3-(2,4-Dihydroxy-6-methoxy-3-methylphenyl)-1-phenylpropan-1-one

Details

• Internal ID: 288397e2-7b94-413f-b137-f4059eedc9ac
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > Retro-dihydrochalcones
• IUPAC Name: 3-(2,4-dihydroxy-6-methoxy-3-methylphenyl)-1-phenylpropan-1-one
• InChI: InChI=1S/C17H18O4/c1-11-15(19)10-16(21-2)13(17(11)20)8-9-14(18)12-6-4-3-5-7-12/h3-7,10,19-20H,8-9H2,1-2H3
• InChI Key: YCEJVMYPPZNJJQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9314	93.14%
Caco-2	+	0.8464	84.64%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9118	91.18%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.8414	84.14%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8787	87.87%
BSEP inhibitior	-	0.6464	64.64%
P-glycoprotein inhibitior	-	0.7820	78.20%
P-glycoprotein substrate	-	0.8920	89.20%
CYP3A4 substrate	-	0.5172	51.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6886	68.86%
CYP3A4 inhibition	+	0.5315	53.15%
CYP2C9 inhibition	+	0.6271	62.71%
CYP2C19 inhibition	+	0.8331	83.31%
CYP2D6 inhibition	-	0.7330	73.30%
CYP1A2 inhibition	+	0.8668	86.68%
CYP2C8 inhibition	+	0.7843	78.43%
CYP inhibitory promiscuity	+	0.7155	71.55%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8034	80.34%
Carcinogenicity (trinary)	Non-required	0.7422	74.22%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.6496	64.96%
Skin irritation	-	0.7628	76.28%
Skin corrosion	-	0.8942	89.42%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6009	60.09%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	-	0.5844	58.44%
skin sensitisation	-	0.8759	87.59%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8853	88.53%
Acute Oral Toxicity (c)	III	0.7460	74.60%
Estrogen receptor binding	+	0.8240	82.40%
Androgen receptor binding	+	0.5227	52.27%
Thyroid receptor binding	-	0.5805	58.05%
Glucocorticoid receptor binding	+	0.7006	70.06%
Aromatase binding	+	0.5821	58.21%
PPAR gamma	+	0.6469	64.69%
Honey bee toxicity	-	0.9447	94.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6206	62.06%
Fish aquatic toxicity	+	0.9114	91.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.23%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.68%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	91.37%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.28%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.66%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.54%	95.50%
CHEMBL2535	P11166	Glucose transporter	89.31%	98.75%
CHEMBL4208	P20618	Proteasome component C5	89.10%	90.00%
CHEMBL2581	P07339	Cathepsin D	88.92%	98.95%
CHEMBL240	Q12809	HERG	87.47%	89.76%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.45%	93.99%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.44%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.82%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.67%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.35%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.03%	94.00%

Plants that contains it

• Calamus draco

Cross-Links

• PubChem: 46869728
• LOTUS: LTS0154718
• wikiData: Q105346224