2',3',4',3,4-Pentahydroxychalcone

Details

• Internal ID: 88026981-6e6e-4afd-9074-61d42ba41d83
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)C2=C(C(=C(C=C2)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C=CC(=O)C2=C(C(=C(C=C2)O)O)O)O)O
• InChI: InChI=1S/C15H12O6/c16-10(9-3-6-12(18)15(21)14(9)20)4-1-8-2-5-11(17)13(19)7-8/h1-7,17-21H
• InChI Key: GSBNFGRTUCCBTK-UHFFFAOYSA-N
• Popularity: 14 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: 2.50
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• FT-0773297

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9623	96.23%
Caco-2	+	0.7992	79.92%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5982	59.82%
OATP2B1 inhibitior	-	0.5531	55.31%
OATP1B1 inhibitior	+	0.9592	95.92%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.7003	70.03%
P-glycoprotein inhibitior	-	0.9475	94.75%
P-glycoprotein substrate	-	0.9732	97.32%
CYP3A4 substrate	-	0.6772	67.72%
CYP2C9 substrate	-	0.8069	80.69%
CYP2D6 substrate	-	0.8554	85.54%
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	-	0.5804	58.04%
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	+	0.9587	95.87%
Skin irritation	+	0.6631	66.31%
Skin corrosion	-	0.8127	81.27%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8055	80.55%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.9334	93.34%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8446	84.46%
Acute Oral Toxicity (c)	III	0.7755	77.55%
Estrogen receptor binding	+	0.8657	86.57%
Androgen receptor binding	+	0.8904	89.04%
Thyroid receptor binding	+	0.6598	65.98%
Glucocorticoid receptor binding	+	0.8789	87.89%
Aromatase binding	+	0.8098	80.98%
PPAR gamma	+	0.8208	82.08%
Honey bee toxicity	-	0.9217	92.17%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
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	99.14%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.60%	91.49%
CHEMBL3194	P02766	Transthyretin	95.01%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.52%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.46%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.43%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.72%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.21%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.05%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.89%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.32%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.91%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.62%	96.00%

Plants that contains it

• Abies pindrow
• Acacia confusa
• Acacia harpophylla
• Bidens frondosa
• Bidens pilosa
• Lasthenia californica subsp. californica

Cross-Links

• PubChem: 261164
• LOTUS: LTS0266191
• wikiData: Q105017003