[1-(1,3-Benzodioxol-5-yl)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl] acetate

Details

• Internal ID: 8d604d3c-9026-422d-ba38-3efa91b8818d
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: [1-(1,3-benzodioxol-5-yl)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl] acetate
• SMILES (Canonical): CC(CC1=CC(=C(C=C1)O)OC)C(C)C(C2=CC3=C(C=C2)OCO3)OC(=O)C
• SMILES (Isomeric): CC(CC1=CC(=C(C=C1)O)OC)C(C)C(C2=CC3=C(C=C2)OCO3)OC(=O)C
• InChI: InChI=1S/C22H26O6/c1-13(9-16-5-7-18(24)20(10-16)25-4)14(2)22(28-15(3)23)17-6-8-19-21(11-17)27-12-26-19/h5-8,10-11,13-14,22,24H,9,12H2,1-4H3
• InChI Key: PKUUYHBOLBVMTE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.17293854 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.6303	63.03%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7041	70.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.8708	87.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8557	85.57%
P-glycoprotein inhibitior	+	0.7662	76.62%
P-glycoprotein substrate	-	0.7084	70.84%
CYP3A4 substrate	+	0.5361	53.61%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.7930	79.30%
CYP3A4 inhibition	+	0.7448	74.48%
CYP2C9 inhibition	+	0.8359	83.59%
CYP2C19 inhibition	+	0.7215	72.15%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	-	0.5191	51.91%
CYP2C8 inhibition	+	0.4448	44.48%
CYP inhibitory promiscuity	+	0.6560	65.60%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4719	47.19%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.7727	77.27%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8052	80.52%
Micronuclear	+	0.5074	50.74%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7287	72.87%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6172	61.72%
Acute Oral Toxicity (c)	III	0.6203	62.03%
Estrogen receptor binding	+	0.9015	90.15%
Androgen receptor binding	+	0.6477	64.77%
Thyroid receptor binding	+	0.6555	65.55%
Glucocorticoid receptor binding	+	0.8538	85.38%
Aromatase binding	+	0.5384	53.84%
PPAR gamma	+	0.6061	60.61%
Honey bee toxicity	-	0.8300	83.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6004	60.04%
Fish aquatic toxicity	+	0.9875	98.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.38%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.28%	96.77%
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.02%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.93%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.39%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.85%	92.62%
CHEMBL2535	P11166	Glucose transporter	90.77%	98.75%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.25%	85.30%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.99%	95.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.70%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.12%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.78%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	86.76%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.62%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.23%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.78%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.04%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.98%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.77%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.36%	95.89%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.75%	80.96%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.61%	96.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	80.41%	93.24%

Plants that contains it

• Magnolia ovata

Cross-Links

• PubChem: 163047976
• LOTUS: LTS0255532
• wikiData: Q105210676