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[(2R,3S,4R,5R,6S)-3-acetyloxy-6-[4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-2,3-dihydroxyphenoxy]-4,5-dihydroxyoxan-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 13d3cf2a-4ffd-4b1c-963f-c25c2fc5c2f2
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name [(2R,3S,4R,5R,6S)-3-acetyloxy-6-[4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-2,3-dihydroxyphenoxy]-4,5-dihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H30O14/c1-16(33)44-31-25(15-43-26(38)13-6-17-2-7-19(34)8-3-17)46-32(30(42)29(31)41)45-24-12-9-20(27(39)28(24)40)21(35)10-4-18-5-11-22(36)23(37)14-18/h2-14,25,29-32,34,36-37,39-42H,15H2,1H3/b10-4+,13-6+/t25-,29-,30-,31-,32-/m1/s1
InChI Key WKVRKYAYLUKIBW-KNSAYTCFSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H30O14
Molecular Weight 638.60 g/mol
Exact Mass 638.16355563 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.12
H-Bond Acceptor 14
H-Bond Donor 7
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)-3-acetyloxy-6-[4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-2,3-dihydroxyphenoxy]-4,5-dihydroxyoxan-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 + 0.5703 57.03%
Caco-2 - 0.8990 89.90%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Mitochondria 0.8440 84.40%
OATP2B1 inhibitior - 0.5635 56.35%
OATP1B1 inhibitior + 0.8874 88.74%
OATP1B3 inhibitior + 0.9235 92.35%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8499 84.99%
P-glycoprotein inhibitior + 0.6874 68.74%
P-glycoprotein substrate - 0.6368 63.68%
CYP3A4 substrate + 0.6572 65.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8809 88.09%
CYP3A4 inhibition - 0.8541 85.41%
CYP2C9 inhibition + 0.5801 58.01%
CYP2C19 inhibition - 0.6303 63.03%
CYP2D6 inhibition - 0.8834 88.34%
CYP1A2 inhibition - 0.7370 73.70%
CYP2C8 inhibition + 0.8156 81.56%
CYP inhibitory promiscuity - 0.6206 62.06%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6916 69.16%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9085 90.85%
Skin irritation - 0.8467 84.67%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6950 69.50%
Micronuclear + 0.6766 67.66%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8502 85.02%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.8268 82.68%
Acute Oral Toxicity (c) III 0.7577 75.77%
Estrogen receptor binding + 0.8009 80.09%
Androgen receptor binding + 0.7487 74.87%
Thyroid receptor binding + 0.5730 57.30%
Glucocorticoid receptor binding + 0.6342 63.42%
Aromatase binding - 0.5636 56.36%
PPAR gamma + 0.7033 70.33%
Honey bee toxicity - 0.7481 74.81%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9700 97.00%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.39% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.10% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.80% 86.33%
CHEMBL3194 P02766 Transthyretin 97.25% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.73% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.27% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 92.05% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.38% 99.17%
CHEMBL4208 P20618 Proteasome component C5 89.75% 90.00%
CHEMBL2581 P07339 Cathepsin D 88.86% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.47% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.08% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.53% 95.56%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.19% 82.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.45% 94.45%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.00% 89.67%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.42% 93.10%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.94% 89.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.90% 95.89%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.30% 95.78%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.41% 83.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.25% 97.09%

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.
Bidens pilosa

Cross-Links

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PubChem 10371911
LOTUS LTS0156759
wikiData Q105307735