[(2R,3R)-3-(acetyloxymethyl)-2-(1,3-benzodioxol-5-ylmethyl)-4-(3,4-dimethoxyphenyl)butyl] acetate

Details

• Internal ID: e9872839-07ee-4abb-adf7-989fe53d333d
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: [(2R,3R)-3-(acetyloxymethyl)-2-(1,3-benzodioxol-5-ylmethyl)-4-(3,4-dimethoxyphenyl)butyl] acetate
• SMILES (Canonical): CC(=O)OCC(CC1=CC2=C(C=C1)OCO2)C(CC3=CC(=C(C=C3)OC)OC)COC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@H](CC1=CC2=C(C=C1)OCO2)[C@@H](CC3=CC(=C(C=C3)OC)OC)COC(=O)C
• InChI: InChI=1S/C25H30O8/c1-16(26)30-13-20(9-18-5-7-22(28-3)24(11-18)29-4)21(14-31-17(2)27)10-19-6-8-23-25(12-19)33-15-32-23/h5-8,11-12,20-21H,9-10,13-15H2,1-4H3/t20-,21-/m0/s1
• InChI Key: OJKXLUIFUZRGOO-SFTDATJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₈
• Molecular Weight: 458.50 g/mol
• Exact Mass: 458.19406791 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.6038	60.38%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7160	71.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9862	98.62%
P-glycoprotein inhibitior	+	0.8939	89.39%
P-glycoprotein substrate	-	0.7780	77.80%
CYP3A4 substrate	+	0.5248	52.48%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8027	80.27%
CYP3A4 inhibition	+	0.8711	87.11%
CYP2C9 inhibition	+	0.8169	81.69%
CYP2C19 inhibition	+	0.8907	89.07%
CYP2D6 inhibition	-	0.7125	71.25%
CYP1A2 inhibition	-	0.5307	53.07%
CYP2C8 inhibition	-	0.6977	69.77%
CYP inhibitory promiscuity	+	0.8331	83.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4700	47.00%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8931	89.31%
Skin irritation	-	0.8298	82.98%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8797	87.97%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.6925	69.25%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6052	60.52%
Acute Oral Toxicity (c)	III	0.6949	69.49%
Estrogen receptor binding	+	0.8442	84.42%
Androgen receptor binding	+	0.7344	73.44%
Thyroid receptor binding	+	0.6461	64.61%
Glucocorticoid receptor binding	+	0.7929	79.29%
Aromatase binding	-	0.6183	61.83%
PPAR gamma	-	0.5178	51.78%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.08%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.93%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.40%	96.77%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.92%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.08%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.95%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.29%	85.14%
CHEMBL2535	P11166	Glucose transporter	89.22%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.71%	91.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.04%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.21%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.04%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	84.85%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.69%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.63%	96.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.23%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.01%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.75%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.73%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.86%	95.56%

Plants that contains it

• Bursera fagaroides

Cross-Links

• PubChem: 44474259
• NPASS: NPC161056