2'-Deoxyguanosine 5'-phosphate

Details

• Internal ID: 0089df9c-faa2-47e4-9b0f-1b6a38c27a50
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleotides > Purine deoxyribonucleotides > Purine deoxyribonucleoside monophosphates > Purine 2-deoxyribonucleoside monophosphates
• IUPAC Name: [(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
• SMILES (Canonical): C1C(C(OC1N2C=NC3=C2N=C(NC3=O)N)COP(=O)(O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2N=C(NC3=O)N)COP(=O)(O)O)O
• InChI: InChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1
• InChI Key: LTFMZDNNPPEQNG-KVQBGUIXSA-N
• Popularity: 279 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄N₅O₇P
• Molecular Weight: 347.22 g/mol
• Exact Mass: 347.06308480 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -1.54
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• Deoxyguanylic acid
• Deoxy-GMP
• dGMP
• Deoxyguanosine 5'-monophosphate
• Deoxyguanylate
• 2'-Deoxyguanosine 5'-phosphate
• 2'-Deoxy-GMP
• 2'-Deoxyguanylic acid
• 2'-dGMP
• Deoxyguanosine monophosphate
• Deoxyguanosine 5'-phosphate
• 902-04-5
• 5'-Guanylic acid, 2'-deoxy-
• 2'-Deoxy-5'-guanylic acid
• 5'-DGMP
• Deoxy GMP
• 2'-Deoxyguanosine-5'-Monophosphate
• 2'-Deoxy-5'-GMP
• 2'-Deoxyguanosine 5'MP
• 5'-Deoxyguanylic acid
• deoxyguanosine-phosphate
• 2'-dG-5'-MP
• CHEBI:16192
• UNII-7EAM4TG712
• 2'-Deoxyguanosine 5'-phosphoric acid
• 7EAM4TG712
• Guanosine, 2'-deoxy-, 5'-(dihydrogen phosphate)
• Guanosine, 2'-deoxy-, 5'-phosphoric acid
• EINECS 212-988-2
• NSC 82626
• 2'-Deoxyguanosine 5'-(dihydrogen phosphate)
• DTXSID20896947
• NSC-82626
• 5'-Guanylic acid, 2'-deoxy- (9CI)
• Guanosine, 2'-deoxy-, 5'-phosphate (6CI)
• Guanosine, 2'-deoxy-, 5'-(dihydrogen phosphate) (8CI)
• DTXSID60426404
• 6H-purin-6-one, 2-amino-9-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-3,9-dihydro-
• 2'-deoxyguanosine-5'-phosphate
• 2'-Deoxyguanylate
• 52558-16-4
• 2'-Deoxy-5'-guanylate
• bmse000824
• bmse000879
• Epitope ID:144824
• SCHEMBL48232
• 2'-deoxy-Guanosine phosphate
• CHEMBL477487
• GTPL5122
• SCHEMBL23501737
• DTXCID90377238
• 2'-deoxy-Guanosine 5'-phosphate
• DTXCID701326381
• MFCD00057076
• DB04457
• Guanosine, 2'-deoxy-, phosphate (7CI)
• PD006198
• 2'-deoxy-Guanosine 5'-(dihydrogen phosphate)
• 2'-Deoxyguanosine 5'-monophosphate, free acid
• C00362
• SR-01000884012
• SR-01000884012-1
• ((2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
• {[(2R,3S,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
• {[(2R,3S,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9415	94.15%
Caco-2	-	0.9280	92.80%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4852	48.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9527	95.27%
P-glycoprotein inhibitior	-	0.8443	84.43%
P-glycoprotein substrate	-	0.7531	75.31%
CYP3A4 substrate	+	0.5408	54.08%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.9355	93.55%
CYP2C9 inhibition	-	0.8975	89.75%
CYP2C19 inhibition	-	0.9123	91.23%
CYP2D6 inhibition	-	0.9024	90.24%
CYP1A2 inhibition	-	0.8497	84.97%
CYP2C8 inhibition	-	0.8346	83.46%
CYP inhibitory promiscuity	-	0.9738	97.38%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5090	50.90%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9748	97.48%
Skin irritation	-	0.7686	76.86%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7456	74.56%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.7276	72.76%
skin sensitisation	-	0.8511	85.11%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5929	59.29%
Acute Oral Toxicity (c)	III	0.5854	58.54%
Estrogen receptor binding	+	0.6822	68.22%
Androgen receptor binding	+	0.6529	65.29%
Thyroid receptor binding	+	0.6989	69.89%
Glucocorticoid receptor binding	+	0.6395	63.95%
Aromatase binding	+	0.8210	82.10%
PPAR gamma	+	0.6331	63.31%
Honey bee toxicity	-	0.8098	80.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.6970	69.70%

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	98.38%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.55%	83.82%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	95.66%	80.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.21%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.11%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.21%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.63%	96.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.46%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.67%	94.73%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	87.22%	94.01%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.79%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.53%	89.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.47%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.38%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.32%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.63%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.16%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.89%	92.94%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.53%	95.48%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.49%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.27%	91.11%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.79%	100.00%

Plants that contains it

• Centella asiatica

Cross-Links

• PubChem: 135398597
• LOTUS: LTS0031462
• wikiData: Q104990348