2'-Deoxycytidine

Details

• Internal ID: d01df08a-f58d-451b-b803-fb68dd01d7e3
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleosides > Pyrimidine 2-deoxyribonucleosides
• IUPAC Name: 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
• SMILES (Canonical): C1C(C(OC1N2C=CC(=NC2=O)N)CO)O
• SMILES (Isomeric): C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)CO)O
• 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
• InChI Key: CKTSBUTUHBMZGZ-SHYZEUOFSA-N
• Popularity: 21,417 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃N₃O₄
• Molecular Weight: 227.22 g/mol
• Exact Mass: 227.09060590 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.53
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• deoxycytidine
• 951-77-9
• CYTIDINE, 2'-DEOXY-
• Cytosine deoxyriboside
• Deoxyribose cytidine
• dCYD
• 4-Amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
• 207121-53-7
• Desoxycytidin [German]
• Cytosine, deoxyribonucleoside
• Desoxycytidin
• Doxecitine
• d-cytidine
• 1beta-2'-Deoxyribofuranosylcytosine, d-
• 2'-Deoxycytidine monohydrate
• EINECS 213-454-1
• BRN 0087567
• 1-(2-Deoxy-beta-D-ribofuranosyl)cytosine
• 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
• DC
• CHEBI:15698
• UNII-0W860991D6
• Cytidine, 2'-deoxy-, labeled with tritium
• 0W860991D6
• Desoxycytidine
• 4-25-00-03662 (Beilstein Handbook Reference)
• Deoxycytidine;Cytosine deoxyriboside;Deoxyribose cytidine
• 4-Amino-1-(2-deoxy-beta-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone
• MFCD00006547
• 2(1H)-Pyrimidinone, 4-amino-1-(2-deoxy-beta-D-erythro-pentofuranosyl)-
• 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
• 2'-deoxy-cytidine
• 56905-41-0
• DCZ
• deoxy-Cytidine
• 2-Deoxycytidine
• 2' Deoxycytidine
• 2-deoxy-Cytidine
• 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2(1H)-one
• DOXECITINE [INN]
• DOXECITINE [USAN]
• DEOXYCYTIDINE [INCI]
• SCHEMBL23178
• 2'-dC
• CHEMBL66115
• DTXSID70883620
• CKTSBUTUHBMZGZ-SHYZEUOFSA-N
• 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
• HY-D0184
• BDBM50367094
• HG1097
• 2'-Deoxycytidine, >=99% (HPLC)
• AKOS015896791
• AC-8210
• AM83951
• DB02594
• 1-(2-Deoxy-b-D-ribofuranosyl)cytosine
• 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one
• NCGC00142493-01
• AS-14313
• BP-58643
• LS-59066
• 1-(2-deoxy-.beta.-d-ribofuranosyl)cytosine
• CS-0010105
• D3583
• MT-1621 COMPONENT 2'-DEOXYCYTIDINE
• 1-(2-Deoxy-beta-delta-ribofuranosyl)cytosine
• C00881
• EN300-6477283
• A845205
• Q422504
• 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-Cytosine
• J-700038
• BRD-K91822704-001-01-9
• 1-(2-deoxy-beta-delta-erythro-pentofuranosyl)-Cytosine
• Z3072884208
• 4-Amino-1-(2-deoxy-b-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone
• 4-amino-1-(2-deoxy-.beta.-d-erythro-pentofuranosyl)-2(1h)-pyrimidinone
• 4-Amino-1-(2-deoxy-beta-delta-erythro-pentofuranosyl)-2(1H)-pyrimidinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9389	93.89%
Caco-2	-	0.8544	85.44%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Nucleus	0.6772	67.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9593	95.93%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9862	98.62%
P-glycoprotein inhibitior	-	0.9707	97.07%
P-glycoprotein substrate	-	0.9561	95.61%
CYP3A4 substrate	-	0.5931	59.31%
CYP2C9 substrate	-	0.7855	78.55%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.9546	95.46%
CYP2C9 inhibition	-	0.9449	94.49%
CYP2C19 inhibition	-	0.9492	94.92%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.9569	95.69%
CYP2C8 inhibition	-	0.9757	97.57%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4277	42.77%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9824	98.24%
Skin irritation	-	0.8196	81.96%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.9190	91.90%
Human Ether-a-go-go-Related Gene inhibition	-	0.6564	65.64%
Micronuclear	+	1.0000	100.00%
Hepatotoxicity	+	0.7094	70.94%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.9667	96.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.6361	63.61%
Acute Oral Toxicity (c)	III	0.5952	59.52%
Estrogen receptor binding	+	0.5491	54.91%
Androgen receptor binding	+	0.8272	82.72%
Thyroid receptor binding	+	0.7962	79.62%
Glucocorticoid receptor binding	+	0.7094	70.94%
Aromatase binding	-	0.6382	63.82%
PPAR gamma	+	0.6738	67.38%
Honey bee toxicity	-	0.8880	88.80%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.7622	76.22%

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	96.83%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.07%	97.09%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	92.52%	98.46%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.09%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	90.11%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.23%	94.00%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	88.49%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.87%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.76%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.44%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.93%	99.23%
CHEMBL2581	P07339	Cathepsin D	80.00%	98.95%

Plants that contains it

• Euryale ferox
• Ginkgo biloba

Cross-Links

• PubChem: 13711
• NPASS: NPC229249
• ChEMBL: CHEMBL66115
• LOTUS: LTS0169907
• wikiData: Q422504