[(2R,3R)-4-acetyloxy-3-[(4-acetyloxy-3-methoxyphenyl)methyl]-2-[(3,4-dimethoxyphenyl)methyl]butyl] acetate

Details

• Internal ID: 62966519-c3cf-4f81-9f1a-5ddda309dafc
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: [(2R,3R)-4-acetyloxy-3-[(4-acetyloxy-3-methoxyphenyl)methyl]-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(=O)C)OC)COC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@H](CC1=CC(=C(C=C1)OC)OC)[C@@H](CC2=CC(=C(C=C2)OC(=O)C)OC)COC(=O)C
• InChI: InChI=1S/C27H34O9/c1-17(28)34-15-22(11-20-7-9-24(31-4)26(13-20)32-5)23(16-35-18(2)29)12-21-8-10-25(36-19(3)30)27(14-21)33-6/h7-10,13-14,22-23H,11-12,15-16H2,1-6H3/t22-,23-/m0/s1
• InChI Key: BLNCFADYDWRVJH-GOTSBHOMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₉
• Molecular Weight: 502.60 g/mol
• Exact Mass: 502.22028266 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 9
• 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	+	0.5103	51.03%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9131	91.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9824	98.24%
P-glycoprotein inhibitior	+	0.9048	90.48%
P-glycoprotein substrate	-	0.6480	64.80%
CYP3A4 substrate	-	0.5117	51.17%
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	+	0.4648	46.48%
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	-	0.8935	89.35%
Skin irritation	-	0.9123	91.23%
Skin corrosion	-	0.9891	98.91%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8763	87.63%
Micronuclear	-	0.6693	66.93%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8971	89.71%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5758	57.58%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	-	0.6708	67.08%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.7928	79.28%
Androgen receptor binding	+	0.6724	67.24%
Thyroid receptor binding	+	0.6053	60.53%
Glucocorticoid receptor binding	+	0.8628	86.28%
Aromatase binding	-	0.5565	55.65%
PPAR gamma	+	0.5209	52.09%
Honey bee toxicity	-	0.7708	77.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
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	97.54%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.21%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.75%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.68%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	91.42%	90.20%
CHEMBL2535	P11166	Glucose transporter	90.80%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.52%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.36%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.96%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.25%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.12%	85.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.80%	89.50%

Plants that contains it

• Araucaria angustifolia

Cross-Links

• PubChem: 162820167
• LOTUS: LTS0002060
• wikiData: Q104938069