Cytidine

Source: Wikipedia, the free encyclopedia.
Not to be confused with cytosine, cysteine, cystine, or cytisine.
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
3D model (
JSmol
)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
 100.000.555 Edit this at Wikidata
IUPHAR/BPS
KEGG
MeSH Cytidine
UNII
  • 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
  • O=C1/N=C(/N)\C=C/N1[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)CO
Properties
C9H13N3O5
Molar mass 243.217
Appearance white, crystalline powder[2]
Melting point 230 °C (decomposes)[1]
-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 ?)

Cytidine (

ribofuranose) via a β-N1-glycosidic bond. Cytidine is a component of RNA. It is a white water-soluble solid.[2] which is only slightly soluble in ethanol.[1]

Dietary sources

Dietary sources of cytidine include foods with high RNA (ribonucleic acid) content,[3] such as organ meats, brewer's yeast, as well as pyrimidine-rich foods such as beer. During digestion, RNA-rich foods are broken-down into ribosyl pyrimidines (cytidine and uridine), which are absorbed intact.[3] In humans, dietary cytidine is converted into uridine,[4] which is probably the compound behind cytidine's metabolic effects.

Cytidine analogues

A variety of cytidine

epigenetic demethylation.[6]

Biological actions

In addition to its role as a

glutamate cycling, with supplementation decreasing midfrontal/cerebral glutamate/glutamine levels.[7] As such, cytidine has generated interest as a potential glutamatergic antidepressant drug.[7]

Related compounds

Properties

References

  1. ^
    ISBN 978-1-4987-5429-3
    .
  2. ^
    ISBN 978-1-118-13515-0.{{cite book}}: CS1 maint: multiple names: authors list (link
    )
  3. ^
    PMID 11786646
    .
  4. S2CID 18687483
    .
  5. ^ John S. James. "New Kind of Antiretroviral, KP-1461". AIDS Treatment News. Archived from the original on 2019-03-30. Retrieved 2012-03-23.
  6. ^ "Scientists reprogram cancer cells with low doses of epigenetic drugs". Medical XPress. March 22, 2012.
  7. ^
    PMID 20419280
    .

External links