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(2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6S,6aR)-6-[3-hydroxy-5-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-hydroxy-6-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 db2b2f60-5652-4b72-8ddf-bc1e9c1a65e0
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6S,6aR)-6-[3-hydroxy-5-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-hydroxy-6-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)O)C3C4COC(C4CO3)C5=CC(=C(C(=C5)OC)OC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)[C@@H]3[C@H]4CO[C@@H]([C@H]4CO3)C5=CC(=C(C(=C5)OC)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
InChI InChI=1S/C32H42O18/c1-43-17-5-11(3-15(35)29(17)49-31-25(41)23(39)21(37)19(7-33)47-31)27-13-9-46-28(14(13)10-45-27)12-4-16(36)30(18(6-12)44-2)50-32-26(42)24(40)22(38)20(8-34)48-32/h3-6,13-14,19-28,31-42H,7-10H2,1-2H3/t13-,14-,19+,20+,21+,22+,23-,24-,25+,26+,27+,28+,31-,32-/m0/s1
InChI Key ILQIFSWZVPQOKN-JBMFSIQSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H42O18
Molecular Weight 714.70 g/mol
Exact Mass 714.23711449 g/mol
Topological Polar Surface Area (TPSA) 276.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.45
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 10

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-[(3S,3aR,6S,6aR)-6-[3-hydroxy-5-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-hydroxy-6-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 + 0.5501 55.01%
Caco-2 - 0.8761 87.61%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7266 72.66%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior + 0.8937 89.37%
OATP1B3 inhibitior + 0.9691 96.91%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5640 56.40%
P-glycoprotein inhibitior + 0.6129 61.29%
P-glycoprotein substrate - 0.8375 83.75%
CYP3A4 substrate + 0.5723 57.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7876 78.76%
CYP3A4 inhibition - 0.8406 84.06%
CYP2C9 inhibition - 0.8498 84.98%
CYP2C19 inhibition - 0.7124 71.24%
CYP2D6 inhibition - 0.8817 88.17%
CYP1A2 inhibition - 0.8560 85.60%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.5107 51.07%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6086 60.86%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9020 90.20%
Skin irritation - 0.8431 84.31%
Skin corrosion - 0.9576 95.76%
Ames mutagenesis - 0.6478 64.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8108 81.08%
Micronuclear + 0.5900 59.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8863 88.63%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9292 92.92%
Acute Oral Toxicity (c) III 0.6689 66.89%
Estrogen receptor binding + 0.8002 80.02%
Androgen receptor binding + 0.6362 63.62%
Thyroid receptor binding + 0.5429 54.29%
Glucocorticoid receptor binding + 0.5729 57.29%
Aromatase binding + 0.5224 52.24%
PPAR gamma + 0.7037 70.37%
Honey bee toxicity - 0.8246 82.46%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.9086 90.86%

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 99.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.53% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.14% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.01% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.25% 94.00%
CHEMBL2581 P07339 Cathepsin D 88.10% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.10% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.93% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.15% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.11% 89.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.65% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.84% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.52% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.52% 92.62%
CHEMBL4208 P20618 Proteasome component C5 81.42% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.08% 97.14%

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.
Eleutherococcus senticosus

Cross-Links

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PubChem 162918172
LOTUS LTS0238739
wikiData Q105115372