Molecule

Deoxycytidine

AlkaPlorer ID: AK005293

Synonym: None

IUPAC Name: 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one

Structure

SMILES: N=C1C=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(O)=N1

InChI: InChI=1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1

InChIKey: CKTSBUTUHBMZGZ-SHYZEUOFSA-N

Reference

A community-driven global reconstruction of human metabolism

PubChem CID: 131709853

CAS: 207121-53-7

LOTUS: LTS0169907

SuperNatural Ⅲ: SN0048417-06

NPASS: NPC229249

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Ginkgo biloba	Ginkgo	Ginkgoaceae	Ginkgoales	Ginkgoopsida	Streptophyta	Viridiplantae	Eukaryota
Homo sapiens	Homo	Hominidae	Primates	Mammalia	Chordata	Metazoa	Eukaryota
Euryale ferox	Euryale	Nymphaeaceae	Nymphaeales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Saccharomyces cerevisiae	Saccharomyces	Saccharomycetaceae	Saccharomycetales	Saccharomycetes	Ascomycota	Fungi	Eukaryota
Mus musculus	Mus	Muridae	Rodentia	Mammalia	Chordata	Metazoa	Eukaryota
Ganoderma sinense	Ganoderma	Polyporaceae	Polyporales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Ganoderma lucidum	Ganoderma	Polyporaceae	Polyporales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Escherichia coli	Escherichia	Enterobacteriaceae	Enterobacterales	Gammaproteobacteria	Pseudomonadota	None	Bacteria

Properties Information

Molecule Weight: 227.22

TPSA？: 111.59000000000002

MolLogP？: -1.29113

Number of H-Donors: 4

Number of H-Acceptors: 7

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Caenorhabditis elegans	Deoxycytidylate deaminase	Km	38000.0	nM	10.1021/jm00394a039
Caenorhabditis elegans	Deoxycytidylate deaminase	Relative velocity	1.0	None	10.1021/jm00394a039
Cavia porcellus	Ileum	Activity	0.0	%	10.1021/np50060a041
Cavia porcellus	Ileum	Inhibition	27.0	%	10.1021/np50060a041
Cricetulus griseus	Thymidine kinase, cytosolic	Inhibition	10.0	%	10.1021/jm00192a005
Cricetulus griseus	Thymidine kinase, cytosolic	Inhibition	24.0	%	10.1021/jm00192a005
Drosophila melanogaster	Deoxynucleoside kinase	Activity	43734.0	microM/min/mg	10.1016/j.bmcl.2009.12.097
Enterococcus faecium	Enterococcus faecium	ED50	50.0	uM	10.1021/jm00209a010
Escherichia coli K-12	Thymidine phosphorylase	Activity	0.0	%	10.1016/j.bmc.2008.01.038
Homo sapiens	ATH-8 cell line	ED50	100.0	uM	10.1021/jm00391a003
Homo sapiens	ATH-8 cell line	ID50	100.0	uM	10.1021/jm00391a003
Homo sapiens	CCRF-CEM	Activity	97.0	%	10.1021/jm040123k
Homo sapiens	Cytidine deaminase	Kcat	4.8	/s	10.1128/aac.01184-07
Homo sapiens	Cytidine deaminase	Kcat/Km	0.12	/uM/s	10.1128/aac.01184-07
Homo sapiens	Cytidine deaminase	Km	41000.0	nM	10.1128/aac.01184-07
Homo sapiens	Deoxycytidine kinase	Kcat	0.025	/s	10.1128/aac.00400-06
Homo sapiens	Deoxycytidine kinase	Kcat/Km	0.063	/uM/s	10.1128/aac.00400-06
Homo sapiens	Deoxycytidine kinase	Km	400.0	nM	10.1128/aac.00400-06
Homo sapiens	Deoxycytidine kinase	Km	1100.0	nM	10.1021/jm00163a043
Homo sapiens	Deoxycytidine kinase	Km	2800.0	nM	10.1021/jm00163a043
Homo sapiens	DU-145	IC50	250000.0	nM	10.1039/C3MD00159H
Homo sapiens	HaCaT	IC50	250000.0	nM	10.1039/C3MD00159H
Homo sapiens	HCT-116	EC50	10000.0	nM	10.1016/j.bmc.2015.06.066
Homo sapiens	Histone deacetylase 6	Inhibition	0.98	%	10.6019/CHEMBL4808148
Homo sapiens	Histone deacetylase 6	Inhibition	5.09	%	10.6019/CHEMBL4808148
Homo sapiens	MCF7	IC50	250000.0	nM	10.1039/C3MD00159H
Homo sapiens	Menin/Histone-lysine N-methyltransferase MLL	Potency	39810.7	nM	None
Homo sapiens	MT4	Protection	10.0	%	10.1021/jm00391a003
Homo sapiens	MT4	Toxicity	10.0	%	10.1021/jm00391a003
Homo sapiens	MT4	Toxicity	90.0	%	10.1021/jm00391a003
Homo sapiens	Thymidine kinase, cytosolic	Relative velocity	5.0	%	10.1021/jm00394a039
Homo sapiens	Thymidine kinase, cytosolic	Relative velocity	100.0	%	10.1021/jm00394a039
Homo sapiens	Uridine-cytidine kinase 1	Activity	nan	None	10.1128/aac.00400-06
Human herpesvirus 1	Thymidine kinase	Relative velocity	97.0	%	10.1021/jm00394a039
Human herpesvirus 1	Thymidine kinase	Relative velocity	119.0	%	10.1021/jm00394a039
Human immunodeficiency virus	Human immunodeficiency virus	Activity	nan	None	10.1016/j.bmc.2008.06.011
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Kd	1100.0	nM	10.1016/j.ejmech.2011.05.051
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Kd	3000.0	nM	10.1016/j.ejmech.2011.05.051
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Ratio	26.0	/uM/min	10.1016/j.ejmech.2011.05.051
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Ratio	65.0	/uM/min	10.1016/j.ejmech.2011.05.051
Mus musculus	Cytidine deaminase	Relative initial rate	39.0	None	10.1021/jm00356a032
Mus musculus	L1210	Concentration	0.0001	M	10.1021/jm00382a006
Mus musculus	L1210	ILS	161.0	%	10.1021/jm00385a016
Mus musculus	LM	Activity	21960.0	None	10.1021/jm00378a036
Perknaster fuscus	Perknaster fuscus	Activity	nan	None	10.1021/np970358h
Rattus norvegicus	C6	IC50	250000.0	nM	10.1039/C3MD00159H
Rattus norvegicus	L6	IC50	250000.0	nM	10.1039/C3MD00159H
Rattus norvegicus	Thymidine kinase	Inhibition	7.0	%	10.1021/jm00348a007
Rattus norvegicus	Thymidine kinase 2	Inhibition	58.0	%	10.1021/jm00348a007
Rattus norvegicus	Thymidine kinase 2	Ki	320000.0	nM	10.1021/jm00348a007
Rattus norvegicus	Thymidine kinase 2	Relative affinity	0.025	None	10.1021/jm00348a007
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	19952.62	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	20000.0	nM	10.6019/CHEMBL4651402
Staphylococcus aureus	Deoxyadenosine kinase	Kcat	0.56	/s	10.1128/aac.00081-07
Staphylococcus aureus	Deoxyadenosine kinase	Kcat/Km	1.62	10'4/M/s	10.1128/aac.00081-07
Staphylococcus aureus	Deoxyadenosine kinase	Km	34400.0	nM	10.1128/aac.00081-07
Staphylococcus aureus	Deoxyadenosine kinase	Vmax	1.3	U/mg	10.1128/aac.00081-07
Woodchuck hepatitis virus	Woodchuck hepatitis virus	Activity	2.0	None	10.1128/aac.00325-07
None	NON-PROTEIN TARGET	EC50	0.0	nM	10.1016/j.bmc.2015.06.066
None	NON-PROTEIN TARGET	EC50	100.0	nM	10.1016/j.bmc.2015.06.066
None	No relevant target	P	0.024	None	10.1021/jm00163a043
None	Unchecked	Inhibition	0.0	%	10.1021/jm00198a017

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT004054	CC(=O)Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1	62936
AKRT020579	Nc1cc[nH]c(=O)n1.Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1	MNXR131622
AKRT020582	Nc1cc[nH]c(=O)n1.O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1	MNXR136578
AKRT021024	Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1.Nc1ncnc2[nH]cnc12>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1	MNXR131621
AKRT021025	Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)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)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
AKRT021026	Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1.O=c1[nH]cnc2nc[nH]c12>>O=c1[nH]cnc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1	MNXR131624
AKRT021027	Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1>>Nc1cc[nH]c(=O)n1	MNXR131621
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
AKRT021029	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)OP(=O)(O)O)O2)c(=O)n1	enzymemap_45133
AKRT021030	Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1>>O=c1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1	CYTIDEAM-RXN
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
AKRT021060	Nc1ccn([C@H]2C[C@H](OP(=O)(O)O)[C@@H](CO)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1	RXN-14522