Wyosine

Details

• Internal ID: 8c0ba2e9-85c9-4147-b152-488b9aa7b97c
• Taxonomy: Nucleosides, nucleotides, and analogues > Nucleoside and nucleotide analogues
• IUPAC Name: 3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4,6-dimethylimidazo[1,2-a]purin-9-one
• SMILES (Canonical): CC1=CN2C(=O)C3=C(N(C2=N1)C)N(C=N3)C4C(C(C(O4)CO)O)O
• SMILES (Isomeric): CC1=CN2C(=O)C3=C(N(C2=N1)C)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O
• InChI: InChI=1S/C14H17N5O5/c1-6-3-18-12(23)8-11(17(2)14(18)16-6)19(5-15-8)13-10(22)9(21)7(4-20)24-13/h3,5,7,9-10,13,20-22H,4H2,1-2H3/t7-,9-,10-,13-/m1/s1
• InChI Key: JCZSFCLRSONYLH-QYVSTXNMSA-N
• Popularity: 44 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇N₅O₅
• Molecular Weight: 335.32 g/mol
• Exact Mass: 335.12296866 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.70
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 52662-10-9
• wyosin
• 3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4,6-dimethylimidazo[1,2-a]purin-9-one
• 9H-Imidazo(1,2-a)purin-9-one, 3,4-dihydro-4,6-dimethyl-3-beta-D-ribofuranosyl-
• Yt Nucleoside
• Y Nucleoside
• 3-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-4,6-dimethyl-3H-imidazo[1,2-a]purin-9(4H)-one
• NSC628338
• Y Base 3-beta-D-ribofuranoside
• IMG
• starbld0002298
• DTXSID70200631
• CHEBI:188917
• 3-Ribofuranosyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo(1,2-a)purine
• AKOS040754434
• Q2595726
• {3H-Diimidazo[1,2-a:4',5'-d]pyrimidin-9-one,} 4,9- dihydro-4, 6-dimethyl-3-B-D-ribofuranosyl-
• 3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-4,6-dimethyl-imidazo[1,2-a]purin-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6693	66.93%
Caco-2	-	0.8689	86.89%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.4059	40.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7667	76.67%
P-glycoprotein inhibitior	-	0.8043	80.43%
P-glycoprotein substrate	-	0.8373	83.73%
CYP3A4 substrate	+	0.5692	56.92%
CYP2C9 substrate	+	0.5648	56.48%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.9840	98.40%
CYP2C9 inhibition	-	0.9357	93.57%
CYP2C19 inhibition	-	0.9417	94.17%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.7003	70.03%
CYP2C8 inhibition	-	0.8672	86.72%
CYP inhibitory promiscuity	-	0.9890	98.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5571	55.71%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9885	98.85%
Skin irritation	-	0.7811	78.11%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5723	57.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6671	66.71%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.5841	58.41%
skin sensitisation	-	0.8687	86.87%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8077	80.77%
Acute Oral Toxicity (c)	III	0.5343	53.43%
Estrogen receptor binding	+	0.5479	54.79%
Androgen receptor binding	-	0.5541	55.41%
Thyroid receptor binding	+	0.6264	62.64%
Glucocorticoid receptor binding	-	0.5716	57.16%
Aromatase binding	+	0.7989	79.89%
PPAR gamma	+	0.5494	54.94%
Honey bee toxicity	-	0.9082	90.82%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.8669	86.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.66%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.87%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.36%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	90.69%	95.93%
CHEMBL2581	P07339	Cathepsin D	90.52%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.25%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.70%	86.33%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	87.13%	80.33%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	86.09%	98.46%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.94%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.87%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.29%	93.10%
CHEMBL1937	Q92769	Histone deacetylase 2	81.89%	94.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.75%	93.65%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.67%	97.36%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 171185
• LOTUS: LTS0011237
• wikiData: Q2595726