6-[2,4-Bis(4-hydroxyphenyl)-3-(4-methoxy-6-oxopyran-2-yl)cyclobutyl]-4-methoxypyran-2-one

Details

• Internal ID: 8a35ba65-6d45-49d6-a2c8-26f9075750d5
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[2,4-bis(4-hydroxyphenyl)-3-(4-methoxy-6-oxopyran-2-yl)cyclobutyl]-4-methoxypyran-2-one
• InChI: InChI=1S/C28H24O8/c1-33-19-11-21(35-23(31)13-19)27-25(15-3-7-17(29)8-4-15)28(22-12-20(34-2)14-24(32)36-22)26(27)16-5-9-18(30)10-6-16/h3-14,25-30H,1-2H3
• InChI Key: QJEXZLRJAZEMAB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₈
• Molecular Weight: 488.50 g/mol
• Exact Mass: 488.14711772 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8890	88.90%
Caco-2	-	0.6312	63.12%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9068	90.68%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.8213	82.13%
OATP1B3 inhibitior	+	0.8870	88.70%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6926	69.26%
P-glycoprotein inhibitior	+	0.7416	74.16%
P-glycoprotein substrate	-	0.9294	92.94%
CYP3A4 substrate	-	0.5277	52.77%
CYP2C9 substrate	-	0.5736	57.36%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.7881	78.81%
CYP2C9 inhibition	-	0.6460	64.60%
CYP2C19 inhibition	-	0.7543	75.43%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	-	0.9265	92.65%
CYP2C8 inhibition	+	0.5324	53.24%
CYP inhibitory promiscuity	-	0.6472	64.72%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8324	83.24%
Carcinogenicity (trinary)	Danger	0.4489	44.89%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.7592	75.92%
Skin irritation	-	0.7802	78.02%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4889	48.89%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.7091	70.91%
skin sensitisation	-	0.9672	96.72%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6926	69.26%
Acute Oral Toxicity (c)	III	0.6908	69.08%
Estrogen receptor binding	+	0.8336	83.36%
Androgen receptor binding	+	0.8847	88.47%
Thyroid receptor binding	+	0.6574	65.74%
Glucocorticoid receptor binding	+	0.7825	78.25%
Aromatase binding	+	0.6257	62.57%
PPAR gamma	+	0.7948	79.48%
Honey bee toxicity	-	0.8730	87.30%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9347	93.47%

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	97.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.77%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.34%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.26%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.95%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	85.90%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.45%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.59%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.39%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.66%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.53%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.98%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.99%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.29%	95.89%

Plants that contains it

• Achyrocline bogotensis

Cross-Links

• PubChem: 11752144
• LOTUS: LTS0147839
• wikiData: Q105222612