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[(3R,4S,5S)-3,4,5-trihydroxy-6-[[(2S,4R)-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methoxy]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 45d49aaa-8500-41e5-8a22-e45b2c476ac5
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name [(3R,4S,5S)-3,4,5-trihydroxy-6-[[(2S,4R)-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methoxy]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)37)6-11-31(40)47-18-30-32(41)33(42)34(43)36(50-30)49-17-23-22(12-20-5-9-25(38)28(14-20)45-2)16-48-35(23)21-7-10-26(39)29(15-21)46-3/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 OSLFMIFGCFUBOT-MRYRHJDTSA-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 2.50
Atomic LogP (AlogP) 2.46
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 [(3R,4S,5S)-3,4,5-trihydroxy-6-[[(2S,4R)-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methoxy]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 + 0.5580 55.80%
Caco-2 - 0.8788 87.88%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8263 82.63%
OATP2B1 inhibitior - 0.5821 58.21%
OATP1B1 inhibitior + 0.8556 85.56%
OATP1B3 inhibitior + 0.9457 94.57%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7817 78.17%
P-glycoprotein inhibitior + 0.7457 74.57%
P-glycoprotein substrate - 0.6038 60.38%
CYP3A4 substrate + 0.6794 67.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8591 85.91%
CYP3A4 inhibition - 0.7336 73.36%
CYP2C9 inhibition - 0.7904 79.04%
CYP2C19 inhibition - 0.6864 68.64%
CYP2D6 inhibition - 0.9056 90.56%
CYP1A2 inhibition - 0.8693 86.93%
CYP2C8 inhibition + 0.8010 80.10%
CYP inhibitory promiscuity + 0.6174 61.74%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6140 61.40%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9256 92.56%
Skin irritation - 0.8554 85.54%
Skin corrosion - 0.9581 95.81%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7810 78.10%
Micronuclear + 0.5674 56.74%
Hepatotoxicity - 0.7716 77.16%
skin sensitisation - 0.8510 85.10%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9732 97.32%
Acute Oral Toxicity (c) III 0.6385 63.85%
Estrogen receptor binding + 0.8044 80.44%
Androgen receptor binding + 0.6690 66.90%
Thyroid receptor binding + 0.5349 53.49%
Glucocorticoid receptor binding + 0.6708 67.08%
Aromatase binding - 0.5172 51.72%
PPAR gamma + 0.6503 65.03%
Honey bee toxicity - 0.7632 76.32%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9821 98.21%

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 99.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.13% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.23% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.13% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.10% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.92% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.42% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.87% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.76% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.02% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.92% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.44% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.24% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.23% 96.61%
CHEMBL3194 P02766 Transthyretin 86.05% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.83% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.03% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 84.41% 94.73%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.01% 80.78%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.99% 85.31%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.94% 89.62%
CHEMBL4208 P20618 Proteasome component C5 82.43% 90.00%
CHEMBL2535 P11166 Glucose transporter 82.36% 98.75%
CHEMBL1951 P21397 Monoamine oxidase A 81.48% 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.
Catalpa ovata

Cross-Links

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PubChem 162909943
LOTUS LTS0097234
wikiData Q105199044