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

Details

• Internal ID: 4246b51c-d0c2-412d-addb-bb496b4981d3
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: 4-[4-(1,3-benzodioxol-5-yl)-1-methoxy-2,3-dimethylbutyl]-2-methoxyphenol
• SMILES (Canonical): CC(CC1=CC2=C(C=C1)OCO2)C(C)C(C3=CC(=C(C=C3)O)OC)OC
• SMILES (Isomeric): CC(CC1=CC2=C(C=C1)OCO2)C(C)C(C3=CC(=C(C=C3)O)OC)OC
• InChI: InChI=1S/C21H26O5/c1-13(9-15-5-8-18-20(10-15)26-12-25-18)14(2)21(24-4)16-6-7-17(22)19(11-16)23-3/h5-8,10-11,13-14,21-22H,9,12H2,1-4H3
• InChI Key: GTPIPDMTEBZKCI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.17802393 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 5
• 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	+	0.9835	98.35%
Caco-2	+	0.8062	80.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6358	63.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.8914	89.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6691	66.91%
P-glycoprotein inhibitior	+	0.6793	67.93%
P-glycoprotein substrate	-	0.7767	77.67%
CYP3A4 substrate	-	0.5321	53.21%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	+	0.3724	37.24%
CYP3A4 inhibition	+	0.7205	72.05%
CYP2C9 inhibition	+	0.8177	81.77%
CYP2C19 inhibition	+	0.7523	75.23%
CYP2D6 inhibition	+	0.6440	64.40%
CYP1A2 inhibition	+	0.6372	63.72%
CYP2C8 inhibition	-	0.6136	61.36%
CYP inhibitory promiscuity	+	0.7393	73.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Non-required	0.4219	42.19%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9240	92.40%
Skin irritation	-	0.7722	77.22%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8885	88.85%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7221	72.21%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7061	70.61%
Acute Oral Toxicity (c)	III	0.6538	65.38%
Estrogen receptor binding	+	0.8565	85.65%
Androgen receptor binding	+	0.6672	66.72%
Thyroid receptor binding	+	0.6704	67.04%
Glucocorticoid receptor binding	+	0.8002	80.02%
Aromatase binding	+	0.5821	58.21%
PPAR gamma	+	0.6223	62.23%
Honey bee toxicity	-	0.8348	83.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.9820	98.20%

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	98.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.98%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.21%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	94.08%	90.24%
CHEMBL2581	P07339	Cathepsin D	92.92%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.63%	92.62%
CHEMBL4208	P20618	Proteasome component C5	92.22%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.89%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.71%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.45%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.71%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	88.79%	90.20%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	87.82%	93.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.81%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.48%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.29%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.93%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.46%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.07%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.54%	96.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.29%	92.68%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.95%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.64%	95.17%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.93%	85.30%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.55%	82.67%

Plants that contains it

• Myristica fragrans

Cross-Links

• PubChem: 44447178
• NPASS: NPC471505
• ChEMBL: CHEMBL253432
• LOTUS: LTS0217377
• wikiData: Q105019226