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[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (2S,3S)-2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(E)-3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methoxy]prop-1-enyl]-2,3-dihydro-1-benzofuran-3-carboxylate

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 bba641b0-a0f7-4295-871d-6b51507b4b61
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (2S,3S)-2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(E)-3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methoxy]prop-1-enyl]-2,3-dihydro-1-benzofuran-3-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H42O20/c43-20-3-7-22(8-4-20)58-41-36(53)34(51)32(49)28(60-41)16-56-30(48)12-1-18-13-24-31(38(62-39(24)27(47)14-18)19-2-11-25(45)26(46)15-19)40(55)57-17-29-33(50)35(52)37(54)42(61-29)59-23-9-5-21(44)6-10-23/h1-15,28-29,31-38,41-47,49-54H,16-17H2/b12-1+/t28-,29-,31+,32-,33-,34+,35+,36-,37-,38-,41-,42-/m1/s1
InChI Key YKDLPLBPZOTMRJ-MRTZTSSMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H42O20
Molecular Weight 866.80 g/mol
Exact Mass 866.22694372 g/mol
Topological Polar Surface Area (TPSA) 321.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.30
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (2S,3S)-2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(E)-3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methoxy]prop-1-enyl]-2,3-dihydro-1-benzofuran-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6393 63.93%
Caco-2 - 0.8760 87.60%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6894 68.94%
OATP2B1 inhibitior - 0.7139 71.39%
OATP1B1 inhibitior + 0.8913 89.13%
OATP1B3 inhibitior + 0.9624 96.24%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7496 74.96%
P-glycoprotein inhibitior + 0.7243 72.43%
P-glycoprotein substrate - 0.7662 76.62%
CYP3A4 substrate + 0.6744 67.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8635 86.35%
CYP3A4 inhibition - 0.8645 86.45%
CYP2C9 inhibition - 0.7780 77.80%
CYP2C19 inhibition - 0.6889 68.89%
CYP2D6 inhibition - 0.9045 90.45%
CYP1A2 inhibition - 0.8903 89.03%
CYP2C8 inhibition + 0.7826 78.26%
CYP inhibitory promiscuity - 0.5979 59.79%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5561 55.61%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8983 89.83%
Skin irritation - 0.8241 82.41%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6889 68.89%
Micronuclear + 0.7433 74.33%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8338 83.38%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7663 76.63%
Acute Oral Toxicity (c) III 0.5077 50.77%
Estrogen receptor binding + 0.7128 71.28%
Androgen receptor binding + 0.6773 67.73%
Thyroid receptor binding + 0.5693 56.93%
Glucocorticoid receptor binding + 0.5932 59.32%
Aromatase binding + 0.5255 52.55%
PPAR gamma + 0.7121 71.21%
Honey bee toxicity - 0.6462 64.62%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9724 97.24%

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 99.84% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.43% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.68% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 94.08% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.65% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 93.64% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.61% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.58% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 91.05% 94.73%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.20% 85.31%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.24% 99.15%
CHEMBL3194 P02766 Transthyretin 88.93% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.56% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.09% 96.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.66% 80.78%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.36% 91.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.99% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.85% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.31% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.02% 97.21%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.40% 97.33%

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.
Vaccinium dunalianum

Cross-Links

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PubChem 72737670
LOTUS LTS0243145
wikiData Q105349607