1-[3-[(3-acetyl-2,4-dihydroxy-6-methoxy-5-methylphenyl)methyl]-2,4,6-trihydroxy-5-[(2R)-2-hydroxy-3-methylbut-3-enyl]phenyl]butan-1-one

Details

• Internal ID: 5e167f02-4950-4107-b4e3-4b4202b7950c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 1-[3-[(3-acetyl-2,4-dihydroxy-6-methoxy-5-methylphenyl)methyl]-2,4,6-trihydroxy-5-[(2R)-2-hydroxy-3-methylbut-3-enyl]phenyl]butan-1-one
• InChI: InChI=1S/C26H32O9/c1-7-8-17(28)20-23(32)14(22(31)15(24(20)33)10-18(29)11(2)3)9-16-25(34)19(13(5)27)21(30)12(4)26(16)35-6/h18,29-34H,2,7-10H2,1,3-6H3/t18-/m1/s1
• InChI Key: AELVJBIXVGTXMM-GOSISDBHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₉
• Molecular Weight: 488.50 g/mol
• Exact Mass: 488.20463259 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	-	0.7093	70.93%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	0.5742	57.42%
OATP1B1 inhibitior	+	0.7316	73.16%
OATP1B3 inhibitior	+	0.8874	88.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6690	66.90%
P-glycoprotein inhibitior	-	0.5902	59.02%
P-glycoprotein substrate	-	0.5986	59.86%
CYP3A4 substrate	+	0.5949	59.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7820	78.20%
CYP3A4 inhibition	+	0.6929	69.29%
CYP2C9 inhibition	-	0.6434	64.34%
CYP2C19 inhibition	+	0.5717	57.17%
CYP2D6 inhibition	-	0.7698	76.98%
CYP1A2 inhibition	+	0.5884	58.84%
CYP2C8 inhibition	+	0.4925	49.25%
CYP inhibitory promiscuity	-	0.5493	54.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8155	81.55%
Carcinogenicity (trinary)	Non-required	0.7612	76.12%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.7090	70.90%
Skin irritation	-	0.7710	77.10%
Skin corrosion	-	0.9033	90.33%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4308	43.08%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7925	79.25%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8758	87.58%
Acute Oral Toxicity (c)	III	0.4260	42.60%
Estrogen receptor binding	+	0.7949	79.49%
Androgen receptor binding	-	0.6246	62.46%
Thyroid receptor binding	+	0.5316	53.16%
Glucocorticoid receptor binding	+	0.6766	67.66%
Aromatase binding	+	0.6651	66.51%
PPAR gamma	+	0.5308	53.08%
Honey bee toxicity	-	0.8111	81.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.13%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.06%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.97%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.92%	99.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.09%	92.68%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.29%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.62%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.00%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.20%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.92%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.50%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.02%	98.75%

Plants that contains it

• Mallotus japonicus

Cross-Links

• PubChem: 163081880
• LOTUS: LTS0167254
• wikiData: Q104910139