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2-[4-[2-Carboxy-2-[3-[3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyloxy]ethyl]-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 9560b43e-005b-4285-beac-cbe9f4a5676a
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 2-[4-[2-carboxy-2-[3-[3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyloxy]ethyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C54H44O24/c55-28-8-1-22(15-34(28)61)17-38(50(66)67)75-53(72)44-42-24(3-12-32(59)48(42)77-46(44)26-5-10-30(57)36(63)19-26)7-14-41(65)74-40(52(70)71)21-25-4-13-33(60)49-43(25)45(47(78-49)27-6-11-31(58)37(64)20-27)54(73)76-39(51(68)69)18-23-2-9-29(56)35(62)16-23/h1-16,19-20,38-40,44-47,55-64H,17-18,21H2,(H,66,67)(H,68,69)(H,70,71)
InChI Key KOYGYRPGLFKTAS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H44O24
Molecular Weight 1076.90 g/mol
Exact Mass 1076.22225227 g/mol
Topological Polar Surface Area (TPSA) 412.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.91
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4-[2-Carboxy-2-[3-[3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyloxy]ethyl]-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 + 0.9239 92.39%
Caco-2 - 0.8632 86.32%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7752 77.52%
OATP2B1 inhibitior - 0.5756 57.56%
OATP1B1 inhibitior + 0.8745 87.45%
OATP1B3 inhibitior + 0.9376 93.76%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6720 67.20%
P-glycoprotein inhibitior + 0.7437 74.37%
P-glycoprotein substrate - 0.6365 63.65%
CYP3A4 substrate + 0.6475 64.75%
CYP2C9 substrate - 0.8052 80.52%
CYP2D6 substrate - 0.8421 84.21%
CYP3A4 inhibition - 0.8195 81.95%
CYP2C9 inhibition + 0.6149 61.49%
CYP2C19 inhibition - 0.5895 58.95%
CYP2D6 inhibition - 0.9104 91.04%
CYP1A2 inhibition - 0.8126 81.26%
CYP2C8 inhibition + 0.7645 76.45%
CYP inhibitory promiscuity - 0.6411 64.11%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9843 98.43%
Carcinogenicity (trinary) Danger 0.4008 40.08%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8978 89.78%
Skin irritation - 0.7367 73.67%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7140 71.40%
Micronuclear + 0.8218 82.18%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.7965 79.65%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8550 85.50%
Acute Oral Toxicity (c) III 0.3265 32.65%
Estrogen receptor binding + 0.6914 69.14%
Androgen receptor binding + 0.7976 79.76%
Thyroid receptor binding + 0.5439 54.39%
Glucocorticoid receptor binding + 0.5682 56.82%
Aromatase binding + 0.5778 57.78%
PPAR gamma + 0.7250 72.50%
Honey bee toxicity - 0.5942 59.42%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9917 99.17%

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 99.67% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 95.72% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.13% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.12% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.87% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.76% 95.56%
CHEMBL3194 P02766 Transthyretin 90.40% 90.71%
CHEMBL2581 P07339 Cathepsin D 89.50% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.24% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.04% 99.15%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.79% 95.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.62% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.07% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.42% 95.50%
CHEMBL233 P35372 Mu opioid receptor 86.39% 97.93%
CHEMBL236 P41143 Delta opioid receptor 85.81% 99.35%
CHEMBL3401 O75469 Pregnane X receptor 83.80% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 83.76% 91.19%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.10% 91.71%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.99% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.59% 97.09%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.51% 89.67%

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.
Celastrus hindsii

Cross-Links

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PubChem 162997158
LOTUS LTS0275280
wikiData Q105144048