Cytidine diphosphate

Cytidine diphosphate

Skeletal formula of cytidine diphosphate
Space-filling model of the Cytidine diphosphate molecule as an anion (3- anion)
Names
IUPAC name Cytidine 5′-(trihydrogen diphosphate)
Systematic IUPAC name [(2R,3S,4R,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxyoxolan-2-yl]methyl trihydrogen diphosphate
Identifiers
CAS Number	63-38-7 checkY 54394-9-0 (disodium salt) checkY 34393-59-4 (trisodium salt) checkY
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17239 checkY
ChEMBL	ChEMBL425252 checkY
ChemSpider	5902 checkY
DrugBank	DB04555
ECHA InfoCard
EC Number	200-557-1
E number
KEGG	C00112
PubChem CID	290
UNII	1ZH821MXU5 checkY F8B9F7OXES (disodium salt) checkY 0TZ883O8PW (trisodium salt) checkY
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI InChI=1S/C9H15N3O11P2/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 checkY Key: ZWIADYZPOWUWEW-XVFCMESISA-N checkY InChI=1/C9H15N3O11P2/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 Key: ZWIADYZPOWUWEW-XVFCMESIBF
SMILES O=P(O)(O)OP(=O)(O)OC[C@H]2O[C@@H](N/1C(=O)/N=C(/N)\C=C\1)[C@H](O)[C@@H]2O
Properties
Chemical formula	C9H15N3O11P2
Molar mass	403.176422
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒N verify (what is checkY☒N ?) Infobox references

Cytidine diphosphate, abbreviated CDP, is a nucleoside diphosphate. It is an ester of pyrophosphoric acid with the nucleoside cytidine. CDP consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase cytosine.

In Bacillus subtilis and Staphylococcus aureus, CDP-activated glycerol and ribitol are necessary to build wall teichoic acid.

In Rhodothermus marinus, CDP-activated inositol is necessary to form the phospholipid dialkylether glycerophosphoinositide, which contains inositol phosphate and ether-linked alkyl chains.

CDP is commonly formed in the reaction dolichol + cytidine triphosphate (CTP) ⟶ dolichol-phosphate + CDP, which is prevalent in many biochemical pathways.

See also

• Nucleoside
• Nucleotide
• DNA
• RNA
• Oligonucleotide