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[(2R,3R,4R,5R,6R)-3-acetyloxy-4-[(2S,3R,4R,5R,6S)-3-acetyloxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]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 0777cdf9-9457-4793-9a1e-9da42a655f4b
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2R,3R,4R,5R,6R)-3-acetyloxy-4-[(2S,3R,4R,5R,6S)-3-acetyloxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]oxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H44O17/c1-17-28(41)29(42)33(50-19(3)37)35(48-17)52-32-30(43)34(46-13-12-21-7-10-23(39)25(15-21)45-5)51-26(31(32)49-18(2)36)16-47-27(40)11-8-20-6-9-22(38)24(14-20)44-4/h6-11,14-15,17,26,28-35,38-39,41-43H,12-13,16H2,1-5H3/b11-8+/t17-,26+,28-,29+,30+,31+,32+,33+,34+,35-/m0/s1
InChI Key FZLKCOPKIRALLL-QHQROHLOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H44O17
Molecular Weight 736.70 g/mol
Exact Mass 736.25784993 g/mol
Topological Polar Surface Area (TPSA) 235.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.73
H-Bond Acceptor 17
H-Bond Donor 5
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4R,5R,6R)-3-acetyloxy-4-[(2S,3R,4R,5R,6S)-3-acetyloxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]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 - 0.6830 68.30%
Caco-2 - 0.8776 87.76%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8439 84.39%
OATP2B1 inhibitior + 0.5620 56.20%
OATP1B1 inhibitior + 0.8487 84.87%
OATP1B3 inhibitior + 0.9037 90.37%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9188 91.88%
P-glycoprotein inhibitior + 0.7141 71.41%
P-glycoprotein substrate + 0.5106 51.06%
CYP3A4 substrate + 0.6872 68.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8654 86.54%
CYP3A4 inhibition - 0.8975 89.75%
CYP2C9 inhibition - 0.6895 68.95%
CYP2C19 inhibition - 0.7779 77.79%
CYP2D6 inhibition - 0.8969 89.69%
CYP1A2 inhibition - 0.8311 83.11%
CYP2C8 inhibition + 0.8156 81.56%
CYP inhibitory promiscuity - 0.8137 81.37%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6258 62.58%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9202 92.02%
Skin irritation - 0.8784 87.84%
Skin corrosion - 0.9606 96.06%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5459 54.59%
Micronuclear - 0.6367 63.67%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8756 87.56%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.9659 96.59%
Acute Oral Toxicity (c) III 0.7537 75.37%
Estrogen receptor binding + 0.8168 81.68%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.5801 58.01%
Glucocorticoid receptor binding + 0.7447 74.47%
Aromatase binding + 0.5448 54.48%
PPAR gamma + 0.7560 75.60%
Honey bee toxicity - 0.6873 68.73%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8857 88.57%

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 99.45% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.56% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.09% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 96.73% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.47% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.13% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.44% 99.17%
CHEMBL3194 P02766 Transthyretin 93.45% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.12% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.85% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 90.44% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.67% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.65% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.10% 95.89%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.04% 80.78%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.55% 92.62%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.68% 97.36%
CHEMBL4208 P20618 Proteasome component C5 81.10% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.61% 94.00%

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.
Pedicularis lasiophrys

Cross-Links

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PubChem 14992065
LOTUS LTS0102833
wikiData Q105005006