Cifostodine

Details

• Internal ID: 6ae8eb0d-c310-4d92-be76-336308ff1f7b
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleotides > Cyclic pyrimidine nucleotides > 2,3-cyclic pyrimidine nucleotides
• IUPAC Name: 1-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-4-yl]-4-aminopyrimidin-2-one
• SMILES (Canonical): C1=CN(C(=O)N=C1N)C2C3C(C(O2)CO)OP(=O)(O3)O
• SMILES (Isomeric): C1=CN(C(=O)N=C1N)[C@H]2[C@H]3[C@@H]([C@H](O2)CO)OP(=O)(O3)O
• InChI: InChI=1S/C9H12N3O7P/c10-5-1-2-12(9(14)11-5)8-7-6(4(3-13)17-8)18-20(15,16)19-7/h1-2,4,6-8,13H,3H2,(H,15,16)(H2,10,11,14)/t4-,6-,7-,8-/m1/s1
• InChI Key: NMPZCCZXCOMSDQ-XVFCMESISA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂N₃O₇P
• Molecular Weight: 305.18 g/mol
• Exact Mass: 305.04128673 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: -3.30

Synonyms

• 633-90-9
• Cifostodina
• Cifostodinum
• Cytidine 2',3'-(hydrogen phosphate)
• Cifostodine [INN]
• 74B4VJV0WV
• Citidine cyclic 2',3'-(hydrogen phosphate)
• CHEBI:27652
• Cytidine-2'(&3')-monophosphate
• 1-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-4-yl]-4-aminopyrimidin-2-one
• Cifostodinum [Latin]
• cytidine 2',3'-cyclic monophosphate
• Cifostodina [Spanish]
• UNII-74B4VJV0WV
• EINECS 211-198-5
• SCHEMBL1229741
• 2',3'-cCMP
• CHEMBL2104086
• cytidine2,3-(hydrogenphosphate)
• DTXSID90212690
• 1-(4-Amino-1,2-dihydro-2-oxo-1-pyrimidinyl)ribofuransoe-2,3-cyclo(hydrogenphosphat)
• Cytidine cyclic 2',3'-(hydrogen phosphate)
• C02354
• Q27103243

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

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	91.46%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.99%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.44%	94.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	87.27%	98.46%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	86.51%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.60%	91.11%
CHEMBL3384	Q16512	Protein kinase N1	84.95%	80.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.52%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.30%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.76%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.22%	86.33%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.70%	95.48%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 68934
• LOTUS: LTS0189761
• wikiData: Q27103243