3-Hydroxy-7-[3-(3-hydroxy-2-methyl-4,5-dioxo-2,3-dihydropyrano[4,3-b]pyran-7-yl)-2,4-dimethylcyclobutyl]-2-methyl-2,3-dihydropyrano[4,3-b]pyran-4,5-dione

Details

• Internal ID: 714ae288-a92b-4769-aadc-b41abacf60d4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: 3-hydroxy-7-[3-(3-hydroxy-2-methyl-4,5-dioxo-2,3-dihydropyrano[4,3-b]pyran-7-yl)-2,4-dimethylcyclobutyl]-2-methyl-2,3-dihydropyrano[4,3-b]pyran-4,5-dione
• SMILES (Canonical): CC1C(C(C1C2=CC3=C(C(=O)C(C(O3)C)O)C(=O)O2)C)C4=CC5=C(C(=O)C(C(O5)C)O)C(=O)O4
• SMILES (Isomeric): CC1C(C(C1C2=CC3=C(C(=O)C(C(O3)C)O)C(=O)O2)C)C4=CC5=C(C(=O)C(C(O5)C)O)C(=O)O4
• InChI: InChI=1S/C24H24O10/c1-7-15(11-5-13-17(23(29)33-11)21(27)19(25)9(3)31-13)8(2)16(7)12-6-14-18(24(30)34-12)22(28)20(26)10(4)32-14/h5-10,15-16,19-20,25-26H,1-4H3
• InChI Key: IPYJWIYWCDSWTJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₀
• Molecular Weight: 472.40 g/mol
• Exact Mass: 472.13694696 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9145	91.45%
Caco-2	-	0.7725	77.25%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8167	81.67%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9086	90.86%
OATP1B3 inhibitior	-	0.2251	22.51%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7899	78.99%
P-glycoprotein inhibitior	+	0.6984	69.84%
P-glycoprotein substrate	-	0.8325	83.25%
CYP3A4 substrate	-	0.5951	59.51%
CYP2C9 substrate	+	0.5971	59.71%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.9167	91.67%
CYP2C9 inhibition	-	0.6740	67.40%
CYP2C19 inhibition	-	0.9280	92.80%
CYP2D6 inhibition	-	0.9695	96.95%
CYP1A2 inhibition	-	0.7968	79.68%
CYP2C8 inhibition	-	0.9309	93.09%
CYP inhibitory promiscuity	-	0.8515	85.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4956	49.56%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.6716	67.16%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7112	71.12%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9168	91.68%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5492	54.92%
Acute Oral Toxicity (c)	III	0.4683	46.83%
Estrogen receptor binding	+	0.7206	72.06%
Androgen receptor binding	+	0.7517	75.17%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6815	68.15%
Aromatase binding	+	0.5955	59.55%
PPAR gamma	+	0.7072	70.72%
Honey bee toxicity	-	0.8889	88.89%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9696	96.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.04%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.80%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.92%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.52%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.46%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	81.95%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.14%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 22297986
• LOTUS: LTS0182377
• wikiData: Q105117586