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(3E,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3-benzodioxol-5-yl]methylidene]oxolan-2-one

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 82774f02-cd19-4d7d-a1a4-24616d253fd3
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (3E,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3-benzodioxol-5-yl]methylidene]oxolan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H28O12/c1-33-18-7-12(2-4-16(18)28)6-14-10-34-25(32)15(14)8-13-3-5-17-24(36-11-35-17)23(13)38-26-22(31)21(30)20(29)19(9-27)37-26/h2-5,7-8,14,19-22,26-31H,6,9-11H2,1H3/b15-8+/t14-,19+,20+,21-,22+,26-/m0/s1
InChI Key IZGWCAIZMZTEIB-CSGWIZRMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O12
Molecular Weight 532.50 g/mol
Exact Mass 532.15807632 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.11
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3E,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3-benzodioxol-5-yl]methylidene]oxolan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7495 74.95%
Caco-2 - 0.8970 89.70%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5905 59.05%
OATP2B1 inhibitior - 0.8524 85.24%
OATP1B1 inhibitior + 0.8626 86.26%
OATP1B3 inhibitior + 0.9753 97.53%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8902 89.02%
P-glycoprotein inhibitior - 0.4594 45.94%
P-glycoprotein substrate - 0.6069 60.69%
CYP3A4 substrate + 0.6711 67.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.6159 61.59%
CYP2C9 inhibition - 0.7539 75.39%
CYP2C19 inhibition - 0.5499 54.99%
CYP2D6 inhibition - 0.7548 75.48%
CYP1A2 inhibition - 0.8365 83.65%
CYP2C8 inhibition + 0.7326 73.26%
CYP inhibitory promiscuity + 0.7270 72.70%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5814 58.14%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9352 93.52%
Skin irritation - 0.7922 79.22%
Skin corrosion - 0.9416 94.16%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7219 72.19%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.7324 73.24%
skin sensitisation - 0.7946 79.46%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6606 66.06%
Acute Oral Toxicity (c) III 0.6303 63.03%
Estrogen receptor binding + 0.8734 87.34%
Androgen receptor binding + 0.6445 64.45%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5483 54.83%
Aromatase binding - 0.5874 58.74%
PPAR gamma + 0.7092 70.92%
Honey bee toxicity - 0.7133 71.33%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8824 88.24%

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 99.72% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.48% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.44% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.21% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.04% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.16% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.89% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.26% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.14% 92.62%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.54% 97.36%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.59% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.74% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.30% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.25% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.21% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.10% 97.09%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 87.73% 82.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.23% 95.89%
CHEMBL2535 P11166 Glucose transporter 86.56% 98.75%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.27% 95.83%
CHEMBL3401 O75469 Pregnane X receptor 83.22% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 81.85% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.59% 96.61%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.56% 96.77%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.41% 80.78%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163186476
LOTUS LTS0065693
wikiData Q105123204