6-[2-(3,4-Dihydroxyphenyl)ethenyl]-3-[1-(3,4-dihydroxyphenyl)-3-oxobut-1-en-2-yl]-4-hydroxypyran-2-one

Details

• Internal ID: 6e2ee925-0bd5-408d-8e42-4480c605806e
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: 6-[2-(3,4-dihydroxyphenyl)ethenyl]-3-[1-(3,4-dihydroxyphenyl)-3-oxobut-1-en-2-yl]-4-hydroxypyran-2-one
• InChI: InChI=1S/C23H18O8/c1-12(24)16(8-14-4-7-18(26)20(28)10-14)22-21(29)11-15(31-23(22)30)5-2-13-3-6-17(25)19(27)9-13/h2-11,25-29H,1H3
• InChI Key: DLJCBBHVLOHCCV-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₁₈O₈
• Molecular Weight: 422.40 g/mol
• Exact Mass: 422.10016753 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9035	90.35%
Caco-2	-	0.8487	84.87%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7834	78.34%
OATP2B1 inhibitior	+	0.5748	57.48%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9751	97.51%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8329	83.29%
P-glycoprotein inhibitior	-	0.5514	55.14%
P-glycoprotein substrate	-	0.8854	88.54%
CYP3A4 substrate	-	0.5147	51.47%
CYP2C9 substrate	+	0.6184	61.84%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.9005	90.05%
CYP2C9 inhibition	+	0.6535	65.35%
CYP2C19 inhibition	-	0.5309	53.09%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.7502	75.02%
CYP2C8 inhibition	-	0.6018	60.18%
CYP inhibitory promiscuity	-	0.5993	59.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8911	89.11%
Carcinogenicity (trinary)	Non-required	0.5857	58.57%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8165	81.65%
Skin irritation	-	0.6154	61.54%
Skin corrosion	-	0.8682	86.82%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4136	41.36%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.6649	66.49%
skin sensitisation	-	0.6776	67.76%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6506	65.06%
Acute Oral Toxicity (c)	III	0.4506	45.06%
Estrogen receptor binding	+	0.8770	87.70%
Androgen receptor binding	+	0.9324	93.24%
Thyroid receptor binding	+	0.5317	53.17%
Glucocorticoid receptor binding	+	0.8244	82.44%
Aromatase binding	+	0.5926	59.26%
PPAR gamma	+	0.8115	81.15%
Honey bee toxicity	-	0.8946	89.46%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	99.29%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.43%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.69%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.87%	86.33%
CHEMBL3194	P02766	Transthyretin	91.89%	90.71%
CHEMBL2581	P07339	Cathepsin D	90.61%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.38%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.90%	91.38%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.28%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.62%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.43%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76184090
• LOTUS: LTS0239539
• wikiData: Q103818494