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(2S,3S,4R,5R,6S)-2-[[(3R,3aS,6S,6aR)-3,6-bis(4-hydroxy-3,5-dimethoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl]oxy]-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 e9f434c0-2ac7-49b5-9447-af792a212ce5
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3S,4R,5R,6S)-2-[[(3R,3aS,6S,6aR)-3,6-bis(4-hydroxy-3,5-dimethoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2C3COC(C3(CO2)OC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C(=C5)OC)O)OC
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)[C@@H]2[C@H]3CO[C@@H]([C@]3(CO2)O[C@H]4[C@H]([C@@H]([C@H]([C@@H](O4)CO)O)O)O)C5=CC(=C(C(=C5)OC)O)OC
InChI InChI=1S/C28H36O14/c1-35-15-5-12(6-16(36-2)20(15)30)25-14-10-39-26(13-7-17(37-3)21(31)18(8-13)38-4)28(14,11-40-25)42-27-24(34)23(33)22(32)19(9-29)41-27/h5-8,14,19,22-27,29-34H,9-11H2,1-4H3/t14-,19+,22+,23-,24+,25-,26-,27+,28-/m1/s1
InChI Key OCUPPIIMZPHETJ-XPLCUJHDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36O14
Molecular Weight 596.60 g/mol
Exact Mass 596.21050582 g/mol
Topological Polar Surface Area (TPSA) 195.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 0.15
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5R,6S)-2-[[(3R,3aS,6S,6aR)-3,6-bis(4-hydroxy-3,5-dimethoxyphenyl)-3,4,6,6a-tetrahydro-1H-furo[3,4-c]furan-3a-yl]oxy]-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 + 0.5583 55.83%
Caco-2 - 0.8297 82.97%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7147 71.47%
OATP2B1 inhibitior - 0.8622 86.22%
OATP1B1 inhibitior + 0.8285 82.85%
OATP1B3 inhibitior + 0.9638 96.38%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5647 56.47%
P-glycoprotein inhibitior + 0.5848 58.48%
P-glycoprotein substrate - 0.6443 64.43%
CYP3A4 substrate + 0.6180 61.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7876 78.76%
CYP3A4 inhibition - 0.9118 91.18%
CYP2C9 inhibition - 0.8694 86.94%
CYP2C19 inhibition - 0.7682 76.82%
CYP2D6 inhibition - 0.9280 92.80%
CYP1A2 inhibition - 0.8889 88.89%
CYP2C8 inhibition + 0.5705 57.05%
CYP inhibitory promiscuity - 0.6508 65.08%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5665 56.65%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9166 91.66%
Skin irritation - 0.8347 83.47%
Skin corrosion - 0.9543 95.43%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3714 37.14%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8974 89.74%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8679 86.79%
Acute Oral Toxicity (c) III 0.5477 54.77%
Estrogen receptor binding + 0.7884 78.84%
Androgen receptor binding + 0.6658 66.58%
Thyroid receptor binding + 0.6299 62.99%
Glucocorticoid receptor binding + 0.6147 61.47%
Aromatase binding + 0.5953 59.53%
PPAR gamma + 0.6146 61.46%
Honey bee toxicity - 0.7714 77.14%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9097 90.97%

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 99.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.67% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.91% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.55% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.43% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.89% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.65% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.13% 92.94%
CHEMBL2581 P07339 Cathepsin D 87.25% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.22% 97.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.96% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.63% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.55% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.85% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.68% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.36% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.21% 89.62%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.16% 90.24%
CHEMBL3401 O75469 Pregnane X receptor 80.10% 94.73%

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.
Strychnos lucida

Cross-Links

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PubChem 163017931
LOTUS LTS0225297
wikiData Q105189594