[3-(Acetyloxymethyl)-4-(3,4-dimethoxyphenyl)-2-[(3,4-dimethoxyphenyl)methyl]butyl] acetate

Details

• Internal ID: 7f99f8ba-efc5-4fca-87e8-f1f5a80afae6
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: [3-(acetyloxymethyl)-4-(3,4-dimethoxyphenyl)-2-[(3,4-dimethoxyphenyl)methyl]butyl] acetate
• SMILES (Canonical): CC(=O)OCC(CC1=CC(=C(C=C1)OC)OC)C(CC2=CC(=C(C=C2)OC)OC)COC(=O)C
• SMILES (Isomeric): CC(=O)OCC(CC1=CC(=C(C=C1)OC)OC)C(CC2=CC(=C(C=C2)OC)OC)COC(=O)C
• InChI: InChI=1S/C26H34O8/c1-17(27)33-15-21(11-19-7-9-23(29-3)25(13-19)31-5)22(16-34-18(2)28)12-20-8-10-24(30-4)26(14-20)32-6/h7-10,13-14,21-22H,11-12,15-16H2,1-6H3
• InChI Key: NHXZFSUHPPWVEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₈
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.22536804 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.86
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.5789	57.89%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9131	91.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9687	96.87%
P-glycoprotein inhibitior	+	0.8808	88.08%
P-glycoprotein substrate	-	0.7446	74.46%
CYP3A4 substrate	-	0.5398	53.98%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8064	80.64%
CYP3A4 inhibition	-	0.5811	58.11%
CYP2C9 inhibition	+	0.6066	60.66%
CYP2C19 inhibition	+	0.6941	69.41%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	+	0.6900	69.00%
CYP2C8 inhibition	-	0.6169	61.69%
CYP inhibitory promiscuity	+	0.5514	55.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7191	71.91%
Carcinogenicity (trinary)	Non-required	0.6129	61.29%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8732	87.32%
Skin irritation	-	0.9123	91.23%
Skin corrosion	-	0.9891	98.91%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8858	88.58%
Micronuclear	-	0.6693	66.93%
Hepatotoxicity	-	0.6966	69.66%
skin sensitisation	-	0.8971	89.71%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5758	57.58%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	-	0.6896	68.96%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.8336	83.36%
Androgen receptor binding	+	0.6746	67.46%
Thyroid receptor binding	+	0.6476	64.76%
Glucocorticoid receptor binding	+	0.8150	81.50%
Aromatase binding	-	0.5092	50.92%
PPAR gamma	-	0.5236	52.36%
Honey bee toxicity	-	0.9012	90.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9970	99.70%

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	98.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.68%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.62%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	91.70%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.27%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.86%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.78%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.78%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.66%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.83%	96.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.13%	89.50%

Plants that contains it

• Araucaria angustifolia
• Justicia procumbens

Cross-Links

• PubChem: 14213269
• LOTUS: LTS0172754
• wikiData: Q104172524