3-(3,4-Dihydroxyphenyl)-1-(3,4,5-trihydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: fbdba4d1-7765-44c5-b8ba-0fabd7a60989
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-1-(3,4,5-trihydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C=CC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
• InChI: InChI=1S/C15H12O6/c16-10(9-6-13(19)15(21)14(20)7-9)3-1-8-2-4-11(17)12(18)5-8/h1-7,17-21H
• InChI Key: UXMSXTSYAWPJNB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9623	96.23%
Caco-2	+	0.6932	69.32%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5982	59.82%
OATP2B1 inhibitior	-	0.5585	55.85%
OATP1B1 inhibitior	+	0.9358	93.58%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.6442	64.42%
P-glycoprotein inhibitior	-	0.9371	93.71%
P-glycoprotein substrate	-	0.9727	97.27%
CYP3A4 substrate	-	0.6706	67.06%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8159	81.59%
CYP3A4 inhibition	+	0.6787	67.87%
CYP2C9 inhibition	+	0.5111	51.11%
CYP2C19 inhibition	-	0.8768	87.68%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	+	0.8928	89.28%
CYP2C8 inhibition	+	0.5869	58.69%
CYP inhibitory promiscuity	+	0.6625	66.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8023	80.23%
Carcinogenicity (trinary)	Non-required	0.6207	62.07%
Eye corrosion	-	0.9801	98.01%
Eye irritation	+	0.9510	95.10%
Skin irritation	+	0.6631	66.31%
Skin corrosion	-	0.8127	81.27%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7867	78.67%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.9334	93.34%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8751	87.51%
Acute Oral Toxicity (c)	III	0.7755	77.55%
Estrogen receptor binding	+	0.8791	87.91%
Androgen receptor binding	+	0.9100	91.00%
Thyroid receptor binding	+	0.6051	60.51%
Glucocorticoid receptor binding	+	0.8834	88.34%
Aromatase binding	+	0.7693	76.93%
PPAR gamma	+	0.7869	78.69%
Honey bee toxicity	-	0.9319	93.19%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	99.25%	91.11%
CHEMBL3194	P02766	Transthyretin	96.82%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	96.36%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.21%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.25%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.90%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.83%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.80%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.41%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.36%	90.71%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	80.19%	83.65%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.11%	95.50%

Plants that contains it

• Albizia adianthifolia

Cross-Links

• PubChem: 162889855
• LOTUS: LTS0011385
• wikiData: Q105280916