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[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[4-[[(3R,4R,5S)-5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2,6-dimethoxyphenoxy]-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-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 7527fc77-dc6b-4850-a1b4-fe0bf1b3bc29
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[4-[[(3R,4R,5S)-5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2,6-dimethoxyphenoxy]-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H54O19/c1-57-33-16-25(7-11-31(33)50)9-13-40(52)63-24-39-47(66-41(53)14-10-26-8-12-32(51)34(17-26)58-2)43(55)44(56)48(65-39)67-46-37(61-5)18-27(19-38(46)62-6)15-29-23-64-45(30(29)22-49)28-20-35(59-3)42(54)36(21-28)60-4/h7-14,16-21,29-30,39,43-45,47-51,54-56H,15,22-24H2,1-6H3/b13-9+,14-10+/t29-,30-,39+,43+,44+,45+,47+,48-/m0/s1
InChI Key CRTIAUCJLPETGU-GVFKKWIOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H54O19
Molecular Weight 934.90 g/mol
Exact Mass 934.32592949 g/mol
Topological Polar Surface Area (TPSA) 257.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.10
H-Bond Acceptor 19
H-Bond Donor 6
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[4-[[(3R,4R,5S)-5-(4-hydroxy-3,5-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-2,6-dimethoxyphenoxy]-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-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 + 0.6258 62.58%
Caco-2 - 0.8645 86.45%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8765 87.65%
OATP2B1 inhibitior - 0.5787 57.87%
OATP1B1 inhibitior + 0.8232 82.32%
OATP1B3 inhibitior + 0.9280 92.80%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9304 93.04%
P-glycoprotein inhibitior + 0.7603 76.03%
P-glycoprotein substrate + 0.5236 52.36%
CYP3A4 substrate + 0.7109 71.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8602 86.02%
CYP3A4 inhibition - 0.5701 57.01%
CYP2C9 inhibition - 0.7286 72.86%
CYP2C19 inhibition - 0.6456 64.56%
CYP2D6 inhibition - 0.9141 91.41%
CYP1A2 inhibition - 0.8548 85.48%
CYP2C8 inhibition + 0.8290 82.90%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5946 59.46%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9028 90.28%
Skin irritation - 0.8654 86.54%
Skin corrosion - 0.9590 95.90%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7412 74.12%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8403 84.03%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9702 97.02%
Acute Oral Toxicity (c) III 0.6226 62.26%
Estrogen receptor binding + 0.7768 77.68%
Androgen receptor binding + 0.7289 72.89%
Thyroid receptor binding + 0.5944 59.44%
Glucocorticoid receptor binding + 0.7196 71.96%
Aromatase binding + 0.5713 57.13%
PPAR gamma + 0.7446 74.46%
Honey bee toxicity - 0.7497 74.97%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9799 97.99%

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 99.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.14% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.82% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.06% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.56% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.81% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.36% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.01% 99.17%
CHEMBL2581 P07339 Cathepsin D 92.78% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.21% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.72% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.17% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.52% 96.61%
CHEMBL4208 P20618 Proteasome component C5 88.53% 90.00%
CHEMBL3194 P02766 Transthyretin 86.83% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 86.42% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.92% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.47% 89.62%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.94% 85.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.75% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.45% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.45% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.36% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 80.10% 91.49%

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 102380096
LOTUS LTS0172201
wikiData Q104968855