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(2S,3R,4S,5S,6R)-2-[4-[[(2S,4R,5S)-2-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-2-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 f8a2861f-f655-421a-b337-77c53c6cbccf
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[4-[[(2S,4R,5S)-2-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-2-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=C(C=CC(=C1)CC2(CC(C(O2)C3=CC(=C(C=C3)O)OC)CO)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C[C@@]2(C[C@@H]([C@H](O2)C3=CC(=C(C=C3)O)OC)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C26H34O12/c1-34-18-8-14(4-5-16(18)29)24-15(11-27)10-26(33,38-24)9-13-3-6-17(19(7-13)35-2)36-25-23(32)22(31)21(30)20(12-28)37-25/h3-8,15,20-25,27-33H,9-12H2,1-2H3/t15-,20-,21-,22+,23-,24-,25-,26-/m1/s1
InChI Key MVZBRANQORCATK-CTQTXEDXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H34O12
Molecular Weight 538.50 g/mol
Exact Mass 538.20502652 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.41
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[4-[[(2S,4R,5S)-2-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-2-yl]methyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7922 79.22%
Caco-2 - 0.8600 86.00%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7270 72.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8650 86.50%
OATP1B3 inhibitior + 0.9576 95.76%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.6561 65.61%
P-glycoprotein inhibitior + 0.5757 57.57%
P-glycoprotein substrate - 0.6032 60.32%
CYP3A4 substrate + 0.6450 64.50%
CYP2C9 substrate - 0.8014 80.14%
CYP2D6 substrate - 0.7945 79.45%
CYP3A4 inhibition - 0.8569 85.69%
CYP2C9 inhibition - 0.8718 87.18%
CYP2C19 inhibition - 0.8371 83.71%
CYP2D6 inhibition - 0.9069 90.69%
CYP1A2 inhibition - 0.8929 89.29%
CYP2C8 inhibition + 0.7185 71.85%
CYP inhibitory promiscuity - 0.7144 71.44%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6365 63.65%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.8460 84.60%
Skin corrosion - 0.9543 95.43%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8230 82.30%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8825 88.25%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8285 82.85%
Acute Oral Toxicity (c) III 0.7261 72.61%
Estrogen receptor binding + 0.7125 71.25%
Androgen receptor binding + 0.5906 59.06%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5676 56.76%
Aromatase binding + 0.5584 55.84%
PPAR gamma + 0.6197 61.97%
Honey bee toxicity - 0.7559 75.59%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.7165 71.65%

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 99.37% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.37% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.25% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.60% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.62% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.57% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.42% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.88% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.06% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.87% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.10% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.29% 92.62%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.39% 86.92%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 86.03% 85.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.81% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 85.71% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.44% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.08% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.55% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.34% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.21% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.84% 90.00%
CHEMBL2535 P11166 Glucose transporter 81.31% 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.
Osmanthus fragrans

Cross-Links

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PubChem 163007243
LOTUS LTS0235743
wikiData Q105173457