• ChemBase ID: 105189
• Molecular Formular: C92H150N22O25
• Molecular Mass: 1964.3078
• Monoisotopic Mass: 1963.11424841
• SMILES: CC(C)CC(NC(=O)CNC(=O)C(C)(C)NC(=O)C(NC(=O)C(C)(C)NC(=O)C(CCC(=O)N)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C1CCCN1C(=O)C(C)(C)NC(=O)C)C(C)C)C(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(C(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)N)C(=O)NC(CO)Cc1ccccc1
• Canonical SMILES: OCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(C)C)NC(=O)C1CCCN1C(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(C(C)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C1CCCN1C(=O)C(NC(=O)C)(C)C)(C)C)C)(C)C)C)CCC(=O)N)(C)C)(C)C)CC(C)C)(C)C)(C)C)(C)C)CCC(=O)O)CCC(=O)N)Cc1ccccc1
• InChI: InChI=1S/C92H150N22O25/c1-47(2)43-58(72(127)108-92(24,25)84(139)113-41-29-33-59(113)73(128)103-65(48(3)4)75(130)111-90(20,21)82(137)112-89(18,19)80(135)102-56(37-40-64(120)121)70(125)101-55(35-38-61(93)117)69(124)98-54(46-115)44-53-31-27-26-28-32-53)99-63(119)45-95-77(132)85(10,11)110-76(131)66(49(5)6)104-81(136)88(16,17)107-71(126)57(36-39-62(94)118)100-67(122)50(7)96-78(133)86(12,13)106-68(123)51(8)97-79(134)87(14,15)109-74(129)60-34-30-42-114(60)83(138)91(22,23)105-52(9)116/h26-28,31-32,47-51,54-60,65-66,115H,29-30,33-46H2,1-25H3,(H2,93,117)(H2,94,118)(H,95,132)(H,96,133)(H,97,134)(H,98,124)(H,99,119)(H,100,122)(H,101,125)(H,102,135)(H,103,128)(H,104,136)(H,105,116)(H,106,123)(H,107,126)(H,108,127)(H,109,129)(H,110,131)(H,111,130)(H,112,137)(H,120,121)
• InChIKey: LGHSQOCGTJHDIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• Synonyms: ALAMETHACIN

Database IDs

• CAS Number: 59588-86-2
• PubChem SID: 162092138
• PubChem CID: 16132684

CALCULATED PROPERTIES

• Acid pKa: 4.0946937
• H Acceptors: 25
• H Donor: 22
• LogD (pH = 5.5): -7.242025
• LogD (pH = 7.4): -8.925522
• Log P: -5.8232164
• Molar Refractivity: 499.6144 cm^3
• Polarizability: 195.59917 Å^3
• Polar Surface Area: 708.13 Å^2
• Rotatable Bonds: 53
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C
• RTECS: AY1900000

DETAILS

MP Biomedicals - 02159009

Mixture of alamethicin homologs. Antibiotic which increases the permeability of membranes. Also increases the incorporation of ^32
P into phosphatidylinositol 4-phosphate and sarcoplasmic reticulum vesicles permeability.

REFERENCES

• Brewer, D., et al., Can. J. Microbiol., 33: 619 (1987).
• Quist, E., et al., Arch. Biochem. Biophys., 271: 21(1989).