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[(2R,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)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 bbf8af17-16fc-484d-8357-f2d907cf2aab
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1=CC(=C(C=C1C=CC(=O)OC2C(OC(C(C2O)O)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)COC6C(C(C(C(O6)CO)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1/C=C/C(=O)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O
InChI InChI=1S/C36H36O19/c37-12-25-29(45)30(46)32(48)35(53-25)50-13-26-34(55-27(44)6-2-14-1-4-17(38)19(40)7-14)31(47)33(49)36(54-26)51-16-9-21(42)28-22(43)11-23(52-24(28)10-16)15-3-5-18(39)20(41)8-15/h1-11,25-26,29-42,45-49H,12-13H2/b6-2+/t25-,26-,29-,30+,31-,32-,33-,34-,35-,36-/m1/s1
InChI Key PREKJVTWKHSPSU-SPDAVFANSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36O19
Molecular Weight 772.70 g/mol
Exact Mass 772.18507891 g/mol
Topological Polar Surface Area (TPSA) 312.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -0.74
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)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 - 0.8952 89.52%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5040 50.40%
OATP2B1 inhibitior - 0.5672 56.72%
OATP1B1 inhibitior + 0.9156 91.56%
OATP1B3 inhibitior + 0.9786 97.86%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8180 81.80%
P-glycoprotein inhibitior + 0.6388 63.88%
P-glycoprotein substrate - 0.5085 50.85%
CYP3A4 substrate + 0.6542 65.42%
CYP2C9 substrate - 0.8109 81.09%
CYP2D6 substrate - 0.8693 86.93%
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 + 0.8292 82.92%
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 - 0.8996 89.96%
Skin irritation - 0.8335 83.35%
Skin corrosion - 0.9579 95.79%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6608 66.08%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.8821 88.21%
skin sensitisation - 0.8754 87.54%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9378 93.78%
Acute Oral Toxicity (c) IV 0.4410 44.10%
Estrogen receptor binding + 0.7641 76.41%
Androgen receptor binding + 0.6619 66.19%
Thyroid receptor binding - 0.4936 49.36%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.5823 58.23%
PPAR gamma + 0.7261 72.61%
Honey bee toxicity - 0.6427 64.27%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6500 65.00%
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 99.87% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.46% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.17% 89.00%
CHEMBL3194 P02766 Transthyretin 97.36% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.79% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.13% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.92% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.27% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.58% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 90.07% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.81% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.17% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.87% 99.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.70% 91.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.69% 95.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.56% 97.28%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.58% 95.50%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.48% 95.78%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.13% 80.78%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.38% 83.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.19% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.90% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 80.48% 92.50%

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.
Lonicera implexa

Cross-Links

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PubChem 163105557
LOTUS LTS0205887
wikiData Q105213635