1-[3-[(3-Acetyl-4,6-dihydroxy-2-methoxy-5-methylphenyl)methyl]-2,4-dihydroxy-6-methoxyphenyl]ethanone

Details

• Internal ID: db546094-772d-4493-8847-38a370337359
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 1-[3-[(5-acetyl-2,4-dihydroxy-6-methoxy-3-methylphenyl)methyl]-2,4-dihydroxy-6-methoxyphenyl]ethanone
• InChI: InChI=1S/C20H22O8/c1-8-17(24)12(20(28-5)16(10(3)22)18(8)25)6-11-13(23)7-14(27-4)15(9(2)21)19(11)26/h7,23-26H,6H2,1-5H3
• InChI Key: HDXIOGOJXSHOIE-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₈
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.13146766 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9575	95.75%
Caco-2	+	0.6159	61.59%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8455	84.55%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.7880	78.80%
OATP1B3 inhibitior	-	0.3287	32.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5754	57.54%
P-glycoprotein inhibitior	-	0.7590	75.90%
P-glycoprotein substrate	-	0.8103	81.03%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7801	78.01%
CYP3A4 inhibition	-	0.7560	75.60%
CYP2C9 inhibition	-	0.7767	77.67%
CYP2C19 inhibition	-	0.5287	52.87%
CYP2D6 inhibition	-	0.7869	78.69%
CYP1A2 inhibition	+	0.5789	57.89%
CYP2C8 inhibition	+	0.4774	47.74%
CYP inhibitory promiscuity	+	0.5488	54.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7688	76.88%
Carcinogenicity (trinary)	Non-required	0.7366	73.66%
Eye corrosion	-	0.9805	98.05%
Eye irritation	+	0.6161	61.61%
Skin irritation	-	0.8505	85.05%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4204	42.04%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5281	52.81%
skin sensitisation	-	0.8867	88.67%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8789	87.89%
Acute Oral Toxicity (c)	III	0.6686	66.86%
Estrogen receptor binding	+	0.8507	85.07%
Androgen receptor binding	-	0.5210	52.10%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6670	66.70%
Aromatase binding	+	0.5239	52.39%
PPAR gamma	+	0.6255	62.55%
Honey bee toxicity	-	0.9208	92.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6651	66.51%
Fish aquatic toxicity	+	0.9810	98.10%

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	96.04%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.32%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.82%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.55%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.99%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.69%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.67%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.29%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.56%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.31%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	85.10%	94.73%
CHEMBL2581	P07339	Cathepsin D	84.84%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.28%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	81.89%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.58%	95.56%
CHEMBL2535	P11166	Glucose transporter	80.11%	98.75%

Plants that contains it

• Euphorbia ebracteolata

Cross-Links

• PubChem: 129835770
• LOTUS: LTS0212249
• wikiData: Q105026640