PlantaeDB Logo
Login Sign-up

[(2R,3R,4S,5R,6R)-5-acetyloxy-6-[2-(2,3-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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

Top
Internal ID d580a804-d5be-4833-bbc2-c2e173597974
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2R,3R,4S,5R,6R)-5-acetyloxy-6-[2-(2,3-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C)OCCC3=C(C(=CC=C3)O)O)CO)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2OC(=O)C)OCCC3=C(C(=CC=C3)O)O)CO)OC(=O)/C=C/C4=CC(=C(C=C4)O)O)O)O)O
InChI InChI=1S/C31H38O16/c1-14-23(38)25(40)26(41)30(43-14)47-28-27(46-22(37)9-7-16-6-8-18(34)20(36)12-16)21(13-32)45-31(29(28)44-15(2)33)42-11-10-17-4-3-5-19(35)24(17)39/h3-9,12,14,21,23,25-32,34-36,38-41H,10-11,13H2,1-2H3/b9-7+/t14-,21+,23-,25+,26+,27+,28-,29+,30-,31+/m0/s1
InChI Key QWMQZQPAPQHIFD-NYMRDAGRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H38O16
Molecular Weight 666.60 g/mol
Exact Mass 666.21598512 g/mol
Topological Polar Surface Area (TPSA) 251.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.45
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3R,4S,5R,6R)-5-acetyloxy-6-[2-(2,3-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8247 82.47%
Caco-2 - 0.8975 89.75%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7432 74.32%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8562 85.62%
OATP1B3 inhibitior + 0.9502 95.02%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9017 90.17%
P-glycoprotein inhibitior - 0.4476 44.76%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6847 68.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8729 87.29%
CYP3A4 inhibition - 0.8635 86.35%
CYP2C9 inhibition - 0.7374 73.74%
CYP2C19 inhibition - 0.8851 88.51%
CYP2D6 inhibition - 0.9301 93.01%
CYP1A2 inhibition - 0.8634 86.34%
CYP2C8 inhibition + 0.7493 74.93%
CYP inhibitory promiscuity - 0.8392 83.92%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7237 72.37%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9246 92.46%
Skin irritation - 0.8575 85.75%
Skin corrosion - 0.9504 95.04%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8060 80.60%
Micronuclear - 0.6567 65.67%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8677 86.77%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.9347 93.47%
Acute Oral Toxicity (c) III 0.7674 76.74%
Estrogen receptor binding + 0.8366 83.66%
Androgen receptor binding + 0.5457 54.57%
Thyroid receptor binding + 0.5658 56.58%
Glucocorticoid receptor binding + 0.6391 63.91%
Aromatase binding - 0.5127 51.27%
PPAR gamma + 0.7035 70.35%
Honey bee toxicity - 0.7054 70.54%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8800 88.00%

Targets

Top

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 99.92% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.16% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.72% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 97.27% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.10% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.16% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.91% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.82% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.45% 99.17%
CHEMBL3194 P02766 Transthyretin 87.55% 90.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.90% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.40% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 84.72% 95.93%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.62% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.68% 95.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.82% 97.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.91% 94.62%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.66% 96.37%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 163194447
LOTUS LTS0038293
wikiData Q105229281