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[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-[[(3R,4R,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]oxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

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 7c485689-cb64-4970-a221-0ecd96e6bdc6
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-[[(3R,4R,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]oxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H42O14/c1-44-27-13-19(4-8-24(27)38)6-11-31(40)47-18-30-32(41)33(42)34(43)36(50-30)49-26-10-5-20(14-29(26)46-3)12-22-17-48-35(23(22)16-37)21-7-9-25(39)28(15-21)45-2/h4-11,13-15,22-23,30,32-39,41-43H,12,16-18H2,1-3H3/b11-6+/t22-,23-,30+,32+,33-,34+,35+,36+/m0/s1
InChI Key HCBWZDHWOYYYFX-PNYQTAEKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H42O14
Molecular Weight 698.70 g/mol
Exact Mass 698.25745601 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.11
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-[[(3R,4R,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2-methoxyphenoxy]oxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.8754 87.54%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8002 80.02%
OATP2B1 inhibitior + 0.5638 56.38%
OATP1B1 inhibitior + 0.8417 84.17%
OATP1B3 inhibitior + 0.9578 95.78%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8316 83.16%
P-glycoprotein inhibitior + 0.7340 73.40%
P-glycoprotein substrate - 0.5742 57.42%
CYP3A4 substrate + 0.6873 68.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8602 86.02%
CYP3A4 inhibition - 0.7283 72.83%
CYP2C9 inhibition - 0.8414 84.14%
CYP2C19 inhibition - 0.7730 77.30%
CYP2D6 inhibition - 0.9134 91.34%
CYP1A2 inhibition - 0.8868 88.68%
CYP2C8 inhibition + 0.8233 82.33%
CYP inhibitory promiscuity + 0.5640 56.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6414 64.14%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9180 91.80%
Skin irritation - 0.8506 85.06%
Skin corrosion - 0.9581 95.81%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8325 83.25%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8575 85.75%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9645 96.45%
Acute Oral Toxicity (c) III 0.6435 64.35%
Estrogen receptor binding + 0.7893 78.93%
Androgen receptor binding + 0.6465 64.65%
Thyroid receptor binding + 0.5487 54.87%
Glucocorticoid receptor binding + 0.7130 71.30%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6807 68.07%
Honey bee toxicity - 0.7696 76.96%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9672 96.72%

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 99.35% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.10% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.71% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.34% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.05% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.93% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 94.67% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.89% 99.17%
CHEMBL2581 P07339 Cathepsin D 93.22% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.35% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.51% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.09% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.64% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.93% 95.50%
CHEMBL3194 P02766 Transthyretin 87.86% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.27% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.77% 92.62%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.61% 96.61%
CHEMBL2535 P11166 Glucose transporter 84.13% 98.75%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 83.61% 80.78%
CHEMBL4208 P20618 Proteasome component C5 83.30% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.81% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.99% 97.14%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.94% 85.49%
CHEMBL3401 O75469 Pregnane X receptor 81.91% 94.73%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.61% 97.31%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.32% 97.33%

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.
Brucea javanica

Cross-Links

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PubChem 71465381
LOTUS LTS0259533
wikiData Q105025599