4'-O-Methyldavidigenin

Details

• Internal ID: 256428d1-02fb-47d6-953b-26c4641d3bc3
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 1-(2-hydroxy-4-methoxyphenyl)-3-(4-hydroxyphenyl)propan-1-one
• InChI: InChI=1S/C16H16O4/c1-20-13-7-8-14(16(19)10-13)15(18)9-4-11-2-5-12(17)6-3-11/h2-3,5-8,10,17,19H,4,9H2,1H3
• InChI Key: MEZSKKITJGNMJJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 65428-04-8
• 1-(2-hydroxy-4-methoxyphenyl)-3-(4-hydroxyphenyl)propan-1-one
• CHEMBL490352
• SCHEMBL2875989
• DTXSID40376610
• CHEBI:180157
• LMPK12120453
• FT-0758569
• 1-Propanone,1-(2-hydroxy-4-methoxyphenyl)-3-(4-hydroxyphenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9694	96.94%
Caco-2	+	0.9065	90.65%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.9515	95.15%
OATP2B1 inhibitior	-	0.5835	58.35%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5882	58.82%
P-glycoprotein inhibitior	-	0.8957	89.57%
P-glycoprotein substrate	-	0.7691	76.91%
CYP3A4 substrate	-	0.5450	54.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7565	75.65%
CYP3A4 inhibition	-	0.5953	59.53%
CYP2C9 inhibition	+	0.7945	79.45%
CYP2C19 inhibition	+	0.9673	96.73%
CYP2D6 inhibition	-	0.7292	72.92%
CYP1A2 inhibition	+	0.9596	95.96%
CYP2C8 inhibition	+	0.7447	74.47%
CYP inhibitory promiscuity	+	0.7161	71.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7365	73.65%
Carcinogenicity (trinary)	Non-required	0.6678	66.78%
Eye corrosion	-	0.9755	97.55%
Eye irritation	+	0.9709	97.09%
Skin irritation	-	0.7101	71.01%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7245	72.45%
Micronuclear	-	0.5782	57.82%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7398	73.98%
Acute Oral Toxicity (c)	III	0.6317	63.17%
Estrogen receptor binding	+	0.8689	86.89%
Androgen receptor binding	+	0.7795	77.95%
Thyroid receptor binding	+	0.5722	57.22%
Glucocorticoid receptor binding	+	0.7276	72.76%
Aromatase binding	+	0.7672	76.72%
PPAR gamma	+	0.8063	80.63%
Honey bee toxicity	-	0.8717	87.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8892	88.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL4208	P20618	Proteasome component C5	94.18%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.80%	99.17%
CHEMBL2535	P11166	Glucose transporter	91.61%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.18%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.68%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.12%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.12%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.53%	99.15%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.18%	94.00%

Plants that contains it

• Viburnum davidii

Cross-Links

• PubChem: 2762958
• LOTUS: LTS0007011
• wikiData: Q82165507