4-(butan-2-yl)-7-(2-methylpropyl)-13-(propan-2-yl)-17,18-dithia-2,5,8,11,14-pentaazabicyclo[8.5.4]nonadecane-3,6,9,12,15-pentone

• ChemBase ID: 133917
• Molecular Formular: C23H39N5O5S2
• Molecular Mass: 529.71626
• Monoisotopic Mass: 529.23926137
• SMILES: CCC(C)C1C(=O)NC2CSSCC(C(=O)NC(C(=O)N1)CC(C)C)NC(=O)C(NC2=O)C(C)C
• Canonical SMILES: CCC(C1NC(=O)C(CC(C)C)NC(=O)C2CSSCC(NC1=O)C(=O)NC(C(C)C)C(=O)N2)C
• InChI: InChI=1S/C23H39N5O5S2/c1-7-13(6)18-23(33)26-16-10-35-34-9-15(25-22(32)17(12(4)5)27-21(16)31)20(30)24-14(8-11(2)3)19(29)28-18/h11-18H,7-10H2,1-6H3,(H,24,30)(H,25,32)(H,26,33)(H,27,31)(H,28,29)
• InChIKey: WSJVAPAQFLTCDD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(butan-2-yl)-7-(2-methylpropyl)-13-(propan-2-yl)-17,18-dithia-2,5,8,11,14-pentaazabicyclo[8.5.4]nonadecane-3,6,9,12,15-pentone
• IUPAC Traditional name: 13-isopropyl-7-(2-methylpropyl)-4-(sec-butyl)-17,18-dithia-2,5,8,11,14-pentaazabicyclo[8.5.4]nonadecane-3,6,9,12,15-pentone
• Synonyms: Malformin A from Aspergillus niger

Database IDs

• CAS Number: 3022-92-2
• PubChem SID: 162228194
• PubChem CID: 51340262

CALCULATED PROPERTIES

• Acid pKa: 10.439558
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): 0.5756083
• LogD (pH = 7.4): 0.57526153
• Log P: 0.5756127
• Molar Refractivity: 136.63 cm^3
• Polarizability: 53.943157 Å^3
• Polar Surface Area: 145.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: ON7050000
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 23/24/25
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - M2282

Biochem/physiol Actions
A cyclic pentapeptide antibiotic which causes malformed roots in cereals.