(2E)-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)hexadec-2-enamide

• ChemBase ID: 131103
• Molecular Formular: C39H64N4O16
• Molecular Mass: 844.94266
• Monoisotopic Mass: 844.43173199
• SMILES: CCCCCCCCCCCCC/C=C/C(=O)NC1C(C(C(OC1OC1C(C(C(C(O1)CO)O)O)NC(=O)C)CC(C1C(C(C(O1)n1ccc(=O)[nH]c1=O)O)O)O)O)O
• Canonical SMILES: CCCCCCCCCCCCC/C=C/C(=O)NC1C(OC(C(C1O)O)CC(C1OC(C(C1O)O)n1ccc(=O)[nH]c1=O)O)OC1OC(CO)C(C(C1NC(=O)C)O)O
• InChI: InChI=1S/C39H64N4O16/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-25(47)41-28-32(52)29(49)23(56-38(28)59-37-27(40-21(2)45)31(51)30(50)24(20-44)57-37)19-22(46)35-33(53)34(54)36(58-35)43-18-17-26(48)42-39(43)55/h15-18,22-24,27-38,44,46,49-54H,3-14,19-20H2,1-2H3,(H,40,45)(H,41,47)(H,42,48,55)/b16-15+
• InChIKey: NKDRZEIENXWUCE-FOCLMDBBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-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)hexadec-2-enamide
• IUPAC Traditional name: (2E)-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)hexadec-2-enamide
• Synonyms: Tunicamycin C2 homolog

Database IDs

• CAS Number: 73942-07-1
• MDL Number: MFCD00079575
• PubChem SID: 24899939; 162225381
• PubChem CID: 5354024

CALCULATED PROPERTIES

• Acid pKa: 9.698712
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -0.5787746
• LogD (pH = 7.4): -0.580785
• Log P: -0.5786315
• Molar Refractivity: 204.9124 cm^3
• Polarizability: 82.110886 Å^3
• Polar Surface Area: 306.37 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 26/27/28
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330
• GHS Precautionary statements: P260-P264-P280-P284-P302 + P350-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ~95% (HPLC)