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[(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(3-hydroxy-4-methoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]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

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Internal ID dbdb97a5-c748-4253-8b61-c0e9a920b228
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(3-hydroxy-4-methoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H44O18/c1-48-25-8-6-20(13-24(25)42)53-36-34(31(45)30(44)28(15-40)54-36)56-37-35(46)38(47,17-52-37)16-51-29(43)9-4-18-10-21-22(14-39)32(55-33(21)27(11-18)50-3)19-5-7-23(41)26(12-19)49-2/h4-13,22,28,30-32,34-37,39-42,44-47H,14-17H2,1-3H3/b9-4+/t22-,28+,30+,31-,32-,34+,35-,36+,37-,38+/m0/s1
InChI Key YBPAXDGFRSCBBN-FQMFHMOXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H44O18
Molecular Weight 788.70 g/mol
Exact Mass 788.25276455 g/mol
Topological Polar Surface Area (TPSA) 262.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.24
H-Bond Acceptor 18
H-Bond Donor 8
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(3-hydroxy-4-methoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7565 75.65%
Caco-2 - 0.8717 87.17%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5930 59.30%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8626 86.26%
OATP1B3 inhibitior + 0.9587 95.87%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8729 87.29%
P-glycoprotein inhibitior + 0.7312 73.12%
P-glycoprotein substrate + 0.6142 61.42%
CYP3A4 substrate + 0.7228 72.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8649 86.49%
CYP3A4 inhibition - 0.8657 86.57%
CYP2C9 inhibition - 0.9028 90.28%
CYP2C19 inhibition - 0.8689 86.89%
CYP2D6 inhibition - 0.9148 91.48%
CYP1A2 inhibition - 0.9042 90.42%
CYP2C8 inhibition + 0.8183 81.83%
CYP inhibitory promiscuity - 0.6910 69.10%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5274 52.74%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9121 91.21%
Skin irritation - 0.8064 80.64%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7817 78.17%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6966 69.66%
skin sensitisation - 0.8503 85.03%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7081 70.81%
Acute Oral Toxicity (c) III 0.5791 57.91%
Estrogen receptor binding + 0.7974 79.74%
Androgen receptor binding + 0.6819 68.19%
Thyroid receptor binding + 0.5588 55.88%
Glucocorticoid receptor binding + 0.7102 71.02%
Aromatase binding + 0.5689 56.89%
PPAR gamma + 0.7089 70.89%
Honey bee toxicity - 0.6876 68.76%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8579 85.79%

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 99.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.51% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.54% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.14% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.11% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.47% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.35% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 93.27% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.64% 94.45%
CHEMBL4208 P20618 Proteasome component C5 89.88% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.24% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.58% 99.17%
CHEMBL226 P30542 Adenosine A1 receptor 88.51% 95.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.39% 91.07%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.62% 86.92%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.11% 97.14%
CHEMBL2243 O00519 Anandamide amidohydrolase 85.56% 97.53%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.28% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 83.42% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.02% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.43% 85.14%
CHEMBL3194 P02766 Transthyretin 82.07% 90.71%
CHEMBL4581 P52732 Kinesin-like protein 1 81.48% 93.18%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.67% 97.28%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.51% 94.33%

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.
Glycosmis pentaphylla

Cross-Links

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PubChem 163085403
LOTUS LTS0048671
wikiData Q105345971