Deoxycytidine 5'-monophosphate

Details

• Internal ID: f5755e94-02ec-4738-adb9-788fc825334a
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleotides > Pyrimidine deoxyribonucleotides > Pyrimidine deoxyribonucleoside monophosphates > Pyrimidine 2-deoxyribonucleoside monophosphates
• IUPAC Name: [(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
• SMILES (Canonical): C1C(C(OC1N2C=CC(=NC2=O)N)COP(=O)(O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)COP(=O)(O)O)O
• 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
• InChI Key: NCMVOABPESMRCP-SHYZEUOFSA-N
• Popularity: 593 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄N₃O₇P
• Molecular Weight: 307.20 g/mol
• Exact Mass: 307.05693679 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• dCMP
• 2'-Deoxycytidine-5'-monophosphoric acid
• 2'-DEOXYCYTIDINE-5'-MONOPHOSPHATE
• deoxycytidylic acid
• 2'-Deoxycytidine 5'-monophosphate
• deoxycytidine monophosphate
• 5'-Cytidylic acid, 2'-deoxy-
• Deoxycytidylate
• Deoxycytidine-5'-monophosphoric acid
• W7A9174XQL
• CHEBI:15918
• 2'-deoxycytosine 5'-monophosphate
• UNII-W7A9174XQL
• 2'-deoxy-5'-cytidylic acid
• 2'-Deoxycytidine 5'-Monophosphate Hydrate
• deoxycytidine 5'-monophosphate
• [(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
• Cytidine 5'-(dihydrogen phosphate)
• EINECS 213-849-9
• 25609-92-1
• 1beta-Deoxyribofuranosylcytosine-5'-phosphate,d
• deoxycytidine-phosphate
• ((2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
• 2'-DEOXYCYTIDINE-5'-MONOPHOSPHATE FREE ACID
• 2_-Deoxycytidine 5_-Monophosphate
• {[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
• 2'-Deoxycytidine-5'-monophosphoricacid
• 2'-Deoxycytidine 5'-monophosphate sodium salt
• 1nja
• 1njc
• 1nje
• MFCD00006546
• 13085-50-2
• D06FMH
• SCHEMBL48317
• 2'-Deoxycytidinemonophosphate
• 2'-deoxycytidine-5'-phosphate
• C9H14N3O7P
• CHEMBL374699
• Deoxycytidine 5/'-monophosphate
• deoxycytidine dihydrogen phosphate
• DTXSID20908251
• C9-H14-N3-O7-P
• 2'-Deoxycytidine-5'-monophosphorate
• HG1127
• s3268
• (C9-H14-N3-O7-P)x-
• AKOS015892753
• CS-W009932
• DB03798
• HY-W009216
• Oligodeoxycytidylic acid d(pc)3*ammonium
• 2''-Deoxycytidine-5''-monophosphoricacid
• AS-64039
• BP-58812
• 2'-Deoxycytidine-5'-monophosphatefree acid
• D3673
• C00239
• Cytidine, 2'-deoxy-, 5'-(dihydrogen phosphate)
• Q2742455
• W-200691
• 2'-Deoxycytidine 5'-monophosphate, Sigma Grade, >=95.0%
• 29795-73-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8906	89.06%
Caco-2	-	0.8090	80.90%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5564	55.64%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.9575	95.75%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9908	99.08%
P-glycoprotein inhibitior	-	0.9385	93.85%
P-glycoprotein substrate	-	0.9200	92.00%
CYP3A4 substrate	+	0.5091	50.91%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.9123	91.23%
CYP2C9 inhibition	-	0.8715	87.15%
CYP2C19 inhibition	-	0.8763	87.63%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	-	0.9020	90.20%
CYP2C8 inhibition	-	0.9266	92.66%
CYP inhibitory promiscuity	-	0.9587	95.87%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.4957	49.57%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9823	98.23%
Skin irritation	-	0.7802	78.02%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5584	55.84%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.6214	62.14%
skin sensitisation	-	0.8571	85.71%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4525	45.25%
Acute Oral Toxicity (c)	III	0.5709	57.09%
Estrogen receptor binding	+	0.6137	61.37%
Androgen receptor binding	+	0.8434	84.34%
Thyroid receptor binding	+	0.7122	71.22%
Glucocorticoid receptor binding	+	0.5717	57.17%
Aromatase binding	+	0.5538	55.38%
PPAR gamma	+	0.5205	52.05%
Honey bee toxicity	-	0.8258	82.58%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.6395	63.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.21%	97.09%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	92.35%	94.01%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	90.40%	80.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	90.05%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.90%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.38%	94.00%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	85.91%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.56%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.15%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.95%	99.23%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.98%	98.46%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.20%	100.00%

Plants that contains it

• Arabidopsis thaliana
• Ziziphus jujuba
• Ziziphus jujuba var. spinosa

Cross-Links

• PubChem: 13945
• NPASS: NPC19503
• LOTUS: LTS0260875
• wikiData: Q2742455