5-[3-[(3,4-Dimethoxyphenyl)methyl]-4-methoxy-2-(methoxymethyl)butyl]-1,3-benzodioxole

Details

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Internal ID 69be7356-de28-4821-89a7-df6e88c77a0c
Taxonomy Lignans, neolignans and related compounds > Dibenzylbutane lignans
IUPAC Name 5-[3-[(3,4-dimethoxyphenyl)methyl]-4-methoxy-2-(methoxymethyl)butyl]-1,3-benzodioxole
SMILES (Canonical) COCC(CC1=CC2=C(C=C1)OCO2)C(CC3=CC(=C(C=C3)OC)OC)COC
SMILES (Isomeric) COCC(CC1=CC2=C(C=C1)OCO2)C(CC3=CC(=C(C=C3)OC)OC)COC
InChI InChI=1S/C23H30O6/c1-24-13-18(9-16-5-7-20(26-3)22(11-16)27-4)19(14-25-2)10-17-6-8-21-23(12-17)29-15-28-21/h5-8,11-12,18-19H,9-10,13-15H2,1-4H3
InChI Key XNNGPIAYZKIQAH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O6
Molecular Weight 402.50 g/mol
Exact Mass 402.20423867 g/mol
Topological Polar Surface Area (TPSA) 55.40 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.74
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[3-[(3,4-Dimethoxyphenyl)methyl]-4-methoxy-2-(methoxymethyl)butyl]-1,3-benzodioxole

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9787 97.87%
Caco-2 + 0.8976 89.76%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5627 56.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9338 93.38%
OATP1B3 inhibitior + 0.9476 94.76%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9804 98.04%
P-glycoprotein inhibitior + 0.8875 88.75%
P-glycoprotein substrate - 0.7470 74.70%
CYP3A4 substrate - 0.5101 51.01%
CYP2C9 substrate - 0.8154 81.54%
CYP2D6 substrate + 0.4326 43.26%
CYP3A4 inhibition + 0.9252 92.52%
CYP2C9 inhibition + 0.7758 77.58%
CYP2C19 inhibition + 0.8735 87.35%
CYP2D6 inhibition + 0.6639 66.39%
CYP1A2 inhibition + 0.5333 53.33%
CYP2C8 inhibition - 0.6539 65.39%
CYP inhibitory promiscuity + 0.9071 90.71%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9108 91.08%
Carcinogenicity (trinary) Non-required 0.3543 35.43%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8893 88.93%
Skin irritation - 0.8304 83.04%
Skin corrosion - 0.9617 96.17%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9229 92.29%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.6659 66.59%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6409 64.09%
Acute Oral Toxicity (c) III 0.5923 59.23%
Estrogen receptor binding + 0.8273 82.73%
Androgen receptor binding + 0.7070 70.70%
Thyroid receptor binding + 0.7175 71.75%
Glucocorticoid receptor binding + 0.7410 74.10%
Aromatase binding - 0.5688 56.88%
PPAR gamma + 0.5196 51.96%
Honey bee toxicity - 0.8755 87.55%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9837 98.37%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.56% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.76% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.85% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.88% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.73% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.61% 96.77%
CHEMBL1255126 O15151 Protein Mdm4 90.92% 90.20%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.09% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.00% 99.17%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.43% 89.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.14% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.13% 91.11%
CHEMBL2535 P11166 Glucose transporter 87.12% 98.75%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.04% 89.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.98% 94.80%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 85.61% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.56% 94.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.30% 95.17%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.24% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.70% 95.89%
CHEMBL4208 P20618 Proteasome component C5 80.30% 90.00%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 80.28% 99.09%
CHEMBL5747 Q92793 CREB-binding protein 80.24% 95.12%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.00% 90.24%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Phyllanthus urinaria

Cross-Links

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PubChem 78123967
LOTUS LTS0172326
wikiData Q105331807