9-[(2E)-3,7-dimethylocta-2,6-dienyl]-3-methyl-7H-purine-2,6,8-trione

Details

• Internal ID: ea2fde70-716e-4f20-9e29-4d1337ee7871
• Taxonomy: Organoheterocyclic compounds > Imidazopyrimidines > Purines and purine derivatives > Xanthines
• IUPAC Name: 9-[(2E)-3,7-dimethylocta-2,6-dienyl]-3-methyl-7H-purine-2,6,8-trione
• SMILES (Canonical): CC(=CCCC(=CCN1C2=C(C(=O)NC(=O)N2C)NC1=O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CN1C2=C(C(=O)NC(=O)N2C)NC1=O)/C)C
• InChI: InChI=1S/C16H22N4O3/c1-10(2)6-5-7-11(3)8-9-20-14-12(17-16(20)23)13(21)18-15(22)19(14)4/h6,8H,5,7,9H2,1-4H3,(H,17,23)(H,18,21,22)/b11-8+
• InChI Key: BTFUWYCAQYPMPS-DHZHZOJOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂N₄O₃
• Molecular Weight: 318.37 g/mol
• Exact Mass: 318.16919058 g/mol
• Topological Polar Surface Area (TPSA): 81.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	-	0.5788	57.88%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7293	72.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9256	92.56%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6100	61.00%
P-glycoprotein inhibitior	-	0.7345	73.45%
P-glycoprotein substrate	-	0.8000	80.00%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.7321	73.21%
CYP2C9 inhibition	-	0.7192	71.92%
CYP2C19 inhibition	-	0.8483	84.83%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.5076	50.76%
CYP2C8 inhibition	-	0.9551	95.51%
CYP inhibitory promiscuity	-	0.8459	84.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6825	68.25%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9702	97.02%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5064	50.64%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5647	56.47%
skin sensitisation	-	0.8701	87.01%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4650	46.50%
Acute Oral Toxicity (c)	III	0.4977	49.77%
Estrogen receptor binding	-	0.6586	65.86%
Androgen receptor binding	-	0.6302	63.02%
Thyroid receptor binding	-	0.5464	54.64%
Glucocorticoid receptor binding	+	0.6406	64.06%
Aromatase binding	-	0.5967	59.67%
PPAR gamma	+	0.5511	55.11%
Honey bee toxicity	-	0.8703	87.03%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9799	97.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL255	P29275	Adenosine A2b receptor	98.50%	98.59%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.95%	92.08%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.46%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.92%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.18%	90.08%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.59%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	84.11%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.31%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	82.87%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46909977
• LOTUS: LTS0060043
• wikiData: Q77513318