Cytidine diphosphate

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.

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Cytidine diphosphate

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 Y 54394-9-0 (disodium salt) Y 34393-59-4 (trisodium salt) Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17239 Y
ChEMBL	ChEMBL425252 Y
ChemSpider	5902 Y
DrugBank	DB04555
ECHA InfoCard	100.000.507
EC Number	200-557-1
KEGG	C00112
PubChem CID	290
UNII	1ZH821MXU5 Y F8B9F7OXES (disodium salt) Y 0TZ883O8PW (trisodium salt) Y
CompTox Dashboard (EPA)	DTXSID501014481
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 Y Key: ZWIADYZPOWUWEW-XVFCMESISA-N Y 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 YN ?) Infobox references

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In Bacillus subtilis and Staphylococcus aureus, CDP-activated glycerol and ribitol are necessary to build wall teichoic acid.^[1]

In Rhodothermus marinus, CDP-activated inositol is necessary to form the phospholipid dialkylether glycerophosphoinositide, which contains inositol phosphate and ether-linked alkyl chains.^[2]

CDP is commonly formed in the reaction dolichol + cytidine triphosphate (CTP) ⟶ dolichol-phosphate + CDP, which is prevalent in many biochemical pathways.^[3]