1,5-Bis(3,4-dihydroxyphenyl)pentane-1,4-dione

Details

• Internal ID: 4d513c33-dcb2-4725-a845-b8b364c55c76
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1,5-bis(3,4-dihydroxyphenyl)pentane-1,4-dione
• SMILES (Canonical): C1=CC(=C(C=C1CC(=O)CCC(=O)C2=CC(=C(C=C2)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CC(=O)CCC(=O)C2=CC(=C(C=C2)O)O)O)O
• InChI: InChI=1S/C17H16O6/c18-12(7-10-1-4-14(20)16(22)8-10)3-6-13(19)11-2-5-15(21)17(23)9-11/h1-2,4-5,8-9,20-23H,3,6-7H2
• InChI Key: YSYPZDDDDSUFHB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• 1257411-15-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8308	83.08%
Caco-2	-	0.5883	58.83%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9292	92.92%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.9426	94.26%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5478	54.78%
P-glycoprotein inhibitior	-	0.8576	85.76%
P-glycoprotein substrate	-	0.9472	94.72%
CYP3A4 substrate	-	0.6357	63.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7215	72.15%
CYP3A4 inhibition	-	0.6929	69.29%
CYP2C9 inhibition	+	0.6451	64.51%
CYP2C19 inhibition	-	0.5063	50.63%
CYP2D6 inhibition	-	0.8330	83.30%
CYP1A2 inhibition	+	0.6550	65.50%
CYP2C8 inhibition	+	0.5185	51.85%
CYP inhibitory promiscuity	-	0.8169	81.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7676	76.76%
Carcinogenicity (trinary)	Non-required	0.6355	63.55%
Eye corrosion	-	0.9816	98.16%
Eye irritation	+	0.6106	61.06%
Skin irritation	-	0.6531	65.31%
Skin corrosion	-	0.8692	86.92%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4671	46.71%
Micronuclear	-	0.5882	58.82%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6568	65.68%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6248	62.48%
Acute Oral Toxicity (c)	III	0.8138	81.38%
Estrogen receptor binding	+	0.7803	78.03%
Androgen receptor binding	+	0.7185	71.85%
Thyroid receptor binding	-	0.5943	59.43%
Glucocorticoid receptor binding	+	0.6029	60.29%
Aromatase binding	+	0.5268	52.68%
PPAR gamma	+	0.7677	76.77%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9795	97.95%

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	96.99%	91.11%
CHEMBL4208	P20618	Proteasome component C5	90.91%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.51%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.39%	90.24%
CHEMBL2581	P07339	Cathepsin D	86.99%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.29%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.75%	96.95%
CHEMBL3194	P02766	Transthyretin	84.01%	90.71%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	83.93%	88.33%
CHEMBL221	P23219	Cyclooxygenase-1	83.02%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.61%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.23%	95.50%
CHEMBL2535	P11166	Glucose transporter	81.21%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.75%	96.09%

Plants that contains it

• Curculigo breviscapa

Cross-Links

• PubChem: 155291512
• LOTUS: LTS0015148
• wikiData: Q105361181