1,2-Bis(3,4-dihydroxyphenyl)-3-hydroxypropan-1-one

Details

• Internal ID: 32b9e3ed-89e7-432f-979f-631d5eed7f88
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 1,2-bis(3,4-dihydroxyphenyl)-3-hydroxypropan-1-one
• SMILES (Canonical): C1=CC(=C(C=C1C(CO)C(=O)C2=CC(=C(C=C2)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C(CO)C(=O)C2=CC(=C(C=C2)O)O)O)O
• InChI: InChI=1S/C15H14O6/c16-7-10(8-1-3-11(17)13(19)5-8)15(21)9-2-4-12(18)14(20)6-9/h1-6,10,16-20H,7H2
• InChI Key: KNFBTTLFJUCUIB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	-	0.8078	80.78%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8438	84.38%
OATP2B1 inhibitior	-	0.5600	56.00%
OATP1B1 inhibitior	+	0.9412	94.12%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8538	85.38%
P-glycoprotein inhibitior	-	0.9673	96.73%
P-glycoprotein substrate	-	0.9340	93.40%
CYP3A4 substrate	-	0.7251	72.51%
CYP2C9 substrate	-	0.6110	61.10%
CYP2D6 substrate	-	0.7925	79.25%
CYP3A4 inhibition	-	0.8048	80.48%
CYP2C9 inhibition	-	0.7896	78.96%
CYP2C19 inhibition	-	0.8434	84.34%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	+	0.7342	73.42%
CYP2C8 inhibition	-	0.8853	88.53%
CYP inhibitory promiscuity	-	0.6255	62.55%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7623	76.23%
Carcinogenicity (trinary)	Non-required	0.6926	69.26%
Eye corrosion	-	0.9861	98.61%
Eye irritation	+	0.9170	91.70%
Skin irritation	-	0.5564	55.64%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8616	86.16%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.6823	68.23%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8406	84.06%
Acute Oral Toxicity (c)	III	0.7554	75.54%
Estrogen receptor binding	+	0.6515	65.15%
Androgen receptor binding	+	0.6703	67.03%
Thyroid receptor binding	+	0.6463	64.63%
Glucocorticoid receptor binding	+	0.8160	81.60%
Aromatase binding	+	0.7108	71.08%
PPAR gamma	+	0.6602	66.02%
Honey bee toxicity	-	0.8867	88.67%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9495	94.95%

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	96.38%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	91.76%	100.00%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	86.37%	98.33%
CHEMBL4208	P20618	Proteasome component C5	86.00%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.45%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.43%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.13%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.63%	90.71%
CHEMBL3194	P02766	Transthyretin	83.44%	90.71%
CHEMBL2535	P11166	Glucose transporter	82.95%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.82%	96.09%

Plants that contains it

• Daphne feddei

Cross-Links

• PubChem: 163083520
• LOTUS: LTS0187209
• wikiData: Q105143386