N-(6-{2-[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl}-2-{[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxyoxan-3-yl)-12-methyltridec-2-enamide

• ChemBase ID: 102946
• Molecular Formular: C37H60N4O16
• Molecular Mass: 816.8895
• Monoisotopic Mass: 816.40043186
• SMILES: CC(C)CCCCCCCC/C=C/C(=O)NC1C(O)C(O)C(CC(O)C2OC(C(O)C2O)n2ccc(=O)[nH]c2=O)OC1OC1OC(CO)C(O)C(O)C1NC(=O)C
• Canonical SMILES: OCC1OC(OC2OC(CC(C3OC(C(C3O)O)n3ccc(=O)[nH]c3=O)O)C(C(C2NC(=O)/C=C/CCCCCCCCC(C)C)O)O)C(C(C1O)O)NC(=O)C
• InChI: InChI=1S/C37H60N4O16/c1-18(2)12-10-8-6-4-5-7-9-11-13-23(45)39-26-30(50)27(47)21(54-36(26)57-35-25(38-19(3)43)29(49)28(48)22(17-42)55-35)16-20(44)33-31(51)32(52)34(56-33)41-15-14-24(46)40-37(41)53/h11,13-15,18,20-22,25-36,42,44,47-52H,4-10,12,16-17H2,1-3H3,(H,38,43)(H,39,45)(H,40,46,53)
• InChIKey: YJQCOFNZVFGCAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(6-{2-[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl}-2-{[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxyoxan-3-yl)-12-methyltridec-2-enamide
• IUPAC Traditional name: N-(6-{2-[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl}-2-{[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxyoxan-3-yl)-12-methyltridec-2-enamide
• Synonyms: TUNICAMYCIN

Database IDs

• CAS Number: 11089-65-9
• PubChem SID: 162089358
• PubChem CID: 5354023

CALCULATED PROPERTIES

• Acid pKa: 9.698712
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -1.6254615
• LogD (pH = 7.4): -1.6274718
• Log P: -1.6253184
• Molar Refractivity: 195.658 cm^3
• Polarizability: 78.46738 Å^3
• Polar Surface Area: 306.37 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 225°C (Decomposes)

Safety Information

• Storage Condition: 2-8°C, Desiccate
• RTECS: YO7980200
• European Hazard Symbols: Toxic (T)
• UN Number: 3172
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: R:60-23/24/25
• Safety Statements: S:45-36/37/39
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 153

DETAILS

MP Biomedicals - 02150028

From Streptomyces sp.
Antibiotic
Inhibits many biochemical functions such as synthesis of glycoproteins, procollagen and peptidoglycans; and IgA and IgE secretion by plasma cells. Also affects the fibroblast interferon-cell system.