PlantaeDB Logo
Login Sign-up

(R)-3-(3,4-Dihydroxyphenyl)-2-[3-[7-hydroxy-2-(3,4-dihydroxyphenyl)-3-[[(R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl]oxycarbonyl]benzofuran-5-yl]propenoyloxy]propionic acid

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 74976a59-edab-4e03-add9-cf8e02ef33be
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2R)-2-[(E)-3-[3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-5-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H28O16/c37-21-5-1-17(10-24(21)40)13-28(34(45)46)50-30(44)8-3-16-9-20-31(32(52-33(20)27(43)12-16)19-4-7-23(39)26(42)15-19)36(49)51-29(35(47)48)14-18-2-6-22(38)25(41)11-18/h1-12,15,28-29,37-43H,13-14H2,(H,45,46)(H,47,48)/b8-3+/t28-,29-/m1/s1
InChI Key KROVXXIIXUFKOO-NGJWAYPNSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H28O16
Molecular Weight 716.60 g/mol
Exact Mass 716.13773480 g/mol
Topological Polar Surface Area (TPSA) 282.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.14
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 12

Synonyms

Top
144608-09-3
(2R)-2-[(E)-3-[3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-5-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
(R)-3-(3,4-Dihydroxyphenyl)-2-[3-[7-hydroxy-2-(3,4-dihydroxyphenyl)-3-[[(R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl]oxycarbonyl]benzofuran-5-yl]propenoyloxy]propionic acid
orb2299283
FS-10577
NS00097577
(R)-2-((5-((E)-3-((R)-1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dihydroxyphenyl)-7-hydroxybenzofuran-3-carbonyl)oxy)-3-(3,4-dihydroxyphenyl)propanoic acid
NCGC00384882-01!(2R)-2-[(E)-3-[3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-5-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid

2D Structure

Top
2D Structure of (R)-3-(3,4-Dihydroxyphenyl)-2-[3-[7-hydroxy-2-(3,4-dihydroxyphenyl)-3-[[(R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl]oxycarbonyl]benzofuran-5-yl]propenoyloxy]propionic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9386 93.86%
Caco-2 - 0.8875 88.75%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7277 72.77%
OATP2B1 inhibitior + 0.5769 57.69%
OATP1B1 inhibitior + 0.8944 89.44%
OATP1B3 inhibitior + 0.9315 93.15%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7293 72.93%
P-glycoprotein inhibitior + 0.7581 75.81%
P-glycoprotein substrate - 0.6614 66.14%
CYP3A4 substrate + 0.6100 61.00%
CYP2C9 substrate + 0.5983 59.83%
CYP2D6 substrate - 0.8618 86.18%
CYP3A4 inhibition - 0.8491 84.91%
CYP2C9 inhibition + 0.6147 61.47%
CYP2C19 inhibition - 0.6025 60.25%
CYP2D6 inhibition - 0.9293 92.93%
CYP1A2 inhibition - 0.7427 74.27%
CYP2C8 inhibition + 0.8598 85.98%
CYP inhibitory promiscuity - 0.6058 60.58%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9843 98.43%
Carcinogenicity (trinary) Non-required 0.4149 41.49%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8724 87.24%
Skin irritation - 0.7352 73.52%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6771 67.71%
Micronuclear + 0.8218 82.18%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8114 81.14%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.9377 93.77%
Acute Oral Toxicity (c) III 0.3187 31.87%
Estrogen receptor binding + 0.7566 75.66%
Androgen receptor binding + 0.8858 88.58%
Thyroid receptor binding + 0.5205 52.05%
Glucocorticoid receptor binding + 0.5579 55.79%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6987 69.87%
Honey bee toxicity - 0.5886 58.86%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9934 99.34%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 99.48% 95.17%
CHEMBL1951 P21397 Monoamine oxidase A 98.55% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.46% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.95% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.96% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.32% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.76% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.37% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.37% 99.15%
CHEMBL3194 P02766 Transthyretin 92.37% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 92.32% 91.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.83% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.89% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 88.60% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 88.42% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.03% 95.56%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 86.62% 92.29%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.21% 86.92%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.77% 96.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.05% 85.30%

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.
Lycopus asper

Cross-Links

Top
PubChem 46224244
NPASS NPC35244
LOTUS LTS0206970
wikiData Q105145147