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Cytidine information


Cytidine
Skeletal formula of cytidine
Ball-and-stick model of the cytidine molecule
Names
IUPAC name
Cytidine
Systematic IUPAC name
4-Amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2(1H)-one
Other names
4-Amino-1-β-D-ribofuranosyl-2(1H)-pyrimidinone[1]
4-Amino-1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one
Identifiers
CAS Number
  • 65-46-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17562 checkY
ChEMBL
  • ChEMBL95606 checkY
ChemSpider
  • 5940 checkY
ECHA InfoCard 100.000.555 Edit this at Wikidata
IUPHAR/BPS
  • 4728
KEGG
  • D07769 checkY
MeSH Cytidine
PubChem CID
  • 6175
UNII
  • 5CSZ8459RP checkY
CompTox Dashboard (EPA)
  • DTXSID60891552 Edit this at Wikidata
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 checkY
    Key: UHDGCWIWMRVCDJ-XVFCMESISA-N checkY
  • InChI=1/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
    Key: UHDGCWIWMRVCDJ-XVFCMESIBD
SMILES
  • O=C1/N=C(/N)\C=C/N1[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)CO
Properties
Chemical formula
C9H13N3O5
Molar mass 243.217
Appearance white, crystalline powder[2]
Melting point 230 °C (decomposes)[1]
Magnetic susceptibility (χ)
-123.7·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Cytidine (symbol C or Cyd) is a nucleoside molecule that is formed when cytosine is attached to a ribose ring (also known as a ribofuranose) via a β-N1-glycosidic bond. Cytidine is a component of RNA. It is a white water-soluble solid[2] that is only slightly soluble in ethanol.[1]

  1. ^ a b c William M. Haynes (2016). CRC Handbook of Chemistry and Physics (97th ed.). Boca Raton: CRC Press. pp. 3–140. ISBN 978-1-4987-5429-3.
  2. ^ a b Robert A. Lewis, Michael D. Larrañaga, Richard J. Lewis Sr. (2016). Hawley's Condensed Chemical Dictionary (16th ed.). Hoboken, New Jersey: John Wiley & Sons, Inc. p. 688. ISBN 978-1-118-13515-0.{{cite book}}: CS1 maint: multiple names: authors list (link)

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Cytidine

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Cytidine (symbol C or Cyd) is a nucleoside molecule that is formed when cytosine is attached to a ribose ring (also known as a ribofuranose) via a β-N1-glycosidic...

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Citicoline

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Citicoline (INN), also known as cytidine diphosphate-choline (CDP-Choline) or cytidine 5'-diphosphocholine is an intermediate in the generation of phosphatidylcholine...

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Cytidine monophosphate

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Cytidine monophosphate, also known as 5'-cytidylic acid or simply cytidylate, and abbreviated CMP, is a nucleotide that is used as a monomer in RNA. It...

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Cytidine deaminase

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Cytidine deaminase is an enzyme that in humans is encoded by the CDA gene. This gene encodes an enzyme involved in pyrimidine salvaging. The encoded protein...

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Cytidine diphosphate

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Cytidine diphosphate, abbreviated CDP, is a nucleoside diphosphate. It is an ester of pyrophosphoric acid with the nucleoside cytidine. CDP consists of...

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Cytidine triphosphate

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Cytidine triphosphate (CTP) is a pyrimidine nucleoside triphosphate. CTP, much like ATP, consists of a ribose sugar, and three phosphate groups. The major...

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Deoxycytidine deaminase

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is cytidine/2'-deoxycytidine aminohydrolase. This enzyme participates in pyrimidine metabolism. As every deoxycytidine deaminase is also a cytidine deaminase...

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Cytidine diphosphate glucose

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Cytidine diphosphate glucose, often abbreviated CDP-glucose, is a nucleotide-linked sugar consisting of cytidine diphosphate and glucose. CDP-glucose is...

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Phosphatidylethanolamine

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They are synthesized by the addition of cytidine diphosphate-ethanolamine to diglycerides, releasing cytidine monophosphate. S-Adenosyl methionine can...

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APOBEC3G

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immunity. APOBEC3G belongs to the family of cytidine deaminases that catalyze the deamination of cytidine to uridine in the single stranded DNA substrate...

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TRNAMet cytidine acetyltransferase

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TRNAMet cytidine acetyltransferase (EC 2.3.1.193, YpfI, TmcA) is an enzyme with systematic name acetyl-CoA:(elongator tRNAMet)-cytidine34 N4-acetyltransferase...

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Cytosine

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position 4 and a keto group at position 2). The nucleoside of cytosine is cytidine. In Watson–Crick base pairing, it forms three hydrogen bonds with guanine...

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Nucleotide salvage

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base uracil, forming the nucleoside uridine. Uridine kinase (aka uridine–cytidine kinase) can then phosphorylate the 5’-carbon of this nucleoside into uridine...

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Nucleotide

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triphosphates, adenosine triphosphate (ATP), guanosine triphosphate (GTP), cytidine triphosphate (CTP), and uridine triphosphate (UTP)—throughout the cell...

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APOBEC

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enzyme, catalytic polypeptide") is a family of evolutionarily conserved cytidine deaminases. A mechanism of generating protein diversity is mRNA editing...

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Cytarabine

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of resistance have been reported. Cytarabine is rapidly deaminated by cytidine deaminase in the serum into the inactive uracil derivative. Cytarabine-5´-monophosphate...

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Deamination

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APOBEC1 APOBEC3A-H, APOBEC3G - affects HIV Activation-induced cytidine deaminase (AICDA) Cytidine deaminase (CDA) dCMP deaminase (DCTD) AMP deaminase (AMPD1)...

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Ribonucleotide

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to Uridine-5’-trisphosphate (UTP) by two kinases reaction. Formation of Cytidine-5’-trisphosphate (CTP) from UTP can be achieved by cytidylate synthetase...

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UCK2

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Uridine-cytidine kinase 2 (UCK2) is an enzyme that in humans is encoded by the UCK2 gene. The protein encoded by this gene catalyzes the phosphorylation...

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Deoxycytidine diphosphate

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nucleoside diphosphate. It is related to the common nucleic acid CTP, or cytidine triphosphate, with the -OH (hydroxyl) group on the 2' carbon on the nucleotide's...

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Apolipoprotein B

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detected for editing to occur, the edited Cytidine is located in a loop. The selection of the edited cytidine is also highly dependent on this secondary...

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Methotrexate

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(inhibitors) Others Precursors: Adenine Adenosine AMP ADP ATP Cytosine Cytidine CMP CDP CTP Guanine Guanosine GMP GDP GTP Hypoxanthine Inosine IMP IDP...

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HIV

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(p23) prevents the action of APOBEC3G (a cellular protein that deaminates cytidine to uridine in the single-stranded viral DNA and/or interferes with reverse...

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