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(2R)-2-[(2S,3S)-4-[(2R)-2-carboxy-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxyethyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoic 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

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Internal ID d2ae89cc-5aa6-4e75-a102-ba1c5850426c
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2R)-2-[(2S,3S)-4-[(2R)-2-carboxy-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxyethyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
SMILES (Canonical) C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C2C(OC3=C(C=CC(=C23)CC(C(=O)O)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)C5=CC(=C(C=C5)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)[C@@H]2[C@H](OC3=C(C=CC(=C23)C[C@H](C(=O)O)OC(=O)/C=C/C4=CC(=C(C=C4)O)O)O)C5=CC(=C(C=C5)O)O)O)O
InChI InChI=1S/C36H30O16/c37-20-6-1-16(11-24(20)41)3-10-29(44)50-28(35(47)48)15-18-4-9-23(40)33-30(18)31(32(52-33)19-5-8-22(39)26(43)14-19)36(49)51-27(34(45)46)13-17-2-7-21(38)25(42)12-17/h1-12,14,27-28,31-32,37-43H,13,15H2,(H,45,46)(H,47,48)/b10-3+/t27-,28-,31+,32-/m1/s1
InChI Key ABOFMZGCFQOHLN-BPEDTOSASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H30O16
Molecular Weight 718.60 g/mol
Exact Mass 718.15338487 g/mol
Topological Polar Surface Area (TPSA) 278.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.33
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(2S,3S)-4-[(2R)-2-carboxy-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxyethyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9386 93.86%
Caco-2 - 0.9029 90.29%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7277 72.77%
OATP2B1 inhibitior - 0.8470 84.70%
OATP1B1 inhibitior + 0.8965 89.65%
OATP1B3 inhibitior + 0.9315 93.15%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7647 76.47%
P-glycoprotein inhibitior + 0.7404 74.04%
P-glycoprotein substrate - 0.6641 66.41%
CYP3A4 substrate + 0.6350 63.50%
CYP2C9 substrate - 0.8052 80.52%
CYP2D6 substrate - 0.8421 84.21%
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 + 0.7638 76.38%
CYP inhibitory promiscuity - 0.6058 60.58%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9843 98.43%
Carcinogenicity (trinary) Non-required 0.4149 41.49%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8876 88.76%
Skin irritation - 0.7352 73.52%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6574 65.74%
Micronuclear + 0.8218 82.18%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8114 81.14%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.9064 90.64%
Acute Oral Toxicity (c) III 0.3187 31.87%
Estrogen receptor binding + 0.7654 76.54%
Androgen receptor binding + 0.7956 79.56%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5376 53.76%
Aromatase binding - 0.5301 53.01%
PPAR gamma + 0.6829 68.29%
Honey bee toxicity - 0.5996 59.96%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9934 99.34%

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 99.62% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.93% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.37% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.24% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.10% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.88% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.11% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.15% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.06% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.82% 95.50%
CHEMBL3194 P02766 Transthyretin 90.65% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.41% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.35% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.12% 97.09%
CHEMBL236 P41143 Delta opioid receptor 87.69% 99.35%
CHEMBL233 P35372 Mu opioid receptor 86.69% 97.93%
CHEMBL2581 P07339 Cathepsin D 86.37% 98.95%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.59% 91.71%
CHEMBL221 P23219 Cyclooxygenase-1 83.31% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.50% 94.62%
CHEMBL4040 P28482 MAP kinase ERK2 80.95% 83.82%
CHEMBL3401 O75469 Pregnane X receptor 80.93% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.64% 96.95%

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.
Clinopodium chinense

Cross-Links

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PubChem 44254599
LOTUS LTS0090787
wikiData Q104908728