5-[4-Hydroxy-4-(3-hydroxy-4,5-dimethoxyphenyl)-2,3-dimethylbutyl]-2,3-dimethoxyphenol

Details

• Internal ID: 27e600cc-fe73-4ca2-b8f8-56393434db81
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: 5-[4-hydroxy-4-(3-hydroxy-4,5-dimethoxyphenyl)-2,3-dimethylbutyl]-2,3-dimethoxyphenol
• InChI: InChI=1S/C22H30O7/c1-12(7-14-8-16(23)21(28-5)18(9-14)26-3)13(2)20(25)15-10-17(24)22(29-6)19(11-15)27-4/h8-13,20,23-25H,7H2,1-6H3
• InChI Key: SYAQUKRBBRLVBT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₇
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.19915329 g/mol
• Topological Polar Surface Area (TPSA): 97.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9679	96.79%
Caco-2	+	0.6142	61.42%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7594	75.94%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	+	0.8993	89.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5135	51.35%
P-glycoprotein inhibitior	+	0.6355	63.55%
P-glycoprotein substrate	-	0.8118	81.18%
CYP3A4 substrate	-	0.5480	54.80%
CYP2C9 substrate	+	0.5914	59.14%
CYP2D6 substrate	+	0.4706	47.06%
CYP3A4 inhibition	-	0.8034	80.34%
CYP2C9 inhibition	-	0.6517	65.17%
CYP2C19 inhibition	+	0.7669	76.69%
CYP2D6 inhibition	+	0.6201	62.01%
CYP1A2 inhibition	+	0.7632	76.32%
CYP2C8 inhibition	+	0.4676	46.76%
CYP inhibitory promiscuity	+	0.6531	65.31%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7250	72.50%
Carcinogenicity (trinary)	Non-required	0.6537	65.37%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.8323	83.23%
Skin irritation	-	0.7992	79.92%
Skin corrosion	-	0.9167	91.67%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8335	83.35%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8241	82.41%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.8385	83.85%
Acute Oral Toxicity (c)	III	0.6525	65.25%
Estrogen receptor binding	+	0.7311	73.11%
Androgen receptor binding	-	0.6039	60.39%
Thyroid receptor binding	+	0.6676	66.76%
Glucocorticoid receptor binding	+	0.6594	65.94%
Aromatase binding	+	0.5608	56.08%
PPAR gamma	+	0.6403	64.03%
Honey bee toxicity	-	0.8909	89.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	98.35%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.65%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	93.94%	90.20%
CHEMBL2581	P07339	Cathepsin D	92.59%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.04%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.93%	91.11%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	91.67%	92.68%
CHEMBL4208	P20618	Proteasome component C5	90.44%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.37%	94.45%
CHEMBL2535	P11166	Glucose transporter	88.43%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.38%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.61%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.29%	95.89%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.31%	90.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.32%	96.95%

Plants that contains it

• Kadsura philippinensis

Cross-Links

• PubChem: 162845702
• LOTUS: LTS0255522
• wikiData: Q105263450