hypopurin A

Details

• Internal ID: 9fd150ed-93b8-446f-a708-b9e0d494ca5b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: (1R,4S,8R,9S,12R)-9-[2-(furan-3-yl)-2-oxoethyl]-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodec-10-en-3-one
• SMILES (Canonical): CC1=CC2C3C(C1CC(=O)C4=COC=C4)(CCCC3(C(=O)O2)C)C
• SMILES (Isomeric): CC1=C[C@@H]2[C@@H]3[C@@]([C@H]1CC(=O)C4=COC=C4)(CCC[C@@]3(C(=O)O2)C)C
• InChI: InChI=1S/C20H24O4/c1-12-9-16-17-19(2,6-4-7-20(17,3)18(22)24-16)14(12)10-15(21)13-5-8-23-11-13/h5,8-9,11,14,16-17H,4,6-7,10H2,1-3H3/t14-,16+,17+,19+,20-/m0/s1
• InChI Key: PHCHZWZHTDPULA-UZKILMIQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL485667

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.7398	73.98%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7190	71.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7214	72.14%
OATP1B3 inhibitior	+	0.9010	90.10%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6964	69.64%
P-glycoprotein inhibitior	-	0.5683	56.83%
P-glycoprotein substrate	-	0.7225	72.25%
CYP3A4 substrate	+	0.6152	61.52%
CYP2C9 substrate	+	0.6129	61.29%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	+	0.6223	62.23%
CYP2C9 inhibition	-	0.8889	88.89%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.6083	60.83%
CYP2C8 inhibition	-	0.5742	57.42%
CYP inhibitory promiscuity	-	0.7530	75.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4818	48.18%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9767	97.67%
Skin irritation	+	0.5085	50.85%
Skin corrosion	-	0.8771	87.71%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7571	75.71%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5978	59.78%
skin sensitisation	-	0.8056	80.56%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6396	63.96%
Acute Oral Toxicity (c)	III	0.4810	48.10%
Estrogen receptor binding	+	0.7844	78.44%
Androgen receptor binding	+	0.5798	57.98%
Thyroid receptor binding	-	0.5577	55.77%
Glucocorticoid receptor binding	+	0.7011	70.11%
Aromatase binding	+	0.6685	66.85%
PPAR gamma	+	0.6433	64.33%
Honey bee toxicity	-	0.9277	92.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.95%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.37%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.35%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.09%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.29%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.87%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.68%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.79%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.64%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.62%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.40%	91.11%

Plants that contains it

• Hypoestes purpurea

Cross-Links

• PubChem: 11151602
• NPASS: NPC146872
• ChEMBL: CHEMBL485667
• LOTUS: LTS0095234
• wikiData: Q105208869