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(2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-6-[4-[1,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-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 ef01ff76-4e04-4713-8127-d345525267d4
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-6-[4-[1,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H50O18/c1-47-22-7-17(8-23(48-2)31(22)43)30(42)28(13-40)55-37-24(49-3)9-18(10-25(37)50-4)35-20-15-54-36(21(20)16-53-35)19-11-26(51-5)38(27(12-19)52-6)57-39-34(46)33(45)32(44)29(14-41)56-39/h7-12,20-21,28-30,32-36,39-46H,13-16H2,1-6H3/t20-,21-,28?,29-,30?,32-,33+,34-,35+,36+,39+/m1/s1
InChI Key DQGLNXCXLBTINW-WAUQSMHDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H50O18
Molecular Weight 806.80 g/mol
Exact Mass 806.29971474 g/mol
Topological Polar Surface Area (TPSA) 243.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.17
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 16

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-[(3R,3aS,6R,6aS)-6-[4-[1,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-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 + 0.5448 54.48%
Caco-2 - 0.8592 85.92%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7094 70.94%
OATP2B1 inhibitior - 0.5789 57.89%
OATP1B1 inhibitior + 0.8414 84.14%
OATP1B3 inhibitior + 0.9657 96.57%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7915 79.15%
P-glycoprotein inhibitior + 0.7435 74.35%
P-glycoprotein substrate - 0.5752 57.52%
CYP3A4 substrate + 0.6266 62.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7876 78.76%
CYP3A4 inhibition - 0.8850 88.50%
CYP2C9 inhibition - 0.8524 85.24%
CYP2C19 inhibition - 0.7622 76.22%
CYP2D6 inhibition - 0.9085 90.85%
CYP1A2 inhibition - 0.8720 87.20%
CYP2C8 inhibition + 0.5923 59.23%
CYP inhibitory promiscuity - 0.5471 54.71%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5993 59.93%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.8460 84.60%
Skin corrosion - 0.9592 95.92%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7742 77.42%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9578 95.78%
Acute Oral Toxicity (c) III 0.6521 65.21%
Estrogen receptor binding + 0.7698 76.98%
Androgen receptor binding + 0.6684 66.84%
Thyroid receptor binding + 0.5977 59.77%
Glucocorticoid receptor binding + 0.7363 73.63%
Aromatase binding + 0.6443 64.43%
PPAR gamma + 0.7132 71.32%
Honey bee toxicity - 0.7936 79.36%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.9093 90.93%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.99% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.91% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.42% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.16% 96.61%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.07% 89.62%
CHEMBL2581 P07339 Cathepsin D 91.85% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.12% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.39% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.03% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.83% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.51% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.14% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.05% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.51% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.53% 94.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.41% 89.44%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.99% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 82.28% 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.
Albizia myriophylla

Cross-Links

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PubChem 101677517
LOTUS LTS0223601
wikiData Q104986929