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[3,5-Diacetyloxy-6-[[2-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-3-oxo-1-benzofuran-6-yl]oxy]-4-hydroxyoxan-2-yl]methyl acetate

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 bab294cd-774f-4a19-9ff0-409e2bab3ccc
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Aurone O-glycosides
IUPAC Name [3,5-diacetyloxy-6-[[2-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-3-oxo-1-benzofuran-6-yl]oxy]-4-hydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2=C(C3=C(C=C2)C(=O)C(=CC4=CC(=C(C=C4)O)O)O3)O)OC(=O)C)O)OC(=O)C
SMILES (Isomeric) CC(=O)OCC1C(C(C(C(O1)OC2=C(C3=C(C=C2)C(=O)C(=CC4=CC(=C(C=C4)O)O)O3)O)OC(=O)C)O)OC(=O)C
InChI InChI=1S/C27H26O14/c1-11(28)36-10-20-25(37-12(2)29)23(35)26(38-13(3)30)27(41-20)40-18-7-5-15-21(33)19(39-24(15)22(18)34)9-14-4-6-16(31)17(32)8-14/h4-9,20,23,25-27,31-32,34-35H,10H2,1-3H3
InChI Key NINVIEQDXJUHKJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H26O14
Molecular Weight 574.50 g/mol
Exact Mass 574.13225550 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.31
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,5-Diacetyloxy-6-[[2-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-3-oxo-1-benzofuran-6-yl]oxy]-4-hydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8972 89.72%
Caco-2 - 0.8607 86.07%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8103 81.03%
OATP2B1 inhibitior - 0.7075 70.75%
OATP1B1 inhibitior + 0.8526 85.26%
OATP1B3 inhibitior + 0.8884 88.84%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9001 90.01%
P-glycoprotein inhibitior + 0.7840 78.40%
P-glycoprotein substrate - 0.6930 69.30%
CYP3A4 substrate + 0.6544 65.44%
CYP2C9 substrate - 0.8059 80.59%
CYP2D6 substrate - 0.8738 87.38%
CYP3A4 inhibition - 0.8924 89.24%
CYP2C9 inhibition - 0.6162 61.62%
CYP2C19 inhibition - 0.5414 54.14%
CYP2D6 inhibition - 0.8702 87.02%
CYP1A2 inhibition - 0.6025 60.25%
CYP2C8 inhibition + 0.6744 67.44%
CYP inhibitory promiscuity - 0.5148 51.48%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5867 58.67%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8796 87.96%
Skin irritation - 0.7875 78.75%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4385 43.85%
Micronuclear + 0.5692 56.92%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8001 80.01%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8215 82.15%
Acute Oral Toxicity (c) III 0.5700 57.00%
Estrogen receptor binding + 0.7925 79.25%
Androgen receptor binding + 0.7255 72.55%
Thyroid receptor binding + 0.5305 53.05%
Glucocorticoid receptor binding + 0.7020 70.20%
Aromatase binding + 0.5186 51.86%
PPAR gamma + 0.7178 71.78%
Honey bee toxicity - 0.7386 73.86%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9915 99.15%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.99% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.41% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.13% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.86% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.22% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.13% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 91.87% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.76% 86.33%
CHEMBL3194 P02766 Transthyretin 88.67% 90.71%
CHEMBL4208 P20618 Proteasome component C5 88.02% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.71% 99.17%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 86.78% 80.78%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.57% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.41% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.35% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.98% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.22% 96.90%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.91% 94.33%
CHEMBL226 P30542 Adenosine A1 receptor 81.82% 95.93%
CHEMBL340 P08684 Cytochrome P450 3A4 81.19% 91.19%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.71% 86.92%
CHEMBL5255 O00206 Toll-like receptor 4 80.71% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.22% 94.45%

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.
Bidens pilosa

Cross-Links

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PubChem 74819304
LOTUS LTS0233541
wikiData Q105179909