tiegusanin N

Details

• Internal ID: 581816ad-df47-4f82-8af1-737be7ad14fd
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: 5-[4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,2,3-trimethoxybenzene
• SMILES (Canonical): CC(CC1=CC(=C(C=C1)OC)OC)C(C)CC2=CC(=C(C(=C2)OC)OC)OC
• SMILES (Isomeric): CC(CC1=CC(=C(C=C1)OC)OC)C(C)CC2=CC(=C(C(=C2)OC)OC)OC
• InChI: InChI=1S/C23H32O5/c1-15(10-17-8-9-19(24-3)20(12-17)25-4)16(2)11-18-13-21(26-5)23(28-7)22(14-18)27-6/h8-9,12-16H,10-11H2,1-7H3
• InChI Key: SDTABXKGPYKKJI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₅
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.22497412 g/mol
• Topological Polar Surface Area (TPSA): 46.20 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

• CHEMBL556989
• 5-[4-(3,4-dimethoxyphenyl)-2,3-dimethyl-butyl]-1,2,3-trimethoxy-benzene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.9052	90.52%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7904	79.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9318	93.18%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8344	83.44%
P-glycoprotein inhibitior	+	0.8800	88.00%
P-glycoprotein substrate	-	0.7357	73.57%
CYP3A4 substrate	-	0.6055	60.55%
CYP2C9 substrate	+	0.5890	58.90%
CYP2D6 substrate	+	0.4546	45.46%
CYP3A4 inhibition	-	0.5419	54.19%
CYP2C9 inhibition	-	0.8648	86.48%
CYP2C19 inhibition	+	0.6165	61.65%
CYP2D6 inhibition	-	0.7034	70.34%
CYP1A2 inhibition	+	0.8128	81.28%
CYP2C8 inhibition	+	0.6199	61.99%
CYP inhibitory promiscuity	+	0.6714	67.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7450	74.50%
Carcinogenicity (trinary)	Non-required	0.5703	57.03%
Eye corrosion	-	0.9646	96.46%
Eye irritation	-	0.7220	72.20%
Skin irritation	-	0.8520	85.20%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9071	90.71%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.5216	52.16%
skin sensitisation	-	0.8263	82.63%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.7837	78.37%
Acute Oral Toxicity (c)	III	0.6952	69.52%
Estrogen receptor binding	+	0.7292	72.92%
Androgen receptor binding	-	0.5818	58.18%
Thyroid receptor binding	+	0.6202	62.02%
Glucocorticoid receptor binding	+	0.6206	62.06%
Aromatase binding	+	0.5283	52.83%
PPAR gamma	+	0.6070	60.70%
Honey bee toxicity	-	0.8727	87.27%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	96.59%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	94.41%	90.20%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL2535	P11166	Glucose transporter	90.95%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.12%	99.17%
CHEMBL5747	Q92793	CREB-binding protein	87.89%	95.12%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.42%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.26%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.16%	94.45%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.58%	92.68%
CHEMBL4208	P20618	Proteasome component C5	83.60%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.45%	89.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.11%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.74%	95.89%

Plants that contains it

• Schisandra propinqua

Cross-Links

• PubChem: 44179428
• LOTUS: LTS0027995
• wikiData: Q105250822