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(2S,3R,4S,5S,6R)-2-[3-[(E)-2-[(2R,3R)-2-(3,4-dihydroxyphenyl)-7-hydroxy-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]-5-hydroxyphenoxy]-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 c606930b-8f67-48bb-94b4-a333e3faaf2b
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[3-[(E)-2-[(2R,3R)-2-(3,4-dihydroxyphenyl)-7-hydroxy-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]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) C1=CC(=C(C=C1C2C(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)O
SMILES (Isomeric) C1=CC(=C(C=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)O
InChI InChI=1S/C40H42O18/c41-14-28-31(48)33(50)35(52)39(56-28)54-22-6-16(5-20(43)12-22)1-2-17-7-24-30(37(58-38(24)27(47)8-17)18-3-4-25(45)26(46)11-18)19-9-21(44)13-23(10-19)55-40-36(53)34(51)32(49)29(15-42)57-40/h1-13,28-37,39-53H,14-15H2/b2-1+/t28-,29-,30-,31-,32-,33+,34+,35-,36-,37+,39-,40-/m1/s1
InChI Key KUGWVJKBPZXTOX-GXTQYGJRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H42O18
Molecular Weight 810.70 g/mol
Exact Mass 810.23711449 g/mol
Topological Polar Surface Area (TPSA) 309.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.01
H-Bond Acceptor 18
H-Bond Donor 13
Rotatable Bonds 10

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-[(E)-2-[(2R,3R)-2-(3,4-dihydroxyphenyl)-7-hydroxy-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]-5-hydroxyphenoxy]-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 + 0.5892 58.92%
Caco-2 - 0.8886 88.86%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6106 61.06%
OATP2B1 inhibitior - 0.8458 84.58%
OATP1B1 inhibitior + 0.9109 91.09%
OATP1B3 inhibitior + 0.9649 96.49%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8630 86.30%
P-glycoprotein inhibitior + 0.6628 66.28%
P-glycoprotein substrate - 0.8229 82.29%
CYP3A4 substrate + 0.6210 62.10%
CYP2C9 substrate - 0.8128 81.28%
CYP2D6 substrate - 0.8086 80.86%
CYP3A4 inhibition - 0.8884 88.84%
CYP2C9 inhibition - 0.8675 86.75%
CYP2C19 inhibition - 0.7045 70.45%
CYP2D6 inhibition - 0.8053 80.53%
CYP1A2 inhibition - 0.8621 86.21%
CYP2C8 inhibition + 0.7442 74.42%
CYP inhibitory promiscuity + 0.6287 62.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5320 53.20%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.8919 89.19%
Skin irritation - 0.8137 81.37%
Skin corrosion - 0.9545 95.45%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8753 87.53%
Micronuclear + 0.6459 64.59%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.8530 85.30%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6457 64.57%
Acute Oral Toxicity (c) III 0.5369 53.69%
Estrogen receptor binding + 0.7766 77.66%
Androgen receptor binding + 0.6026 60.26%
Thyroid receptor binding + 0.5690 56.90%
Glucocorticoid receptor binding - 0.5590 55.90%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7347 73.47%
Honey bee toxicity - 0.6089 60.89%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9041 90.41%

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 99.79% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 95.21% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 94.41% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.08% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.21% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.52% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.88% 95.56%
CHEMBL3194 P02766 Transthyretin 89.85% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.78% 99.15%
CHEMBL226 P30542 Adenosine A1 receptor 89.08% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.46% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.13% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.85% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.11% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.16% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.11% 91.71%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 82.11% 80.78%
CHEMBL2581 P07339 Cathepsin D 82.02% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.80% 95.83%

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 101847662
LOTUS LTS0013227
wikiData Q105146138