3-Methylcytidine

Details

• Internal ID: ed7adc3a-54e2-4e09-a527-a274ab7659e4
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleosides
• IUPAC Name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-imino-3-methylpyrimidin-2-one
• InChI: InChI=1S/C10H15N3O5/c1-12-6(11)2-3-13(10(12)17)9-8(16)7(15)5(4-14)18-9/h2-3,5,7-9,11,14-16H,4H2,1H3/t5-,7-,8-,9-/m1/s1
• InChI Key: RDPUKVRQKWBSPK-ZOQUXTDFSA-N
• Popularity: 158 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₅N₃O₅
• Molecular Weight: 257.24 g/mol
• Exact Mass: 257.10117059 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.72
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 2140-64-9
• Cytidine, 3-methyl-
• CHEBI:20129
• 3-methyl-4,N(4)-didehydro-3,4-dihydrocytidine
• 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-imino-3-methylpyrimidin-2-one
• 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-4-imino-3-methyl-3,4-dihydropyrimidin-2(1H)-one
• starbld0000743
• SCHEMBL40872
• CHEMBL1162278
• MS-23623
• PD102291
• HY-111645
• CS-0089199
• 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-imino-3-methyl-1,2,3,4-tetrahydropyrimidin-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7204	72.04%
Caco-2	-	0.8258	82.58%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4264	42.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9214	92.14%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9693	96.93%
P-glycoprotein inhibitior	-	0.9243	92.43%
P-glycoprotein substrate	-	0.9265	92.65%
CYP3A4 substrate	-	0.5350	53.50%
CYP2C9 substrate	-	0.5965	59.65%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.9634	96.34%
CYP2C9 inhibition	-	0.9392	93.92%
CYP2C19 inhibition	-	0.9281	92.81%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.8142	81.42%
CYP2C8 inhibition	-	0.9793	97.93%
CYP inhibitory promiscuity	-	0.9788	97.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5878	58.78%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9941	99.41%
Skin irritation	-	0.7833	78.33%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5916	59.16%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.6448	64.48%
skin sensitisation	-	0.8424	84.24%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.6961	69.61%
Acute Oral Toxicity (c)	III	0.6949	69.49%
Estrogen receptor binding	-	0.6547	65.47%
Androgen receptor binding	+	0.6841	68.41%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5591	55.91%
Aromatase binding	-	0.6146	61.46%
PPAR gamma	-	0.5403	54.03%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.8870	88.70%

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	97.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.59%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	93.23%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.74%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.87%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.01%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.90%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.64%	86.33%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	80.57%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14237477
• LOTUS: LTS0039064
• wikiData: Q15632789