2,4,6-Trihydroxychalcone

Details

• Internal ID: 78685080-aaf0-444f-b84f-e3a78ac85653
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retrochalcones
• IUPAC Name: (E)-1-phenyl-3-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)C=CC2=C(C=C(C=C2O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)/C=C/C2=C(C=C(C=C2O)O)O
• InChI: InChI=1S/C15H12O4/c16-11-8-14(18)12(15(19)9-11)6-7-13(17)10-4-2-1-3-5-10/h1-9,16,18-19H/b7-6+
• InChI Key: JEPSZTLDPWGHPQ-VOTSOKGWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• SCHEMBL2200343

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.6742	67.42%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7711	77.11%
OATP2B1 inhibitior	-	0.6997	69.97%
OATP1B1 inhibitior	+	0.9566	95.66%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.7265	72.65%
P-glycoprotein inhibitior	-	0.9380	93.80%
P-glycoprotein substrate	-	0.9803	98.03%
CYP3A4 substrate	-	0.6919	69.19%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	+	0.7959	79.59%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.9350	93.50%
CYP2C8 inhibition	+	0.7151	71.51%
CYP inhibitory promiscuity	+	0.8559	85.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7472	74.72%
Carcinogenicity (trinary)	Non-required	0.7048	70.48%
Eye corrosion	-	0.9801	98.01%
Eye irritation	+	0.9922	99.22%
Skin irritation	+	0.6928	69.28%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8559	85.59%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.8772	87.72%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.5544	55.44%
Acute Oral Toxicity (c)	III	0.7921	79.21%
Estrogen receptor binding	+	0.9161	91.61%
Androgen receptor binding	+	0.8031	80.31%
Thyroid receptor binding	+	0.6144	61.44%
Glucocorticoid receptor binding	+	0.8334	83.34%
Aromatase binding	+	0.8183	81.83%
PPAR gamma	+	0.8587	85.87%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9906	99.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.71%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.73%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.49%	86.33%
CHEMBL3194	P02766	Transthyretin	89.12%	90.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.38%	94.62%
CHEMBL2581	P07339	Cathepsin D	84.20%	98.95%
CHEMBL2535	P11166	Glucose transporter	83.13%	98.75%

Plants that contains it

• Acacia saligna
• Citrus limon
• Helichrysum oreophilum

Cross-Links

• PubChem: 14440596
• NPASS: NPC41659
• LOTUS: LTS0200135
• wikiData: Q105126330