4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

• ChemBase ID: 73285
• Molecular Formular: C9H13N3O5
• Molecular Mass: 243.21662
• Monoisotopic Mass: 243.08552053
• SMILES: c1(=O)n(ccc(n1)N)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)CO
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1
• InChIKey: UHDGCWIWMRVCDJ-XVFCMESISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: cytidine
• Synonyms: Cytidine; Cytidine; 4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one; Cytosine β-D-riboside; Cytosine-1-β-D-ribofuranoside; 胞嘧啶核糖核苷; 胞嘧啶核苷; 胞苷

Database IDs

• CAS Number: 65-46-3
• EC Number: 200-610-9
• MDL Number: MFCD00006545
• Beilstein Number: 89173
• PubChem SID: 24892387; 24892710; 162038205
• PubChem CID: 6175
• CHEBI ID: 17562
• CHEMBL: 95606
• Chemspider ID: 5940
• KEGG ID: D07769
• MeSH Name: Cytidine
• Unique Ingredient Identifier: 5CSZ8459RP
• Wikipedia Title: Cytidine

CALCULATED PROPERTIES

• Acid pKa: 12.553241
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.7975185
• LogD (pH = 7.4): -2.7975204
• Log P: -2.7975173
• Molar Refractivity: 54.5448 cm^3
• Polarizability: 21.48729 Å^3
• Polar Surface Area: 128.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL
• Apperance: powder
• Melting Point: 210-220 °C (dec.); 210-220 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +29±1°, c = 9% in H2O; [α]20/D +33°, c = 2 in H2O

Safety Information

• Storage Condition: -20°C
• RTECS: UW7370000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: mouse ... Uck1(22245)

Product Information

• Purity: ≥99%; ≥99.0% (HPLC); 99%
• Salt Data: Free Base
• Suitability: suitable for cell culture
• Ignition Residue: ≤0.1%
• Empirical Formula (Hill Notation): C9H13N3O5
• Classification: Genuine Natural Compounds

DETAILS

Selleck Chemicals - S2053

Research Area: Metabolic Disease
Biological Activity:

Sigma Aldrich - C4654

Frequently Asked Questions
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Sigma Aldrich - C122106

Packaging
1 g in glass bottle
10, 100 g in poly bottle