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5-[(2S,3S)-6-[(2S,3S)-5-[(2S,3S)-3-(3,5-dihydroxyphenyl)-4-hydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-2-yl]-4-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-4-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

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 81688f47-dfa1-4caa-9899-8818e0ff6ead
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name 5-[(2S,3S)-6-[(2S,3S)-5-[(2S,3S)-3-(3,5-dihydroxyphenyl)-4-hydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-2-yl]-4-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-4-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
SMILES (Canonical) C1=CC(=CC=C1C=CC2=CC(=C3C(C(OC3=C2)C4=C(C5=C(C=C4)OC(C5C6=CC(=C7C(C(OC7=C6)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)O)O)O)C1=CC=C(C=C1)O)O)C1=CC(=CC(=C1)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C/C2=CC(=C3[C@@H]([C@H](OC3=C2)C4=C(C5=C(C=C4)O[C@@H]([C@H]5C6=CC(=C7[C@@H]([C@H](OC7=C6)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)O)O)O)C1=CC=C(C=C1)O)O)C1=CC(=CC(=C1)O)O)O)O
InChI InChI=1S/C56H42O13/c57-34-9-3-27(4-10-34)1-2-28-17-42(64)50-45(18-28)69-56(48(50)32-21-39(62)26-40(63)22-32)41-15-16-44-52(53(41)66)49(55(67-44)30-7-13-36(59)14-8-30)33-23-43(65)51-46(24-33)68-54(29-5-11-35(58)12-6-29)47(51)31-19-37(60)25-38(61)20-31/h1-26,47-49,54-66H/b2-1+/t47-,48-,49-,54+,55+,56+/m0/s1
InChI Key NWBQWXNGQSMPCR-FHBYZSTESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H42O13
Molecular Weight 922.90 g/mol
Exact Mass 922.26254139 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 9.60
Atomic LogP (AlogP) 10.71
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(2S,3S)-6-[(2S,3S)-5-[(2S,3S)-3-(3,5-dihydroxyphenyl)-4-hydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-2-yl]-4-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]-4-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9881 98.81%
Caco-2 - 0.8752 87.52%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.5535 55.35%
OATP2B1 inhibitior - 0.5674 56.74%
OATP1B1 inhibitior + 0.8282 82.82%
OATP1B3 inhibitior + 0.8015 80.15%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8545 85.45%
P-glycoprotein inhibitior + 0.7256 72.56%
P-glycoprotein substrate - 0.7948 79.48%
CYP3A4 substrate + 0.5956 59.56%
CYP2C9 substrate + 0.6202 62.02%
CYP2D6 substrate + 0.3681 36.81%
CYP3A4 inhibition + 0.6476 64.76%
CYP2C9 inhibition + 0.9283 92.83%
CYP2C19 inhibition + 0.8370 83.70%
CYP2D6 inhibition - 0.8256 82.56%
CYP1A2 inhibition + 0.8993 89.93%
CYP2C8 inhibition + 0.8060 80.60%
CYP inhibitory promiscuity + 0.9650 96.50%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Danger 0.4413 44.13%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8756 87.56%
Skin irritation + 0.5125 51.25%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8892 88.92%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6735 67.35%
skin sensitisation - 0.6900 69.00%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity - 0.5111 51.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.5558 55.58%
Acute Oral Toxicity (c) II 0.4136 41.36%
Estrogen receptor binding + 0.7433 74.33%
Androgen receptor binding + 0.7933 79.33%
Thyroid receptor binding + 0.6156 61.56%
Glucocorticoid receptor binding + 0.5959 59.59%
Aromatase binding - 0.4885 48.85%
PPAR gamma + 0.7057 70.57%
Honey bee toxicity - 0.8213 82.13%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9801 98.01%

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 98.84% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.74% 91.49%
CHEMBL3194 P02766 Transthyretin 94.15% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.25% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.69% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 89.17% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.75% 97.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.66% 93.99%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.42% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.78% 86.33%
CHEMBL2581 P07339 Cathepsin D 82.65% 98.95%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.02% 91.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.76% 99.23%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.73% 89.67%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.07% 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.
Gnetum gnemonoides

Cross-Links

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PubChem 16150166
LOTUS LTS0268205
wikiData Q105186516