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beta-D-Glucopyranose, 1-[5,6,7,8-tetrahydro-7-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl)naphtho[2,3-d]-1,3-dioxole-6-carboxylate], (5alpha,6alpha,7beta)-

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 a1387475-1a89-4213-b6b6-2707291ca117
Taxonomy Lignans, neolignans and related compounds > Aryltetralin lignans
IUPAC Name [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 7-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxole-6-carboxylate
SMILES (Canonical) COC1=CC(=CC(=C1OC)OC)C2C(C(CC3=CC4=C(C=C23)OCO4)CO)C(=O)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1OC)OC)C2C(C(CC3=CC4=C(C=C23)OCO4)CO)C(=O)OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C28H34O13/c1-35-18-6-13(7-19(36-2)26(18)37-3)21-15-8-17-16(38-11-39-17)5-12(15)4-14(9-29)22(21)27(34)41-28-25(33)24(32)23(31)20(10-30)40-28/h5-8,14,20-25,28-33H,4,9-11H2,1-3H3
InChI Key YXGILNLKRINVIC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O13
Molecular Weight 578.60 g/mol
Exact Mass 578.19994113 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.30
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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59092-95-4
beta-D-Glucopyranose, 1-[5,6,7,8-tetrahydro-7-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl)naphtho[2,3-d]-1,3-dioxole-6-carboxylate], (5alpha,6alpha,7beta)-

2D Structure

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2D Structure of beta-D-Glucopyranose, 1-[5,6,7,8-tetrahydro-7-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl)naphtho[2,3-d]-1,3-dioxole-6-carboxylate], (5alpha,6alpha,7beta)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5948 59.48%
Caco-2 - 0.7885 78.85%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6138 61.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8479 84.79%
OATP1B3 inhibitior + 0.9617 96.17%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5928 59.28%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.7554 75.54%
CYP3A4 substrate + 0.6485 64.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8394 83.94%
CYP3A4 inhibition - 0.6952 69.52%
CYP2C9 inhibition - 0.8203 82.03%
CYP2C19 inhibition - 0.7727 77.27%
CYP2D6 inhibition - 0.9178 91.78%
CYP1A2 inhibition - 0.9313 93.13%
CYP2C8 inhibition + 0.5404 54.04%
CYP inhibitory promiscuity + 0.6031 60.31%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5937 59.37%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9455 94.55%
Skin irritation - 0.8298 82.98%
Skin corrosion - 0.9519 95.19%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6868 68.68%
Micronuclear + 0.6933 69.33%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8894 88.94%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6428 64.28%
Acute Oral Toxicity (c) III 0.7638 76.38%
Estrogen receptor binding + 0.8486 84.86%
Androgen receptor binding + 0.6129 61.29%
Thyroid receptor binding + 0.5471 54.71%
Glucocorticoid receptor binding + 0.7582 75.82%
Aromatase binding - 0.5597 55.97%
PPAR gamma + 0.6288 62.88%
Honey bee toxicity - 0.6930 69.30%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity + 0.7723 77.23%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.03% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.99% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.15% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 95.60% 83.82%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.52% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.83% 92.62%
CHEMBL2581 P07339 Cathepsin D 90.98% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.72% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.50% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.10% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.90% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.47% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.76% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.46% 94.45%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 85.64% 82.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.46% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.98% 96.61%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.78% 94.80%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.70% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 82.32% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.61% 94.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.59% 89.62%
CHEMBL4208 P20618 Proteasome component C5 80.32% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.19% 97.36%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.15% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.10% 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.
Podophyllum peltatum

Cross-Links

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PubChem 12311207
LOTUS LTS0246174
wikiData Q105367622