CAS Registry Number
3736-77-4
| Key Physical Properties | Value | Condition |
| Molecular Weight | 226.19 | - |
| Melting Point (Experimental) | 234-235 °C | - |
| Boiling Point (Predicted) | 456.3±55.0 °C | Press: 760 Torr |
| Density (Predicted) | 2.01±0.1 g/cm3 | Temp: 20 °C; Press: 760 Torr |
| pKa (Predicted) | 12.55±0.40 | Most Acidic Temp: 25 °C |
Canonical SMILES
O=C1N=C2OC3C(O)C(OC3N2C=C1)CO
Isomeric SMILES
O[C@H]1[C@]2([C@](N3C(O2)= NC(=O)C=C3)(O[C@@H]1CO)[H])[H]
InChI
InChI= 1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1
InChI Key
UUGITDASWNOAGG-CCXZUQQUSA-N
13 Other Names for this Substance
(2R,3 R,3aS,9aR)-2,3,3a,9a-Tetrahydro-3-hydroxy-2-(hydroxymethyl)-6H-furo[2′,3′:4,5]oxazolo[3,2-a]pyrimidin-6-one (ACI); 6H-Furo[2′, 3′:4,5]oxazolo[3,2-a]pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)- (6CI, 7CI); 6H-Furo[2′,3′:4,5]oxazolo[3,2-a] pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-, [2R-(2α,3β,3aβ,9aβ)]- (ZCI); 6H-Furo[2′,3′:4,5]oxazolo[3,2-a]
pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-, stereoisomer (8CI); 2,2′ -Anhydro(1- β -D-arabinofuranosyl)uracil; 2,2′ -Anhydro-1- β -D-arabino-furanosyluracil; 2,2′ -Anhydro-N1-(β -D-arabinofuranosyl)uracil; 2,2′ -Anhydrouridine; 2,2′ -O-Cyclouridine; NSC 157148; O2,2′ -Anhydrouridine; O2,2′ -Cyclouridine; β -D-2′,2-O-Cycloarabinouridine
Properties available
Optical and Scattering
Thermal
| Property | Value | Condition | Source |
| Optical Rotatory Power | -19 deg | Solvent: Methanol; λ: 589.3 nm; Temp: 26 °C | (1) CAS |
(1) Codington, John F.; Journal of the American Chemical Society, (1961), 83, 5030-1, CAplus
| Property | Value | Condition | Source |
| Melting Point | 250-253 °C | (1) CAS | |
| Melting Point | 246 °C | Solvent: Ethanol; Isopropanol | (2) CAS |
| Melting Point | 242-245 °C | (3) CAS | |
| Melting Point | 242-243 °C | (4) CAS | |
| Melting Point | 236-238 °C (decomp) | (5) CAS | |
| Melting Point | 234 °C | (6) CAS | |
| Melting Point | 234-235 °C | (7) CAS | |
| Melting Point | 233-234 °C (decomp) | Solvent: Methanol | (8) CAS |
| Melting Point | See Full Text | (9) CAS |
(1) Lin, Kun-I.; Journal of the Chinese Chemical Society (Taipei, Taiwan), (2007), 54(2), 563-568, CAplus
(2) Takatsuki, Ken-ichi; Nucleosides, Nucleotides & Nucleic Acids, (2006), 25(7), 719-734, CAplus
(3) Wnuk, Stanislaw F.; Journal of Organic Chemistry, (2002), 67(6), 1816-1819, CAplus
(4) Szlenkier, Maurycy; Nucleosides, Nucleotides & Nucleic Acids, (2016), 35(8), 410-425, CAplus
(5) Marumoto, Ryuji; Takeda Kenkyusho Nenpo, (1967), 26, 21-3, CAplus
(6) Krizmanic, Irena; Tetrahedron, (2003), 59(23), 4047-4057, CAplus
(7) Brown, D. M.; Journal of the Chemical Society, (1958), 3035-8, CAplus
(8) Li, Heting; Synthetic Communications, (2006), 36(14), 1933-1940, CAplus
(9) Codington, John F.; Journal of the American Chemical Society, (1961), 83, 5030-1, CAplus
Spectra available
1 H NMR
13 C NMR
IR
Spectra available
Mass
Properties available
Biological
Chemical
Density
Lipinski
Structure Related
Thermal
| Property | Value | Condition | Source |
| Bioconcentration Factor | 1.0 | pH 1; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 2; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 3; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 4; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 5; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 6; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 7; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 8; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 9; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 10; Temp: 25 °C | (1) ACD |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
| Property | Value | Condition | Source |
| Koc | 7.66 | pH 1; Temp: 25 °C | (1) ACD |
| Koc | 7.66 | pH 2; Temp: 25 °C | (1) ACD |
| Koc | 7.66 | pH 3; Temp: 25 °C | (1) ACD |
| Koc | 7.66 | pH 4; Temp: 25 °C | (1) ACD |
| Koc | 7.66 | pH 5; Temp: 25 °C | (1) ACD |
| Koc | 7.66 | pH 6; Temp: 25 °C | (1) ACD |
| Koc | 7.66 | pH 7; Temp: 25 °C | (1) ACD |
| Koc | 7.66 | pH 8; Temp: 25 °C | (1) ACD |
| Property | Value | Condition | Source |
| Koc | 7.66 | pH 9; Temp: 25 °C | (1) ACD |
| Koc | 7.64 | pH 10; Temp: 25 °C | (1) ACD |
| logD | -0.91 | pH 1; Temp: 25 °C | (1) ACD |
| logD | -0.91 | pH 2; Temp: 25 °C | (1) ACD |
| logD | -0.91 | pH 3; Temp: 25 °C | (1) ACD |
| logD | -0.91 | pH 4; Temp: 25 °C | (1) ACD |
| logD | -0.91 | pH 5; Temp: 25 °C | (1) ACD |
| logD | -0.91 | pH 6; Temp: 25 °C | (1) ACD |
| logD | -0.91 | pH 7; Temp: 25 °C | (1) ACD |
| logD | -0.91 | pH 8; Temp: 25 °C | (1) ACD |
| logD | -0.91 | pH 9; Temp: 25 °C | (1) ACD |
| logD | -0.91 | pH 10; Temp: 25 °C | (1) ACD |
| logP | -0.906±0.555 | Temp: 25 °C | (1) ACD |
| Mass Intrinsic Solubility | 4.7 g/L | Temp: 25 °C | (1) ACD |
| Mass Solubility | 4.7 g/L | pH 1; Temp: 25 °C | (1) ACD |
| Mass Solubility | 4.7 g/L | pH 2; Temp: 25 °C | (1) ACD |
| Mass Solubility | 4.7 g/L | pH 3; Temp: 25 °C | (1) ACD |
| Mass Solubility | 4.7 g/L | pH 4; Temp: 25 °C | (1) ACD |
| Mass Solubility | 4.7 g/L | pH 5; Temp: 25 °C | (1) ACD |
| Mass Solubility | 4.7 g/L | pH 6; Temp: 25 °C | (1) ACD |
| Mass Solubility | 4.7 g/L | pH 7; Temp: 25 °C | (1) ACD |
| Mass Solubility | 4.7 g/L | pH 8; Temp: 25 °C | (1) ACD |
| Mass Solubility | 4.7 g/L | pH 9; Temp: 25 °C | (1) ACD |
| Mass Solubility | 4.7 g/L | pH 10; Temp: 25 °C | (1) ACD |
| Mass Solubility | 4.7 g/L | Unbuffered Water pH 6.91; Temp: 25 °C | (1) ACD |
| Molar Intrinsic Solubility | 0.021 mol/L | Temp: 25 °C | (1) ACD |
| Molar Solubility | 0.021 mol/L | pH 1; Temp: 25 °C | (1) ACD |
| Molar Solubility | 0.021 mol/L | pH 2; Temp: 25 °C | (1) ACD |
| Molar Solubility | 0.021 mol/L | pH 3; Temp: 25 °C | (1) ACD |
| Molar Solubility | 0.021 mol/L | pH 4; Temp: 25 °C | (1) ACD |
| Molar Solubility | 0.021 mol/L | pH 5; Temp: 25 °C | (1) ACD |
| Molar Solubility | 0.021 mol/L | pH 6; Temp: 25 °C | (1) ACD |
| Property | Value | Condition | Source |
| Molar Solubility | 0.021 mol/L | pH 7; Temp: 25 °C | (1) ACD |
| Molar Solubility | 0.021 mol/L | pH 8; Temp: 25 °C | (1) ACD |
| Molar Solubility | 0.021 mol/L | pH 9; Temp: 25 °C | (1) ACD |
| Molar Solubility | 0.021 mol/L | pH 10; Temp: 25 °C | (1) ACD |
| Molar Solubility | 0.021 mol/L | Unbuffered Water pH 6.91; Temp: 25 °C | (1) ACD |
| Molecular Weight | 226.19 | ||
| pKa | 12.55±0.40 | Most Acidic Temp: 25 °C | (1) ACD |
| pKa | -4.68±0.60 | Most Basic Temp: 25 °C | (1) ACD |
| Vapor Pressure | 3.04 x 10-10 Torr | Temp: 25 °C | (1) ACD |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
| Property | Value | Condition | Source |
| Density | 2.01±0.1 g/cm3 | Temp: 20 °C; Press: 760 Torr | (1) ACD |
| Molar Volume | 112.3±7.0 cm3/mol | Temp: 20 °C; Press: 760 Torr | (1) ACD |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
| Property | Value | Condition | Source |
| Freely Rotatable Bonds | 3 | (1) ACD | |
| H Acceptors | 7 | (1) ACD | |
| H Donors | 2 | (1) ACD | |
| H Donor/Acceptor Sum | 9 | (1) ACD | |
| logP | -0.906±0.555 | Temp: 25 °C | (1) ACD |
| Molecular Weight | 226.19 |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
| Property | Value | Condition Source |
| Polar Surface Area | 91.6 A2 | (1) ACD |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
| Property | Value | Condition | Source |
| Boiling Point | 456.3±55.0 °C | Press: 760 Torr | (1) ACD |
| Property | Value | Condition | Source |
| Enthalpy of Vaporization | 82.62±6.0 kJ/mol | Press: 760 Torr | (1) ACD |
| Flash Point | 229.8±31.5 °C | (1) ACD |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
Spectra available
1 H NMR
13 C NMR
| Code Hazard Statement Source | |
| H302 Harmful if swallowed | European Chemical Agency (ECHA) Classification&Labelling
Inventory - Notified classification and labelling - most common notifications, European Chemical Agency (ECHA) Classification&Labelling Inventory - Notified classification and labelling - most serious notifications |