Molecule

2'-deoxycytosine 5'-monophosphate(2-)

AlkaPlorer ID: AK014576

Synonym: "2'-DEOXYCYTIDINE-5'-MONOPHOSPHATE", "2'-Deoxycytidine 5'-monophosphate", 'Deoxycytidine monophosphate', 'Deoxycytidylic acid', 'Deoxycytidylate', "2'-deoxycytosine 5'-monophosphate", 'dCMP', 'dCMP dianion', 'dCMP(2-)'

IUPAC Name: [(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate

Structure

SMILES: NC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)C=C1

InChI: InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1

InChIKey: NCMVOABPESMRCP-SHYZEUOFSA-N

Reference

Hydrophilic interaction ultra-high performance liquid chromatography coupled with triple quadrupole mass spectrometry for determination of nucleotides, nucleosides and nucleobases in Ziziphus plants

PubChem CID: 13945

CAS: 1032-65-1

LOTUS: LTS0260875

NPASS: NPC319778

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Mus musculus	Mus	Muridae	Rodentia	Mammalia	Chordata	Metazoa	Eukaryota
Escherichia coli	Escherichia	Enterobacteriaceae	Enterobacterales	Gammaproteobacteria	Pseudomonadota	None	Bacteria

Properties Information

Molecule Weight: 307.199

TPSA？: 157.13

MolLogP？: -1.4168

Number of H-Donors: 4

Number of H-Acceptors: 8

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Adenosine deaminase-like protein	Activity	nan	None	10.1021/jm200650j
Homo sapiens	Deoxycytidylate deaminase	Kcat	246.0	/s	10.1128/aac.01184-07
Homo sapiens	Deoxycytidylate deaminase	Kcat/Km	2.8	/uM/s	10.1128/aac.01184-07
Homo sapiens	Deoxycytidylate deaminase	Km	87000.0	nM	10.1128/aac.01184-07
Homo sapiens	UMP-CMP kinase	Kcat	30.0	/s	10.1128/aac.00400-06
Homo sapiens	UMP-CMP kinase	Kcat/Km	0.036	/uM/s	10.1128/aac.00400-06
Homo sapiens	UMP-CMP kinase	Km	837000.0	nM	10.1128/aac.00400-06
None	Unchecked	Activity	nan	None	10.1021/jm1011462

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT000089	*C(=O)CC[C@H](NC(=O)c1ccc(N2C[C@H]3CNc4nc(N)[nH]c(=O)c4N3C2)cc1)C(=O)O.Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1>>Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)nc1N	DEOXYCYTIDYLATE-C-METHYLTRANSFERASE-RXN
AKRT000090	*C(=O)CC[C@H](NC(=O)c1ccc(N2C[C@H]3CNc4nc(N)[nH]c(=O)c4N3C2)cc1)C(=O)O.Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1>>Nc1nc(=O)n([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)cc1CO	2.1.2.8-RXN
AKRT015133	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)nc1N>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1	DEOXYCYTIDYLATE-C-METHYLTRANSFERASE-RXN
AKRT020862	Nc1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1	MNXR144370
AKRT021028	Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1	DEOXYCYTIDINE-KINASE-RXN
AKRT021031	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1.N=c1[nH]c2c(c(=O)[nH]1)N1CN(c3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)C[C@H]1CN2>>Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)nc1N	enzymemap_27484
AKRT021032	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1.N=c1[nH]c2c(c(=O)[nH]1)N1CN(c3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)C[C@H]1CN2>>Nc1nc(=O)n([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)cc1CO	enzymemap_28070
AKRT021033	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1.Nc1nc2c(c(=O)[nH]1)N1CN(c3ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc3)C[C@H]1CN2>>Nc1nc(=O)n([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)cc1CO	R01669
AKRT021034	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1.Nc1nc2c(c(=O)[nH]1)N1CN(c3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)C[C@H]1CN2>>Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)nc1N	enzymemap_27484
AKRT021035	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1.Nc1nc2c(c(=O)[nH]1)N1CN(c3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)C[C@H]1CN2>>Nc1nc(=O)n([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)cc1CO	enzymemap_28070
AKRT021036	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O2)c(=O)n1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O	None
AKRT021037	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1	R01664
AKRT021038	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O2)c(=O)n1	RXN-7913
AKRT021039	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1	R01668
AKRT021040	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1>>O=c1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)[nH]1	DCMP-DEAMINASE-RXN
AKRT021044	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1	RXN-14187
AKRT021054	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1	DCTP-PYROPHOSPHATASE-RXN
AKRT021061	Nc1ccn([C@H]2C[C@H](OP(=O)(O)O)[C@@H](COP(=O)(O)O)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1	enzymemap_56893
AKRT021080	Nc1nc(=O)n([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)cc1CO>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1	R01669