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(2S,3R,4S,5S,6R)-2-[4-[(E)-2-[(2S,3S)-4-hydroxy-2-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-6-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 dd6bff32-13e0-4e75-a908-c23cbcdf78cd
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[4-[(E)-2-[(2S,3S)-4-hydroxy-2-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-6-yl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) C1=CC(=CC=C1C=CC2=CC(=C3C(C(OC3=C2)C4=C(C=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC(=CC(=C6)OC7C(C(C(C(O7)CO)O)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C/C2=CC(=C3[C@@H]([C@H](OC3=C2)C4=C(C=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)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[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
InChI InChI=1S/C46H52O22/c47-15-29-34(53)37(56)40(59)44(66-29)62-22-5-3-18(4-6-22)1-2-19-9-27(52)33-28(10-19)65-43(25-8-7-23(14-26(25)51)63-45-41(60)38(57)35(54)30(16-48)67-45)32(33)20-11-21(50)13-24(12-20)64-46-42(61)39(58)36(55)31(17-49)68-46/h1-14,29-32,34-61H,15-17H2/b2-1+/t29-,30-,31-,32+,34-,35-,36-,37+,38+,39+,40-,41-,42-,43-,44-,45-,46-/m1/s1
InChI Key PONVLOFHNOTVFF-JOMFHZDFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C46H52O22
Molecular Weight 956.90 g/mol
Exact Mass 956.29502328 g/mol
Topological Polar Surface Area (TPSA) 368.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -2.22
H-Bond Acceptor 22
H-Bond Donor 15
Rotatable Bonds 13

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-[4-[(E)-2-[(2S,3S)-4-hydroxy-2-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-6-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 + 0.5892 58.92%
Caco-2 - 0.8761 87.61%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6106 61.06%
OATP2B1 inhibitior - 0.8513 85.13%
OATP1B1 inhibitior + 0.8922 89.22%
OATP1B3 inhibitior + 0.9649 96.49%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9070 90.70%
P-glycoprotein inhibitior + 0.7060 70.60%
P-glycoprotein substrate - 0.7403 74.03%
CYP3A4 substrate + 0.6473 64.73%
CYP2C9 substrate - 0.8137 81.37%
CYP2D6 substrate - 0.8014 80.14%
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 + 0.7394 73.94%
CYP inhibitory promiscuity + 0.6287 62.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5320 53.20%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.8975 89.75%
Skin irritation - 0.8137 81.37%
Skin corrosion - 0.9545 95.45%
Ames mutagenesis + 0.5363 53.63%
Human Ether-a-go-go-Related Gene inhibition + 0.8389 83.89%
Micronuclear + 0.6459 64.59%
Hepatotoxicity - 0.8425 84.25%
skin sensitisation - 0.8530 85.30%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7474 74.74%
Acute Oral Toxicity (c) III 0.5369 53.69%
Estrogen receptor binding + 0.7332 73.32%
Androgen receptor binding + 0.6292 62.92%
Thyroid receptor binding + 0.5670 56.70%
Glucocorticoid receptor binding - 0.4712 47.12%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7320 73.20%
Honey bee toxicity - 0.7221 72.21%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5300 53.00%
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 99.25% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.21% 91.49%
CHEMBL226 P30542 Adenosine A1 receptor 96.02% 95.93%
CHEMBL2581 P07339 Cathepsin D 93.63% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.57% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.54% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.24% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 93.10% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.57% 86.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.55% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.38% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.61% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.19% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.70% 91.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.30% 99.15%
CHEMBL3194 P02766 Transthyretin 86.63% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.41% 95.89%
CHEMBL2039 P27338 Monoamine oxidase B 80.62% 92.51%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.08% 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.
Gnetum africanum

Cross-Links

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PubChem 101197166
LOTUS LTS0112639
wikiData Q104666854