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[(2S,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-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 d3f4334e-2d20-459e-a710-b1ff20e953f7
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2S,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-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=C1CCOC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1CCO[C@H]2[C@@H]([C@H]([C@@H]([C@@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC(=O)/C=C/C4=CC(=C(C=C4)O)O)O)O)O)O
InChI InChI=1S/C29H36O16/c30-11-19-22(36)23(37)25(39)29(43-19)42-12-20-27(45-21(35)6-3-13-1-4-15(31)17(33)9-13)24(38)26(40)28(44-20)41-8-7-14-2-5-16(32)18(34)10-14/h1-6,9-10,19-20,22-34,36-40H,7-8,11-12H2/b6-3+/t19-,20+,22-,23+,24-,25-,26-,27-,28-,29-/m1/s1
InChI Key YKBRODKARMTLPL-WVOFHNJRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O16
Molecular Weight 640.60 g/mol
Exact Mass 640.20033506 g/mol
Topological Polar Surface Area (TPSA) 266.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.04
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-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 - 0.7792 77.92%
Caco-2 - 0.9168 91.68%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7114 71.14%
OATP2B1 inhibitior - 0.8481 84.81%
OATP1B1 inhibitior + 0.8796 87.96%
OATP1B3 inhibitior + 0.9551 95.51%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7386 73.86%
P-glycoprotein inhibitior - 0.5318 53.18%
P-glycoprotein substrate - 0.7802 78.02%
CYP3A4 substrate + 0.6209 62.09%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.9126 91.26%
CYP2C9 inhibition - 0.7218 72.18%
CYP2C19 inhibition - 0.8429 84.29%
CYP2D6 inhibition - 0.8915 89.15%
CYP1A2 inhibition - 0.9023 90.23%
CYP2C8 inhibition + 0.6829 68.29%
CYP inhibitory promiscuity - 0.7614 76.14%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6808 68.08%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9135 91.35%
Skin irritation - 0.8373 83.73%
Skin corrosion - 0.9628 96.28%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6806 68.06%
Micronuclear - 0.6367 63.67%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.8107 81.07%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.9224 92.24%
Acute Oral Toxicity (c) III 0.6718 67.18%
Estrogen receptor binding + 0.7829 78.29%
Androgen receptor binding - 0.7079 70.79%
Thyroid receptor binding + 0.5158 51.58%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.5757 57.57%
PPAR gamma + 0.7068 70.68%
Honey bee toxicity - 0.6940 69.40%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.7871 78.71%

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 99.67% 91.11%
CHEMBL3194 P02766 Transthyretin 95.76% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.58% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 94.18% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.59% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.00% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.54% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.99% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 91.51% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.37% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.99% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.88% 96.95%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 88.08% 96.37%
CHEMBL2581 P07339 Cathepsin D 87.21% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.52% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.98% 94.62%
CHEMBL4208 P20618 Proteasome component C5 83.74% 90.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 82.56% 80.78%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.06% 99.15%

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.
Dicliptera riparia
Fraxinus ornus

Cross-Links

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PubChem 162912224
LOTUS LTS0046297
wikiData Q105349584