[3,4-dihydroxy-5-(6-oxo-3H-purin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate

Details

• Internal ID: 83d4c5b2-f7b2-491c-b2ef-3b14a6863527
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleotides > Purine ribonucleotides > Purine ribonucleoside monophosphates
• IUPAC Name: [3,4-dihydroxy-5-(6-oxo-3H-purin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate
• InChI: InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)
• InChI Key: GRSZFWQUAKGDAV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃N₄O₈P
• Molecular Weight: 348.21 g/mol
• Exact Mass: 348.04710038 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -2.15
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5468	54.68%
Caco-2	-	0.9222	92.22%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5281	52.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9298	92.98%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8615	86.15%
P-glycoprotein inhibitior	-	0.8478	84.78%
P-glycoprotein substrate	-	0.8670	86.70%
CYP3A4 substrate	+	0.5381	53.81%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.9471	94.71%
CYP2C9 inhibition	-	0.9332	93.32%
CYP2C19 inhibition	-	0.9266	92.66%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	-	0.8701	87.01%
CYP2C8 inhibition	-	0.8461	84.61%
CYP inhibitory promiscuity	-	0.9654	96.54%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6023	60.23%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.7690	76.90%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.5091	50.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.7803	78.03%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.6153	61.53%
skin sensitisation	-	0.8500	85.00%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8750	87.50%
Acute Oral Toxicity (c)	III	0.6100	61.00%
Estrogen receptor binding	+	0.5620	56.20%
Androgen receptor binding	+	0.5296	52.96%
Thyroid receptor binding	+	0.5406	54.06%
Glucocorticoid receptor binding	-	0.4887	48.87%
Aromatase binding	+	0.8250	82.50%
PPAR gamma	+	0.5669	56.69%
Honey bee toxicity	-	0.7005	70.05%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.3731	37.31%

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	97.45%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	95.47%	80.33%
CHEMBL226	P30542	Adenosine A1 receptor	93.62%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	92.09%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.76%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.18%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL5957	P21589	5'-nucleotidase	85.70%	97.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.97%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.17%	91.11%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	81.58%	88.84%
CHEMBL2581	P07339	Cathepsin D	80.77%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.26%	86.92%

Plants that contains it

• Bidens campylotheca

Cross-Links

• PubChem: 797
• LOTUS: LTS0086745
• wikiData: Q105378299