Isolariciresinol 9-O-beta-D-glucoside

Details

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Internal ID 77139ea2-a156-4780-a7df-0944cf29521f
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 2-[[6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=C(C=C2C(C(C(CC2=C1)COC3C(C(C(C(O3)CO)O)O)O)CO)C4=CC(=C(C=C4)O)OC)O
SMILES (Isomeric) COC1=C(C=C2C(C(C(CC2=C1)COC3C(C(C(C(O3)CO)O)O)O)CO)C4=CC(=C(C=C4)O)OC)O
InChI InChI=1S/C26H34O11/c1-34-19-6-12(3-4-17(19)29)22-15-8-18(30)20(35-2)7-13(15)5-14(16(22)9-27)11-36-26-25(33)24(32)23(31)21(10-28)37-26/h3-4,6-8,14,16,21-33H,5,9-11H2,1-2H3
InChI Key BUQQDANPHQFSEK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H34O11
Molecular Weight 522.50 g/mol
Exact Mass 522.21011190 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -0.16
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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CHEBI:177950
Isolariciresinol 9-O-b-D-glucoside
Isolariciresinol 9-beta-D-glucopyranoside
(+)-Isolarisiresinol 2a-O-beta-D-glucopyranoside
2-[[6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2D Structure

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2D Structure of Isolariciresinol 9-O-beta-D-glucoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5417 54.17%
Caco-2 - 0.8468 84.68%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5963 59.63%
OATP2B1 inhibitior - 0.8622 86.22%
OATP1B1 inhibitior + 0.8435 84.35%
OATP1B3 inhibitior + 0.9691 96.91%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.4616 46.16%
P-glycoprotein inhibitior - 0.5999 59.99%
P-glycoprotein substrate - 0.6706 67.06%
CYP3A4 substrate + 0.6148 61.48%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.7492 74.92%
CYP3A4 inhibition - 0.8799 87.99%
CYP2C9 inhibition - 0.8790 87.90%
CYP2C19 inhibition - 0.7680 76.80%
CYP2D6 inhibition - 0.9091 90.91%
CYP1A2 inhibition - 0.7748 77.48%
CYP2C8 inhibition + 0.6324 63.24%
CYP inhibitory promiscuity - 0.6057 60.57%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6627 66.27%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9398 93.98%
Skin irritation - 0.8428 84.28%
Skin corrosion - 0.9570 95.70%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8111 81.11%
Micronuclear + 0.6459 64.59%
Hepatotoxicity - 0.7966 79.66%
skin sensitisation - 0.9211 92.11%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8085 80.85%
Acute Oral Toxicity (c) III 0.6609 66.09%
Estrogen receptor binding + 0.7985 79.85%
Androgen receptor binding + 0.5950 59.50%
Thyroid receptor binding + 0.6015 60.15%
Glucocorticoid receptor binding + 0.5492 54.92%
Aromatase binding - 0.5057 50.57%
PPAR gamma + 0.5563 55.63%
Honey bee toxicity - 0.8189 81.89%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.8329 83.29%

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 99.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.90% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.51% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.60% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.78% 89.62%
CHEMBL2581 P07339 Cathepsin D 90.76% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.55% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.51% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.46% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.31% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.63% 89.00%
CHEMBL4208 P20618 Proteasome component C5 84.36% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.29% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.42% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.19% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.33% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 82.15% 94.73%
CHEMBL3438 Q05513 Protein kinase C zeta 81.85% 88.48%
CHEMBL3194 P02766 Transthyretin 80.06% 90.71%

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.
Glochidion zeylanicum
Osmanthus fragrans
Pinus sylvestris
Spiraea formosana

Cross-Links

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PubChem 85210374
LOTUS LTS0274671
wikiData Q104946258