(2S,3S,4S,5R,6R)-6-({[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid amine

• ChemBase ID: 155106
• Molecular Formular: C15H25N3O18P2
• Molecular Mass: 597.315822
• Monoisotopic Mass: 597.06083424
• SMILES: c1cn(c(=O)[nH]c1=O)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(O)OP(=O)(O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O)O)O.N
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(O[C@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)O)O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O.N
• InChI: InChI=1S/C15H22N2O18P2.H3N/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25;/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26);1H3/t4-,6-,7+,8+,9-,10-,11+,12-,14-;/m1./s1
• InChIKey: WMWKTCPGFOEPBD-YGIWDPDDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-6-({[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid amine
• IUPAC Traditional name: udp-α-D-glucuronic acid amine
• Synonyms: UDP-GlcA; UDPGA; Uridine-diphosphate-glucuronic acid ammonium salt; Uridine[5′]diphospho[1]-α-D-glucopyranosuronic acid ammonium salt; Uridine 5′-diphosphoglucuronic acid ammonium salt; 尿苷-5′-二磷酸葡糖醛酸 铵盐; Uridine[5′]diphospho[1]-α-D-glucopyranosuronic acid 铵盐; 尿苷-二磷酸-葡萄糖醛酸 铵盐

Database IDs

• CAS Number: 43195-60-4
• PubChem SID: 162249244; 24900657
• PubChem CID: 71312081

CALCULATED PROPERTIES

• Acid pKa: 1.716401
• H Acceptors: 15
• H Donor: 9
• LogD (pH = 5.5): -11.289436
• LogD (pH = 7.4): -12.853641
• Log P: -4.6763334
• Molar Refractivity: 106.3232 cm^3
• Polarizability: 44.32593 Å^3
• Polar Surface Area: 308.61 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 22-26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Purity: 98-100%
• Empirical Formula (Hill Notation): C15H22N2O18P2 · xNH3