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(2S,3R,4S,5S,6R)-2-[4-[(1S,3aS,4S,6aS)-1-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,3,6,6-tetramethyl-1,3a,4,6a-tetrahydrofuro[3,4-c]furan-4-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 b29ad2bf-ed18-4e0e-8a9c-fc5d8fa15f23
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[4-[(1S,3aS,4S,6aS)-1-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,3,6,6-tetramethyl-1,3a,4,6a-tetrahydrofuro[3,4-c]furan-4-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H54O18/c1-37(2)23-24(32(55-37)16-11-19(49-7)34(20(12-16)50-8)54-36-30(46)28(44)26(42)22(14-40)52-36)38(3,4)56-31(23)15-9-17(47-5)33(18(10-15)48-6)53-35-29(45)27(43)25(41)21(13-39)51-35/h9-12,21-32,35-36,39-46H,13-14H2,1-8H3/t21-,22-,23+,24+,25-,26-,27+,28+,29-,30-,31-,32-,35+,36+/m1/s1
InChI Key USOSNFWVEWONDB-GDELVNJISA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C38H54O18
Molecular Weight 798.80 g/mol
Exact Mass 798.33101487 g/mol
Topological Polar Surface Area (TPSA) 254.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -0.29
H-Bond Acceptor 18
H-Bond Donor 8
Rotatable Bonds 12

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-[(1S,3aS,4S,6aS)-1-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,3,6,6-tetramethyl-1,3a,4,6a-tetrahydrofuro[3,4-c]furan-4-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 + 0.5680 56.80%
Caco-2 - 0.8652 86.52%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6969 69.69%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8862 88.62%
OATP1B3 inhibitior + 0.9603 96.03%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.7136 71.36%
P-glycoprotein substrate - 0.8809 88.09%
CYP3A4 substrate + 0.5770 57.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7986 79.86%
CYP3A4 inhibition - 0.8797 87.97%
CYP2C9 inhibition - 0.7732 77.32%
CYP2C19 inhibition - 0.7031 70.31%
CYP2D6 inhibition - 0.9002 90.02%
CYP1A2 inhibition - 0.8297 82.97%
CYP2C8 inhibition + 0.5427 54.27%
CYP inhibitory promiscuity - 0.5298 52.98%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5214 52.14%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8997 89.97%
Skin irritation - 0.8375 83.75%
Skin corrosion - 0.9463 94.63%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7360 73.60%
Micronuclear + 0.5859 58.59%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8857 88.57%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6482 64.82%
Acute Oral Toxicity (c) III 0.6749 67.49%
Estrogen receptor binding + 0.7712 77.12%
Androgen receptor binding + 0.6725 67.25%
Thyroid receptor binding + 0.5653 56.53%
Glucocorticoid receptor binding + 0.6842 68.42%
Aromatase binding + 0.6343 63.43%
PPAR gamma + 0.7292 72.92%
Honey bee toxicity - 0.7999 79.99%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.7909 79.09%

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 98.69% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.60% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.46% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.97% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.18% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.34% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.59% 96.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.24% 96.61%
CHEMBL2581 P07339 Cathepsin D 85.15% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.54% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.41% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 84.02% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.71% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.70% 97.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.32% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.29% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.63% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 80.20% 83.82%

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.
Plocama calabrica
Salvadora persica

Cross-Links

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PubChem 163028601
LOTUS LTS0166216
wikiData Q105278396