5-[(2S,3S,4S,5R)-5-(3,4-dimethoxyphenyl)-3,4-bis(methoxymethyl)oxolan-2-yl]-1,3-benzodioxole

Details

Top
Internal ID e5c1d9ef-0b97-4e4f-9d97-9f052ad70550
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
IUPAC Name 5-[(2S,3S,4S,5R)-5-(3,4-dimethoxyphenyl)-3,4-bis(methoxymethyl)oxolan-2-yl]-1,3-benzodioxole
SMILES (Canonical) COCC1C(C(OC1C2=CC3=C(C=C2)OCO3)C4=CC(=C(C=C4)OC)OC)COC
SMILES (Isomeric) COC[C@@H]1[C@H]([C@@H](O[C@@H]1C2=CC3=C(C=C2)OCO3)C4=CC(=C(C=C4)OC)OC)COC
InChI InChI=1S/C23H28O7/c1-24-11-16-17(12-25-2)23(15-6-8-19-21(10-15)29-13-28-19)30-22(16)14-5-7-18(26-3)20(9-14)27-4/h5-10,16-17,22-23H,11-13H2,1-4H3/t16-,17-,22+,23-/m1/s1
InChI Key OGTJJRNJLHLKFF-ROEJJBDBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H28O7
Molecular Weight 416.50 g/mol
Exact Mass 416.18350323 g/mol
Topological Polar Surface Area (TPSA) 64.60 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.77
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 5-[(2S,3S,4S,5R)-5-(3,4-dimethoxyphenyl)-3,4-bis(methoxymethyl)oxolan-2-yl]-1,3-benzodioxole

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9856 98.56%
Caco-2 + 0.8750 87.50%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6311 63.11%
OATP2B1 inhibitior - 0.8646 86.46%
OATP1B1 inhibitior + 0.9246 92.46%
OATP1B3 inhibitior + 0.9520 95.20%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9512 95.12%
P-glycoprotein inhibitior + 0.9049 90.49%
P-glycoprotein substrate - 0.8950 89.50%
CYP3A4 substrate + 0.5174 51.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3551 35.51%
CYP3A4 inhibition + 0.8973 89.73%
CYP2C9 inhibition + 0.8423 84.23%
CYP2C19 inhibition + 0.8867 88.67%
CYP2D6 inhibition + 0.5708 57.08%
CYP1A2 inhibition - 0.7435 74.35%
CYP2C8 inhibition - 0.7564 75.64%
CYP inhibitory promiscuity + 0.9278 92.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9308 93.08%
Carcinogenicity (trinary) Non-required 0.3683 36.83%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9262 92.62%
Skin irritation - 0.8380 83.80%
Skin corrosion - 0.9654 96.54%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8893 88.93%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6573 65.73%
skin sensitisation - 0.6963 69.63%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6087 60.87%
Acute Oral Toxicity (c) III 0.6232 62.32%
Estrogen receptor binding + 0.7469 74.69%
Androgen receptor binding + 0.7600 76.00%
Thyroid receptor binding + 0.7713 77.13%
Glucocorticoid receptor binding + 0.7870 78.70%
Aromatase binding - 0.5692 56.92%
PPAR gamma + 0.5236 52.36%
Honey bee toxicity - 0.9220 92.20%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9850 98.50%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.69% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.56% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.85% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.18% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.30% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.92% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.71% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.13% 96.00%
CHEMBL4208 P20618 Proteasome component C5 86.04% 90.00%
CHEMBL3438 Q05513 Protein kinase C zeta 84.63% 88.48%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.30% 93.99%
CHEMBL2581 P07339 Cathepsin D 84.22% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.17% 97.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.79% 89.62%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 83.29% 82.67%
CHEMBL2535 P11166 Glucose transporter 83.05% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 81.97% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.35% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.15% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.09% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.80% 95.89%

Plants that contains it

Top
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

Top
PubChem 10549813
LOTUS LTS0002521
wikiData Q105191845