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

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 09ed66cc-6c56-4090-a382-e46e730726d4
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
IUPAC Name 5-[(2S,3R,4S,5S)-5-(2,3-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole
SMILES (Canonical) CC1C(C(OC1C2=CC3=C(C=C2)OCO3)C4=C(C(=CC=C4)OC)OC)C
SMILES (Isomeric) C[C@@H]1[C@@H]([C@H](O[C@@H]1C2=CC3=C(C=C2)OCO3)C4=C(C(=CC=C4)OC)OC)C
InChI InChI=1S/C21H24O5/c1-12-13(2)20(15-6-5-7-17(22-3)21(15)23-4)26-19(12)14-8-9-16-18(10-14)25-11-24-16/h5-10,12-13,19-20H,11H2,1-4H3/t12-,13+,19+,20+/m1/s1
InChI Key LRAAAHJAYCYQAG-NXIGZUMLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H24O5
Molecular Weight 356.40 g/mol
Exact Mass 356.16237386 g/mol
Topological Polar Surface Area (TPSA) 46.20 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.52
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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SCHEMBL29477313

2D Structure

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2D Structure of 5-[(2S,3R,4S,5S)-5-(2,3-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-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 + 0.9906 99.06%
Caco-2 + 0.8258 82.58%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6735 67.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9187 91.87%
OATP1B3 inhibitior + 0.9555 95.55%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7580 75.80%
P-glycoprotein inhibitior + 0.8037 80.37%
P-glycoprotein substrate - 0.9308 93.08%
CYP3A4 substrate + 0.5602 56.02%
CYP2C9 substrate - 0.7980 79.80%
CYP2D6 substrate - 0.6891 68.91%
CYP3A4 inhibition + 0.8454 84.54%
CYP2C9 inhibition + 0.8961 89.61%
CYP2C19 inhibition + 0.9132 91.32%
CYP2D6 inhibition + 0.5731 57.31%
CYP1A2 inhibition + 0.5934 59.34%
CYP2C8 inhibition + 0.4704 47.04%
CYP inhibitory promiscuity + 0.9521 95.21%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9308 93.08%
Carcinogenicity (trinary) Warning 0.3767 37.67%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9361 93.61%
Skin irritation - 0.8088 80.88%
Skin corrosion - 0.9732 97.32%
Ames mutagenesis + 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8192 81.92%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.5591 55.91%
skin sensitisation - 0.7437 74.37%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.5468 54.68%
Acute Oral Toxicity (c) III 0.6233 62.33%
Estrogen receptor binding + 0.8480 84.80%
Androgen receptor binding + 0.6543 65.43%
Thyroid receptor binding + 0.7307 73.07%
Glucocorticoid receptor binding + 0.6868 68.68%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6213 62.13%
Honey bee toxicity - 0.9058 90.58%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.9611 96.11%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.19% 96.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 96.09% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.63% 86.33%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 92.78% 94.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.80% 97.09%
CHEMBL2535 P11166 Glucose transporter 89.23% 98.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.06% 96.77%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 88.52% 96.86%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.22% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.67% 95.56%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 87.63% 80.96%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 87.49% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.95% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.93% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.83% 93.99%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 86.57% 82.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.47% 85.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.32% 89.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.28% 100.00%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 83.26% 95.55%
CHEMBL2581 P07339 Cathepsin D 82.98% 98.95%
CHEMBL3438 Q05513 Protein kinase C zeta 82.64% 88.48%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.46% 100.00%

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.
Achyrocline bogotensis
Piper kadsura

Cross-Links

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PubChem 46228348
NPASS NPC7744
ChEMBL CHEMBL603427
LOTUS LTS0275918
wikiData Q105286826