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

Details

Top
Internal ID dfe7674e-d3ff-4615-8f29-5ee1a12f5f53
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
IUPAC Name 5-[(2R,3S,4S,5R)-5-(1,3-benzodioxol-5-yl)-3,4-bis(methoxymethyl)oxolan-2-yl]-1,3-benzodioxole
SMILES (Canonical) COCC1C(C(OC1C2=CC3=C(C=C2)OCO3)C4=CC5=C(C=C4)OCO5)COC
SMILES (Isomeric) COC[C@@H]1[C@H]([C@@H](O[C@H]1C2=CC3=C(C=C2)OCO3)C4=CC5=C(C=C4)OCO5)COC
InChI InChI=1S/C22H24O7/c1-23-9-15-16(10-24-2)22(14-4-6-18-20(8-14)28-12-26-18)29-21(15)13-3-5-17-19(7-13)27-11-25-17/h3-8,15-16,21-22H,9-12H2,1-2H3/t15-,16-,21+,22+/m1/s1
InChI Key OKHVLOVLWZENIM-DJDZNOHASA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H24O7
Molecular Weight 400.40 g/mol
Exact Mass 400.15220310 g/mol
Topological Polar Surface Area (TPSA) 64.60 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.48
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 5-[(2R,3S,4S,5R)-5-(1,3-benzodioxol-5-yl)-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 + 0.9826 98.26%
Caco-2 + 0.7789 77.89%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6744 67.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9325 93.25%
OATP1B3 inhibitior + 0.9523 95.23%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9434 94.34%
P-glycoprotein inhibitior + 0.8680 86.80%
P-glycoprotein substrate - 0.9698 96.98%
CYP3A4 substrate - 0.5525 55.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6924 69.24%
CYP3A4 inhibition + 0.9228 92.28%
CYP2C9 inhibition + 0.8745 87.45%
CYP2C19 inhibition + 0.9199 91.99%
CYP2D6 inhibition + 0.7679 76.79%
CYP1A2 inhibition + 0.5134 51.34%
CYP2C8 inhibition - 0.9043 90.43%
CYP inhibitory promiscuity + 0.9637 96.37%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.3873 38.73%
Eye corrosion - 0.9838 98.38%
Eye irritation - 0.8613 86.13%
Skin irritation - 0.8082 80.82%
Skin corrosion - 0.9584 95.84%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8901 89.01%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.5914 59.14%
skin sensitisation - 0.6143 61.43%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.4662 46.62%
Acute Oral Toxicity (c) III 0.5868 58.68%
Estrogen receptor binding + 0.7429 74.29%
Androgen receptor binding + 0.7712 77.12%
Thyroid receptor binding + 0.7482 74.82%
Glucocorticoid receptor binding + 0.7258 72.58%
Aromatase binding + 0.5612 56.12%
PPAR gamma + 0.5713 57.13%
Honey bee toxicity - 0.9358 93.58%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9865 98.65%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.88% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.50% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.02% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.46% 94.80%
CHEMBL3401 O75469 Pregnane X receptor 89.09% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.92% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.18% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.29% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.04% 96.77%
CHEMBL2581 P07339 Cathepsin D 86.03% 98.95%
CHEMBL4208 P20618 Proteasome component C5 83.60% 90.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 81.68% 80.96%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.46% 96.00%

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 163193469
LOTUS LTS0109007
wikiData Q105193553