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1,3-benzodioxol-5-yl-[(3S,4S,5R)-4-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methanol

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 fea812a5-b228-4266-9e6a-1e0d65be90ed
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
IUPAC Name 1,3-benzodioxol-5-yl-[(3S,4S,5R)-4-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methanol
SMILES (Canonical) COC1=CC(=CC(=C1OC)OC)C2C(C(CO2)C(C3=CC4=C(C=C3)OCO4)O)CO
SMILES (Isomeric) COC1=CC(=CC(=C1OC)OC)[C@H]2[C@@H]([C@@H](CO2)C(C3=CC4=C(C=C3)OCO4)O)CO
InChI InChI=1S/C22H26O8/c1-25-18-7-13(8-19(26-2)22(18)27-3)21-14(9-23)15(10-28-21)20(24)12-4-5-16-17(6-12)30-11-29-16/h4-8,14-15,20-21,23-24H,9-11H2,1-3H3/t14-,15-,20?,21+/m1/s1
InChI Key AYCWAZBZIGHZRC-JHHPBUAESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H26O8
Molecular Weight 418.40 g/mol
Exact Mass 418.16276778 g/mol
Topological Polar Surface Area (TPSA) 95.80 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,3-benzodioxol-5-yl-[(3S,4S,5R)-4-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl)oxolan-3-yl]methanol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9285 92.85%
Caco-2 + 0.5754 57.54%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7601 76.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9175 91.75%
OATP1B3 inhibitior + 0.9498 94.98%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8582 85.82%
P-glycoprotein inhibitior + 0.6457 64.57%
P-glycoprotein substrate - 0.7550 75.50%
CYP3A4 substrate + 0.5452 54.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6723 67.23%
CYP3A4 inhibition + 0.8030 80.30%
CYP2C9 inhibition + 0.6604 66.04%
CYP2C19 inhibition + 0.7038 70.38%
CYP2D6 inhibition - 0.8256 82.56%
CYP1A2 inhibition - 0.7170 71.70%
CYP2C8 inhibition - 0.6017 60.17%
CYP inhibitory promiscuity + 0.8681 86.81%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5107 51.07%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.8888 88.88%
Skin irritation - 0.8236 82.36%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6861 68.61%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.6323 63.23%
skin sensitisation - 0.8525 85.25%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8672 86.72%
Acute Oral Toxicity (c) III 0.5786 57.86%
Estrogen receptor binding + 0.7482 74.82%
Androgen receptor binding + 0.7311 73.11%
Thyroid receptor binding + 0.5925 59.25%
Glucocorticoid receptor binding + 0.6196 61.96%
Aromatase binding - 0.7151 71.51%
PPAR gamma + 0.6413 64.13%
Honey bee toxicity - 0.7765 77.65%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9742 97.42%

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 98.91% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.25% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.11% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.29% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.10% 92.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.48% 94.80%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.19% 89.62%
CHEMBL261 P00915 Carbonic anhydrase I 90.73% 96.76%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.80% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.65% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.63% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.64% 95.56%
CHEMBL2581 P07339 Cathepsin D 86.96% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.08% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.90% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.62% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.02% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.55% 100.00%
CHEMBL4208 P20618 Proteasome component C5 81.68% 90.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.85% 93.99%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.70% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.35% 97.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.06% 98.75%

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.
Artemisia siversiana

Cross-Links

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PubChem 10716899
LOTUS LTS0267421
wikiData Q105210403