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[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]-4-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]methoxy]oxan-2-yl]methyl (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 d573e9b3-fabc-40e0-8913-f4e59754da27
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]-4-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]methoxy]oxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)COC2C(C(OC(C2O)OCCC3=CC=C(C=C3)O)COC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)CO[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O)OCCC3=CC=C(C=C3)O)COC(=O)/C=C/C4=CC(=C(C=C4)O)O)O)O)O)O
InChI InChI=1S/C30H38O14/c1-15-24(35)27(38)25(36)21(43-15)14-42-29-26(37)22(13-41-23(34)9-5-17-4-8-19(32)20(33)12-17)44-30(28(29)39)40-11-10-16-2-6-18(31)7-3-16/h2-9,12,15,21-22,24-33,35-39H,10-11,13-14H2,1H3/b9-5+/t15-,21-,22+,24-,25-,26+,27+,28+,29-,30+/m0/s1
InChI Key JMRQILWJRNGKKT-QLLFZWLSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H38O14
Molecular Weight 622.60 g/mol
Exact Mass 622.22615588 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.68
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]-4-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]methoxy]oxan-2-yl]methyl (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 - 0.7486 74.86%
Caco-2 - 0.9050 90.50%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.8279 82.79%
OATP2B1 inhibitior - 0.7223 72.23%
OATP1B1 inhibitior + 0.8587 85.87%
OATP1B3 inhibitior + 0.9385 93.85%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8259 82.59%
P-glycoprotein inhibitior - 0.5651 56.51%
P-glycoprotein substrate - 0.6020 60.20%
CYP3A4 substrate + 0.6455 64.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8711 87.11%
CYP3A4 inhibition - 0.9283 92.83%
CYP2C9 inhibition - 0.6996 69.96%
CYP2C19 inhibition - 0.7997 79.97%
CYP2D6 inhibition - 0.9092 90.92%
CYP1A2 inhibition - 0.7832 78.32%
CYP2C8 inhibition + 0.7469 74.69%
CYP inhibitory promiscuity - 0.6463 64.63%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6162 61.62%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9246 92.46%
Skin irritation - 0.8246 82.46%
Skin corrosion - 0.9498 94.98%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4160 41.60%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8229 82.29%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.9625 96.25%
Acute Oral Toxicity (c) III 0.7742 77.42%
Estrogen receptor binding + 0.7787 77.87%
Androgen receptor binding + 0.5286 52.86%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.4682 46.82%
Aromatase binding + 0.5439 54.39%
PPAR gamma + 0.6784 67.84%
Honey bee toxicity - 0.7113 71.13%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8893 88.93%

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 99.33% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.25% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.01% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.26% 96.09%
CHEMBL3194 P02766 Transthyretin 94.19% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.88% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.94% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 92.27% 94.73%
CHEMBL2581 P07339 Cathepsin D 92.20% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.83% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.30% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.79% 96.95%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.90% 85.31%
CHEMBL3437 Q16853 Amine oxidase, copper containing 85.63% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.31% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 83.27% 95.93%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.03% 94.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.00% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.66% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.15% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.06% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.05% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.60% 91.71%
CHEMBL5255 O00206 Toll-like receptor 4 80.52% 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.
Cistanche phelypaea

Cross-Links

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PubChem 44205526
NPASS NPC476383
ChEMBL CHEMBL590410
LOTUS LTS0200957
wikiData Q105131609