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[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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 3f2c2122-1b40-4c97-9490-1f236ccb8172
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)OC(=O)C=CC4=CC(=C(C(=C4)OC)O)OC)CO)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@H]2[C@H]([C@@H]([C@@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)CO)O)OC(=O)/C=C/C4=CC(=C(C(=C4)OC)O)OC)CO)O)O)O
InChI InChI=1S/C34H42O19/c1-45-18-9-16(10-19(46-2)26(18)39)5-7-24(37)49-14-23-28(41)30(43)31(44)33(50-23)53-34(15-36)32(29(42)22(13-35)52-34)51-25(38)8-6-17-11-20(47-3)27(40)21(12-17)48-4/h5-12,22-23,28-33,35-36,39-44H,13-15H2,1-4H3/b7-5+,8-6+/t22-,23+,28-,29-,30+,31+,32+,33-,34+/m1/s1
InChI Key FHIJMQWMMZEFBL-QSAPPISTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O19
Molecular Weight 754.70 g/mol
Exact Mass 754.23202911 g/mol
Topological Polar Surface Area (TPSA) 279.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.42
H-Bond Acceptor 19
H-Bond Donor 8
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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 - 0.7827 78.27%
Caco-2 - 0.8792 87.92%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7023 70.23%
OATP2B1 inhibitior - 0.7208 72.08%
OATP1B1 inhibitior + 0.8195 81.95%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9340 93.40%
P-glycoprotein inhibitior + 0.7094 70.94%
P-glycoprotein substrate - 0.6480 64.80%
CYP3A4 substrate + 0.6469 64.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8593 85.93%
CYP3A4 inhibition - 0.7802 78.02%
CYP2C9 inhibition - 0.8269 82.69%
CYP2C19 inhibition - 0.8158 81.58%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.8796 87.96%
CYP2C8 inhibition + 0.6875 68.75%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.8527 85.27%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7082 70.82%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.8319 83.19%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8999 89.99%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.8330 83.30%
Androgen receptor binding + 0.6326 63.26%
Thyroid receptor binding + 0.5670 56.70%
Glucocorticoid receptor binding + 0.6375 63.75%
Aromatase binding + 0.6038 60.38%
PPAR gamma + 0.7508 75.08%
Honey bee toxicity - 0.7095 70.95%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9374 93.74%

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 99.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.78% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.52% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.12% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.63% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.24% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 92.19% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.01% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.42% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.27% 86.92%
CHEMBL5255 O00206 Toll-like receptor 4 84.99% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.28% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.02% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.45% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.30% 97.36%
CHEMBL340 P08684 Cytochrome P450 3A4 81.98% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.60% 95.89%
CHEMBL3194 P02766 Transthyretin 81.29% 90.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.05% 96.90%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.87% 94.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.81% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.12% 95.89%

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.
Ruta graveolens

Cross-Links

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PubChem 163186321
LOTUS LTS0016048
wikiData Q104995277