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(2S,3R)-2-[4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2,6-dimethoxyphenoxy]-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propyl beta-D-glucopyranoside

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 48b51440-6a5c-48b4-b1be-66f25456f102
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 5,7-dihydroxy-2-[4-[(1R,2S)-1-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]oxy-3,5-dimethoxyphenyl]chromen-4-one
SMILES (Canonical) COC1=CC(=CC(=C1OC(COC2C(C(C(C(O2)CO)O)O)O)C(C3=CC(=C(C=C3)O)OC)O)OC)C4=CC(=O)C5=C(C=C(C=C5O4)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O[C@@H](CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)[C@@H](C3=CC(=C(C=C3)O)OC)O)OC)C4=CC(=O)C5=C(C=C(C=C5O4)O)O
InChI InChI=1S/C33H36O16/c1-43-21-6-14(4-5-17(21)36)28(39)26(13-46-33-31(42)30(41)29(40)25(12-34)49-33)48-32-23(44-2)7-15(8-24(32)45-3)20-11-19(38)27-18(37)9-16(35)10-22(27)47-20/h4-11,25-26,28-31,33-37,39-42H,12-13H2,1-3H3/t25-,26+,28-,29-,30+,31-,33-/m1/s1
InChI Key WTKUHKWWAMSHEE-XBQYKTMKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H36O16
Molecular Weight 688.60 g/mol
Exact Mass 688.20033506 g/mol
Topological Polar Surface Area (TPSA) 244.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.90
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 12

Synonyms

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tricin 4'-O-(erythro-beta-guaiacylglyceryl) ether 9''-O-beta-D-glucopyranoside
(2S,3R)-2-[4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2,6-dimethoxyphenoxy]-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propyl beta-D-glucopyranoside

2D Structure

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2D Structure of (2S,3R)-2-[4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2,6-dimethoxyphenoxy]-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propyl beta-D-glucopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5613 56.13%
Caco-2 - 0.8756 87.56%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5797 57.97%
OATP2B1 inhibitior - 0.5716 57.16%
OATP1B1 inhibitior + 0.8770 87.70%
OATP1B3 inhibitior + 0.9642 96.42%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8262 82.62%
P-glycoprotein inhibitior + 0.6592 65.92%
P-glycoprotein substrate + 0.6063 60.63%
CYP3A4 substrate + 0.6479 64.79%
CYP2C9 substrate - 0.8485 84.85%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.9607 96.07%
CYP2C9 inhibition - 0.9318 93.18%
CYP2C19 inhibition - 0.9294 92.94%
CYP2D6 inhibition - 0.9608 96.08%
CYP1A2 inhibition - 0.9319 93.19%
CYP2C8 inhibition + 0.7537 75.37%
CYP inhibitory promiscuity - 0.7425 74.25%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6863 68.63%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9172 91.72%
Skin irritation - 0.8525 85.25%
Skin corrosion - 0.9638 96.38%
Ames mutagenesis - 0.6228 62.28%
Human Ether-a-go-go-Related Gene inhibition + 0.8069 80.69%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9360 93.60%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8950 89.50%
Acute Oral Toxicity (c) III 0.7015 70.15%
Estrogen receptor binding + 0.8559 85.59%
Androgen receptor binding + 0.6600 66.00%
Thyroid receptor binding + 0.5989 59.89%
Glucocorticoid receptor binding + 0.7450 74.50%
Aromatase binding + 0.5629 56.29%
PPAR gamma + 0.6989 69.89%
Honey bee toxicity - 0.6847 68.47%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.7238 72.38%

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 98.97% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.87% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.82% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.66% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.28% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.81% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.55% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.11% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.93% 99.17%
CHEMBL3194 P02766 Transthyretin 90.42% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 88.20% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.91% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.19% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.88% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.49% 89.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.55% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.77% 90.00%
CHEMBL220 P22303 Acetylcholinesterase 81.61% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.47% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.45% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.84% 96.21%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.08% 100.00%

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 122391241
NPASS NPC98136