2',4,5'-Trihydroxy-4'-methoxychalcone

Details

• Internal ID: ad479b9c-95c7-4ed0-a074-1359f91faca8
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-1-(2,5-dihydroxy-4-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=C(C=C(C(=C1)O)C(=O)C=CC2=CC=C(C=C2)O)O
• SMILES (Isomeric): COC1=C(C=C(C(=C1)O)C(=O)/C=C/C2=CC=C(C=C2)O)O
• InChI: InChI=1S/C16H14O5/c1-21-16-9-14(19)12(8-15(16)20)13(18)7-4-10-2-5-11(17)6-3-10/h2-9,17,19-20H,1H3/b7-4+
• InChI Key: HKQPOSPMZXAUSA-QPJJXVBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.7115	71.15%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8038	80.38%
OATP2B1 inhibitior	-	0.5754	57.54%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9845	98.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5160	51.60%
P-glycoprotein inhibitior	-	0.8510	85.10%
P-glycoprotein substrate	-	0.9227	92.27%
CYP3A4 substrate	-	0.5840	58.40%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	-	0.7043	70.43%
CYP2C9 inhibition	+	0.6209	62.09%
CYP2C19 inhibition	+	0.8353	83.53%
CYP2D6 inhibition	-	0.8972	89.72%
CYP1A2 inhibition	+	0.9179	91.79%
CYP2C8 inhibition	+	0.7861	78.61%
CYP inhibitory promiscuity	+	0.7564	75.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7625	76.25%
Carcinogenicity (trinary)	Non-required	0.5778	57.78%
Eye corrosion	-	0.9408	94.08%
Eye irritation	+	0.8754	87.54%
Skin irritation	-	0.5328	53.28%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7903	79.03%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.7394	73.94%
skin sensitisation	-	0.7515	75.15%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.4729	47.29%
Acute Oral Toxicity (c)	III	0.5095	50.95%
Estrogen receptor binding	+	0.8156	81.56%
Androgen receptor binding	+	0.6710	67.10%
Thyroid receptor binding	+	0.5663	56.63%
Glucocorticoid receptor binding	+	0.8518	85.18%
Aromatase binding	+	0.8408	84.08%
PPAR gamma	+	0.7280	72.80%
Honey bee toxicity	-	0.8859	88.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9812	98.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	96.22%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.34%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.99%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.70%	96.09%
CHEMBL2535	P11166	Glucose transporter	90.53%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.34%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.60%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.57%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.91%	95.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.75%	89.62%
CHEMBL2581	P07339	Cathepsin D	82.50%	98.95%
CHEMBL4208	P20618	Proteasome component C5	82.08%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.19%	89.00%

Plants that contains it

• Dalbergia odorifera

Cross-Links

• PubChem: 25155259
• NPASS: NPC14092
• LOTUS: LTS0074976
• wikiData: Q105029870