[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-2-yl)oxolan-2-yl]methyl acetate

• ChemBase ID: 148090
• Molecular Formular: C14H17N3O9
• Molecular Mass: 371.29948
• Monoisotopic Mass: 371.09647914
• SMILES: CC(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n1c(=O)[nH]c(=O)cn1)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](OC(=O)C)[C@H](O[C@H]1n1ncc(=O)[nH]c1=O)COC(=O)C
• InChI: InChI=1S/C14H17N3O9/c1-6(18)23-5-9-11(24-7(2)19)12(25-8(3)20)13(26-9)17-14(22)16-10(21)4-15-17/h4,9,11-13H,5H2,1-3H3,(H,16,21,22)/t9-,11-,12-,13-/m1/s1
• InChIKey: QQOBRRFOVWGIMD-OJAKKHQRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-2-yl)oxolan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(3,5-dioxo-4H-1,2,4-triazin-2-yl)oxolan-2-yl]methyl acetate
• Synonyms: 2′,3′,5′-Tri-O-acetyl-6-azauridine; 2-β-D-Ribofuranosyl-1,2,4-triazine-3,5(2H,4H)-dione 2′,3′,5′-triacetate; 6-AzUrd-TA; 6-Azauridine 2′,3′,5′-triacetate; Azaribine; (-)-6-Azauridine 2′,3′,5′-triacetate; 2-β-D-呋喃核糖苷-1,2,4-三嗪-3,5(2H,4H)-二酮2′,3′,5′-三乙酸酯; 2′,3′,5′-三-O-乙酰基-6-氮尿苷; 6-氮杂尿苷-2′,3′,5′-三乙酸酯; 氮尿苷乙酯; 阿扎立平; (-)-6-氮杂尿苷2′,3′,5′-三乙酸酯

Database IDs

• CAS Number: 2169-64-4
• EC Number: 218-515-6
• MDL Number: MFCD00006471
• Beilstein Number: 631776
• PubChem SID: 162242267; 24847203
• PubChem CID: 16574

CALCULATED PROPERTIES

• Acid pKa: 7.7811084
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -1.0708709
• LogD (pH = 7.4): -1.2175789
• Log P: -1.0686293
• Molar Refractivity: 78.0727 cm^3
• Polarizability: 31.683298 Å^3
• Polar Surface Area: 149.9 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 99-101 °C(lit.)
• Optical Rotation: [α]22/D -40.9°, c = 1 in pyridine

Safety Information

• RTECS: XY8577000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C14H17N3O9