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(2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-[(2R,3R)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-5-yl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 5894e915-3aed-4c56-8f46-863c72281d9c
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-[(2R,3R)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-5-yl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=C(C=CC(=C1)C2C(C3=C(O2)C(=CC(=C3)C=CC4=CC(=CC(=C4)OC5C(C(C(C(O5)CO)O)O)O)O)O)C6=CC(=CC(=C6)OC7C(C(C(C(O7)CO)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)[C@H]2[C@@H](C3=C(O2)C(=CC(=C3)/C=C/C4=CC(=CC(=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)C6=CC(=CC(=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O
InChI InChI=1S/C41H44O18/c1-54-28-12-19(4-5-26(28)46)38-31(20-10-22(45)14-24(11-20)56-41-37(53)35(51)33(49)30(16-43)58-41)25-8-18(9-27(47)39(25)59-38)3-2-17-6-21(44)13-23(7-17)55-40-36(52)34(50)32(48)29(15-42)57-40/h2-14,29-38,40-53H,15-16H2,1H3/b3-2+/t29-,30-,31-,32-,33-,34+,35+,36-,37-,38+,40-,41-/m1/s1
InChI Key FOHVMOBGAZXASK-RYJXKNQSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H44O18
Molecular Weight 824.80 g/mol
Exact Mass 824.25276455 g/mol
Topological Polar Surface Area (TPSA) 298.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.31
H-Bond Acceptor 18
H-Bond Donor 12
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-[(2R,3R)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-5-yl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6179 61.79%
Caco-2 - 0.8813 88.13%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6113 61.13%
OATP2B1 inhibitior - 0.5737 57.37%
OATP1B1 inhibitior + 0.8830 88.30%
OATP1B3 inhibitior + 0.9800 98.00%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9141 91.41%
P-glycoprotein inhibitior + 0.6747 67.47%
P-glycoprotein substrate - 0.7014 70.14%
CYP3A4 substrate + 0.6426 64.26%
CYP2C9 substrate - 0.8137 81.37%
CYP2D6 substrate - 0.8014 80.14%
CYP3A4 inhibition - 0.8734 87.34%
CYP2C9 inhibition - 0.7710 77.10%
CYP2C19 inhibition - 0.6633 66.33%
CYP2D6 inhibition - 0.8397 83.97%
CYP1A2 inhibition - 0.8707 87.07%
CYP2C8 inhibition + 0.7813 78.13%
CYP inhibitory promiscuity + 0.6936 69.36%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4837 48.37%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8988 89.88%
Skin irritation - 0.8210 82.10%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8954 89.54%
Micronuclear + 0.6659 66.59%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8585 85.85%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6496 64.96%
Acute Oral Toxicity (c) III 0.6897 68.97%
Estrogen receptor binding + 0.7960 79.60%
Androgen receptor binding + 0.5899 58.99%
Thyroid receptor binding + 0.5721 57.21%
Glucocorticoid receptor binding - 0.4742 47.42%
Aromatase binding - 0.5099 50.99%
PPAR gamma + 0.7225 72.25%
Honey bee toxicity - 0.6787 67.87%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8291 82.91%

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 99.69% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.83% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.99% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.42% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.25% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 94.10% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.76% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.59% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.38% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.35% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.23% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.47% 95.89%
CHEMBL3194 P02766 Transthyretin 86.76% 90.71%
CHEMBL2581 P07339 Cathepsin D 86.45% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.08% 99.15%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.07% 89.62%
CHEMBL4208 P20618 Proteasome component C5 81.47% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.27% 97.14%

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.
Picea abies

Cross-Links

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PubChem 101847664
LOTUS LTS0244009
wikiData Q104998768