such as sodium and potassium ions. This mechanism of action makes it effective against a range of Gram-positive bacteria. Gramicidin is typically used in topical formulations for treating infections and is often combined with other antibiotics to enhance its efficacy. It is characterized by its low solubility in water, which can limit its systemic use, and it is usually administered in localized forms, such as ointments or eye drops. Additionally, gramicidin is sensitive to enzymatic degradation, which can affect its stability and effectiveness. Its use in clinical settings has diminished due to the development of antibiotic resistance and the availability of more effective alternatives.
Formula:Unspecified
InChI:InChI=1S/C96H135N19O16/c1-50(2)36-71(105-79(118)48-102-93(128)80(54(9)10)103-49-117)86(121)104-58(17)84(119)113-82(56(13)14)95(130)115-83(57(15)16)96(131)114-81(55(11)12)94(129)112-78(43-62-47-101-70-33-25-21-29-66(62)70)92(127)108-74(39-53(7)8)89(124)111-77(42-61-46-100-69-32-24-20-28-65(61)69)91(126)107-73(38-52(5)6)88(123)110-76(41-60-45-99-68-31-23-19-27-64(60)68)90(125)106-72(37-51(3)4)87(122)109-75(85(120)97-34-35-116)40-59-44-98-67-30-22-18-26-63(59)67/h18-33,44-47,49-58,71-78,80-83,98-101,116H,34-43,48H2,1-17H3,(H,97,120)(H,102,128)(H,103,117)(H,104,121)(H,105,118)(H,106,125)(H,107,126)(H,108,127)(H,109,122)(H,110,123)(H,111,124)(H,112,129)(H,113,119)(H,114,131)(H,115,130)/t58-,71+,72+,73+,74+,75-,76-,77-,78-,80-,81+,82+,83-/m0/s1
InChI key:NDAYQJDHGXTBJL-MWWSRJDJSA-N
SMILES:C[C@@H](C(=O)N[C@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@H](C(C)C)C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC3=CNC4=CC=CC=C43)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC5=CNC6=CC=CC=C65)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC7=CNC8=CC=CC=C87)C(=O)NCCO)NC(=O)[C@@H](CC(C)C)NC(=O)CNC(=O)[C@H](C(C)C)NC=O
Synonyms:
  • Gramicidina
  • Gramicidine
  • Gramicidins
  • Gramoderm
  • Gramicidin
  • MeSH ID: D006096
Found 13 products.