4-[4-(3,4-Dimethoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol

Details

• Internal ID: 8cbd7b34-cd9b-475b-82fe-b2726dc1067d
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: 4-[4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol
• SMILES (Canonical): CC(CC1=CC(=C(C=C1)O)OC)C(C)CC2=CC(=C(C=C2)OC)OC
• SMILES (Isomeric): CC(CC1=CC(=C(C=C1)O)OC)C(C)CC2=CC(=C(C=C2)OC)OC
• InChI: InChI=1S/C21H28O4/c1-14(10-16-6-8-18(22)20(12-16)24-4)15(2)11-17-7-9-19(23-3)21(13-17)25-5/h6-9,12-15,22H,10-11H2,1-5H3
• InChI Key: NNYAKQAKXHZMKI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.8700	87.00%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8444	84.44%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.8949	89.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6483	64.83%
P-glycoprotein inhibitior	+	0.7868	78.68%
P-glycoprotein substrate	-	0.8337	83.37%
CYP3A4 substrate	-	0.6449	64.49%
CYP2C9 substrate	+	0.5965	59.65%
CYP2D6 substrate	+	0.4548	45.48%
CYP3A4 inhibition	-	0.5527	55.27%
CYP2C9 inhibition	-	0.7503	75.03%
CYP2C19 inhibition	+	0.6717	67.17%
CYP2D6 inhibition	-	0.5635	56.35%
CYP1A2 inhibition	+	0.6308	63.08%
CYP2C8 inhibition	+	0.5433	54.33%
CYP inhibitory promiscuity	-	0.5464	54.64%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7367	73.67%
Carcinogenicity (trinary)	Non-required	0.6353	63.53%
Eye corrosion	-	0.9744	97.44%
Eye irritation	-	0.8299	82.99%
Skin irritation	-	0.8209	82.09%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9177	91.77%
Micronuclear	-	0.7541	75.41%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8131	81.31%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.8082	80.82%
Acute Oral Toxicity (c)	III	0.7636	76.36%
Estrogen receptor binding	+	0.7666	76.66%
Androgen receptor binding	+	0.6696	66.96%
Thyroid receptor binding	+	0.6751	67.51%
Glucocorticoid receptor binding	+	0.6360	63.60%
Aromatase binding	+	0.7256	72.56%
PPAR gamma	+	0.7321	73.21%
Honey bee toxicity	-	0.9452	94.52%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.9950	99.50%

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	97.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	94.35%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.40%	91.11%
CHEMBL2535	P11166	Glucose transporter	90.88%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.36%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.06%	90.24%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.16%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.96%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.65%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.11%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.82%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.34%	89.62%

Plants that contains it

• Machilus thunbergii
• Myristica fragrans
• Schisandra rubriflora

Cross-Links

• PubChem: 9946108
• LOTUS: LTS0270070
• wikiData: Q105182377