1-[3-[(3-Acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-2,6-dihydroxy-4-methoxy-5-methylphenyl]butan-1-one

Details

• Internal ID: 15227328-ea32-494b-9bad-8c7f3afc78a7
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 1-[3-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-2,6-dihydroxy-4-methoxy-5-methylphenyl]butan-1-one
• InChI: InChI=1S/C22H26O8/c1-6-7-14(24)16-19(27)10(3)22(30-5)13(21(16)29)8-12-17(25)9(2)18(26)15(11(4)23)20(12)28/h25-29H,6-8H2,1-5H3
• InChI Key: PAJMZCLFOQIAFS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₈
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.16276778 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9402	94.02%
Caco-2	-	0.5435	54.35%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8844	88.44%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.6916	69.16%
OATP1B3 inhibitior	+	0.8543	85.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5686	56.86%
P-glycoprotein inhibitior	-	0.7100	71.00%
P-glycoprotein substrate	-	0.7805	78.05%
CYP3A4 substrate	+	0.5214	52.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7801	78.01%
CYP3A4 inhibition	-	0.5902	59.02%
CYP2C9 inhibition	-	0.5291	52.91%
CYP2C19 inhibition	+	0.5645	56.45%
CYP2D6 inhibition	-	0.6859	68.59%
CYP1A2 inhibition	+	0.7657	76.57%
CYP2C8 inhibition	-	0.6350	63.50%
CYP inhibitory promiscuity	-	0.5101	51.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7877	78.77%
Carcinogenicity (trinary)	Non-required	0.7084	70.84%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.6901	69.01%
Skin irritation	-	0.8433	84.33%
Skin corrosion	-	0.8840	88.40%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4156	41.56%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5284	52.84%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5936	59.36%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8451	84.51%
Acute Oral Toxicity (c)	III	0.6139	61.39%
Estrogen receptor binding	+	0.8555	85.55%
Androgen receptor binding	-	0.6577	65.77%
Thyroid receptor binding	-	0.6172	61.72%
Glucocorticoid receptor binding	+	0.5469	54.69%
Aromatase binding	+	0.5760	57.60%
PPAR gamma	+	0.6954	69.54%
Honey bee toxicity	-	0.9215	92.15%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5451	54.51%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.94%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.28%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.66%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.16%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.96%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.91%	96.00%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	86.65%	95.39%
CHEMBL3401	O75469	Pregnane X receptor	82.56%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.76%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.07%	94.33%

Plants that contains it

• Dryopteris hawaiiensis

Cross-Links

• PubChem: 15081412
• LOTUS: LTS0191007
• wikiData: Q105204558