6,6-bis(3,4-dihydroxyphenyl)-2H-pyran-5-one

Details

• Internal ID: a778220f-bcfa-4fba-a3a4-792cdf2565bb
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 6,6-bis(3,4-dihydroxyphenyl)-2H-pyran-5-one
• SMILES (Canonical): C1C=CC(=O)C(O1)(C2=CC(=C(C=C2)O)O)C3=CC(=C(C=C3)O)O
• SMILES (Isomeric): C1C=CC(=O)C(O1)(C2=CC(=C(C=C2)O)O)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C17H14O6/c18-12-5-3-10(8-14(12)20)17(16(22)2-1-7-23-17)11-4-6-13(19)15(21)9-11/h1-6,8-9,18-21H,7H2
• InChI Key: WWZGUKTVRBFEGY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9516	95.16%
Caco-2	-	0.7087	70.87%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8675	86.75%
OATP2B1 inhibitior	-	0.5710	57.10%
OATP1B1 inhibitior	+	0.9539	95.39%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7018	70.18%
P-glycoprotein inhibitior	-	0.8913	89.13%
P-glycoprotein substrate	-	0.9621	96.21%
CYP3A4 substrate	-	0.5725	57.25%
CYP2C9 substrate	+	0.6019	60.19%
CYP2D6 substrate	-	0.8444	84.44%
CYP3A4 inhibition	-	0.6155	61.55%
CYP2C9 inhibition	+	0.6508	65.08%
CYP2C19 inhibition	-	0.5876	58.76%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.6541	65.41%
CYP2C8 inhibition	-	0.9395	93.95%
CYP inhibitory promiscuity	+	0.6394	63.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5883	58.83%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.9888	98.88%
Skin irritation	-	0.7022	70.22%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8970	89.70%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7222	72.22%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.6601	66.01%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.8963	89.63%
Androgen receptor binding	+	0.7392	73.92%
Thyroid receptor binding	+	0.7002	70.02%
Glucocorticoid receptor binding	+	0.9239	92.39%
Aromatase binding	+	0.8529	85.29%
PPAR gamma	+	0.7602	76.02%
Honey bee toxicity	-	0.8326	83.26%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9663	96.63%

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	99.24%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.58%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.05%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.38%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.22%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.09%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.89%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.90%	90.00%

Plants that contains it

• Curculigo breviscapa

Cross-Links

• PubChem: 163043216
• LOTUS: LTS0026134
• wikiData: Q105314448