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[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)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 c978e81b-9f2e-49e4-a734-89251987fdb5
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
IUPAC Name [(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C/C(=O)OC[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)CO)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
InChI InChI=1S/C36H36O18/c37-13-22-26(42)29(45)31(47)35(52-22)50-19-11-20(40)25-21(12-19)51-33(16-4-8-18(39)9-5-16)34(28(25)44)54-36-32(48)30(46)27(43)23(53-36)14-49-24(41)10-3-15-1-6-17(38)7-2-15/h1-12,22-23,26-27,29-32,35-40,42-43,45-48H,13-14H2/b10-3+/t22-,23-,26-,27-,29+,30+,31-,32-,35-,36+/m0/s1
InChI Key ICHAVOGAOVFEKK-KJKJVZLCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36O18
Molecular Weight 756.70 g/mol
Exact Mass 756.19016430 g/mol
Topological Polar Surface Area (TPSA) 292.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.80
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)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 - 0.5570 55.70%
Caco-2 - 0.8981 89.81%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5040 50.40%
OATP2B1 inhibitior - 0.5676 56.76%
OATP1B1 inhibitior + 0.8911 89.11%
OATP1B3 inhibitior + 0.9786 97.86%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7232 72.32%
P-glycoprotein inhibitior + 0.6833 68.33%
P-glycoprotein substrate - 0.6373 63.73%
CYP3A4 substrate + 0.6585 65.85%
CYP2C9 substrate - 0.8095 80.95%
CYP2D6 substrate - 0.8711 87.11%
CYP3A4 inhibition - 0.9209 92.09%
CYP2C9 inhibition - 0.8990 89.90%
CYP2C19 inhibition - 0.8708 87.08%
CYP2D6 inhibition - 0.9370 93.70%
CYP1A2 inhibition - 0.9325 93.25%
CYP2C8 inhibition + 0.8564 85.64%
CYP inhibitory promiscuity - 0.7843 78.43%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6850 68.50%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.8994 89.94%
Skin irritation - 0.8335 83.35%
Skin corrosion - 0.9579 95.79%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6975 69.75%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.7321 73.21%
skin sensitisation - 0.8754 87.54%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8827 88.27%
Acute Oral Toxicity (c) IV 0.4410 44.10%
Estrogen receptor binding + 0.7521 75.21%
Androgen receptor binding + 0.7010 70.10%
Thyroid receptor binding + 0.5433 54.33%
Glucocorticoid receptor binding + 0.5590 55.90%
Aromatase binding + 0.5225 52.25%
PPAR gamma + 0.6784 67.84%
Honey bee toxicity - 0.7170 71.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9324 93.24%

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 99.47% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.14% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 97.08% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.30% 86.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.98% 95.64%
CHEMBL3194 P02766 Transthyretin 94.81% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.53% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.26% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.02% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.66% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.82% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.77% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.89% 95.78%
CHEMBL3401 O75469 Pregnane X receptor 88.72% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.14% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.33% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.55% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.33% 94.00%
CHEMBL242 Q92731 Estrogen receptor beta 83.09% 98.35%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.41% 91.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.82% 85.14%

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.
Lotus polyphyllos

Cross-Links

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PubChem 163188195
LOTUS LTS0135100
wikiData Q105110978