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(3R,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]methyl]oxolan-2-one

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 7befede5-685b-428c-a670-1c9230bb3128
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (3R,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]methyl]oxolan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H44O16/c1-42-19-6-4-15(10-21(19)43-2)8-17-13-45-31(41)18(17)9-16-5-7-20(22(11-16)44-3)47-33-30(40)28(38)26(36)24(49-33)14-46-32-29(39)27(37)25(35)23(12-34)48-32/h4-7,10-11,17-18,23-30,32-40H,8-9,12-14H2,1-3H3/t17-,18-,23-,24-,25-,26-,27+,28+,29-,30-,32-,33-/m1/s1
InChI Key FEQSYBHDHIPRKS-VHLNOCCKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H44O16
Molecular Weight 696.70 g/mol
Exact Mass 696.26293531 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -1.71
H-Bond Acceptor 16
H-Bond Donor 7
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]methyl]oxolan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6896 68.96%
Caco-2 - 0.8790 87.90%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7822 78.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8796 87.96%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7299 72.99%
P-glycoprotein inhibitior + 0.6575 65.75%
P-glycoprotein substrate - 0.5879 58.79%
CYP3A4 substrate + 0.6177 61.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8578 85.78%
CYP3A4 inhibition - 0.7181 71.81%
CYP2C9 inhibition - 0.8497 84.97%
CYP2C19 inhibition - 0.7668 76.68%
CYP2D6 inhibition - 0.9116 91.16%
CYP1A2 inhibition - 0.8585 85.85%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.6441 64.41%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6598 65.98%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9218 92.18%
Skin irritation - 0.8649 86.49%
Skin corrosion - 0.9649 96.49%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8228 82.28%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8740 87.40%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6927 69.27%
Acute Oral Toxicity (c) III 0.6858 68.58%
Estrogen receptor binding + 0.7758 77.58%
Androgen receptor binding + 0.5790 57.90%
Thyroid receptor binding - 0.5219 52.19%
Glucocorticoid receptor binding + 0.6128 61.28%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6682 66.82%
Honey bee toxicity - 0.7642 76.42%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6649 66.49%
Fish aquatic toxicity + 0.9066 90.66%

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 98.42% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.02% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.77% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.50% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.22% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 91.85% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.62% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.63% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.98% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.00% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.64% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.34% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.85% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.49% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 85.87% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.65% 89.00%
CHEMBL220 P22303 Acetylcholinesterase 85.23% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.02% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.57% 86.92%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.13% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.54% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.98% 97.25%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.39% 95.83%

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.
Trachelospermum asiaticum

Cross-Links

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PubChem 162924823
LOTUS LTS0007000
wikiData Q104994146