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

Details

• Internal ID: 0cec5758-2c58-447a-aa38-caa32b59e247
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: 4-[4-(1,3-benzodioxol-5-yl)-4-hydroxy-2,3-dimethylbutyl]-2-methoxyphenol
• SMILES (Canonical): CC(CC1=CC(=C(C=C1)O)OC)C(C)C(C2=CC3=C(C=C2)OCO3)O
• SMILES (Isomeric): CC(CC1=CC(=C(C=C1)O)OC)C(C)C(C2=CC3=C(C=C2)OCO3)O
• InChI: InChI=1S/C20H24O5/c1-12(8-14-4-6-16(21)18(9-14)23-3)13(2)20(22)15-5-7-17-19(10-15)25-11-24-17/h4-7,9-10,12-13,20-22H,8,11H2,1-3H3
• InChI Key: ROSZLESPLNBVCZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9471	94.71%
Caco-2	+	0.7553	75.53%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.8723	87.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6689	66.89%
P-glycoprotein inhibitior	-	0.5226	52.26%
P-glycoprotein substrate	-	0.7782	77.82%
CYP3A4 substrate	-	0.5341	53.41%
CYP2C9 substrate	-	0.5875	58.75%
CYP2D6 substrate	+	0.4083	40.83%
CYP3A4 inhibition	+	0.6451	64.51%
CYP2C9 inhibition	+	0.8207	82.07%
CYP2C19 inhibition	+	0.7173	71.73%
CYP2D6 inhibition	+	0.6239	62.39%
CYP1A2 inhibition	+	0.5746	57.46%
CYP2C8 inhibition	-	0.6271	62.71%
CYP inhibitory promiscuity	+	0.8607	86.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9508	95.08%
Carcinogenicity (trinary)	Non-required	0.4432	44.32%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9537	95.37%
Skin irritation	-	0.7777	77.77%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8514	85.14%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8047	80.47%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8372	83.72%
Acute Oral Toxicity (c)	III	0.6605	66.05%
Estrogen receptor binding	+	0.7239	72.39%
Androgen receptor binding	+	0.6192	61.92%
Thyroid receptor binding	+	0.5813	58.13%
Glucocorticoid receptor binding	+	0.7170	71.70%
Aromatase binding	+	0.5556	55.56%
PPAR gamma	+	0.6374	63.74%
Honey bee toxicity	-	0.8616	86.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9841	98.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.67%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.73%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.88%	96.77%
CHEMBL3492	P49721	Proteasome Macropain subunit	94.15%	90.24%
CHEMBL4208	P20618	Proteasome component C5	92.46%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.44%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.74%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.75%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.26%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.20%	95.17%
CHEMBL2535	P11166	Glucose transporter	87.89%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.85%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.34%	89.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.01%	94.80%
CHEMBL1255126	O15151	Protein Mdm4	85.48%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.59%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.46%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.07%	95.89%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	82.15%	93.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.03%	96.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.09%	85.30%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.92%	82.67%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.68%	80.96%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.23%	95.50%

Plants that contains it

• Bicuiba oleifera
• Magnolia ovata

Cross-Links

• PubChem: 73103100
• LOTUS: LTS0006066
• wikiData: Q105242446