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7,8-Bis[[5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one

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 9f68f669-36ab-420d-8c62-10abcbdf2e9c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-8-O-glycosides
IUPAC Name 7,8-bis[[5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical) C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC4C(C(C(O4)C(CO)O)O)O)OC5C(C(C(O5)C(CO)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC4C(C(C(O4)C(CO)O)O)O)OC5C(C(C(O5)C(CO)O)O)O)O
InChI InChI=1S/C27H30O16/c28-7-13(33)22-18(35)20(37)26(41-22)40-16-6-12(32)17-11(31)5-15(9-1-3-10(30)4-2-9)39-25(17)24(16)43-27-21(38)19(36)23(42-27)14(34)8-29/h1-6,13-14,18-23,26-30,32-38H,7-8H2
InChI Key VMYDMRNYPMNWOW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O16
Molecular Weight 610.50 g/mol
Exact Mass 610.15338487 g/mol
Topological Polar Surface Area (TPSA) 266.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -2.77
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7,8-Bis[[5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6297 62.97%
Caco-2 - 0.9222 92.22%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6143 61.43%
OATP2B1 inhibitior - 0.5541 55.41%
OATP1B1 inhibitior + 0.9024 90.24%
OATP1B3 inhibitior + 0.9228 92.28%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6467 64.67%
P-glycoprotein inhibitior - 0.5633 56.33%
P-glycoprotein substrate - 0.6302 63.02%
CYP3A4 substrate + 0.6161 61.61%
CYP2C9 substrate - 0.6762 67.62%
CYP2D6 substrate - 0.8575 85.75%
CYP3A4 inhibition - 0.7861 78.61%
CYP2C9 inhibition - 0.9046 90.46%
CYP2C19 inhibition - 0.8638 86.38%
CYP2D6 inhibition - 0.8356 83.56%
CYP1A2 inhibition - 0.8761 87.61%
CYP2C8 inhibition + 0.7392 73.92%
CYP inhibitory promiscuity - 0.6187 61.87%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6015 60.15%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.8917 89.17%
Skin irritation - 0.8153 81.53%
Skin corrosion - 0.9582 95.82%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6896 68.96%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.7071 70.71%
skin sensitisation - 0.8714 87.14%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7232 72.32%
Acute Oral Toxicity (c) III 0.5954 59.54%
Estrogen receptor binding + 0.7758 77.58%
Androgen receptor binding + 0.7518 75.18%
Thyroid receptor binding + 0.5170 51.70%
Glucocorticoid receptor binding - 0.4918 49.18%
Aromatase binding + 0.6543 65.43%
PPAR gamma + 0.7457 74.57%
Honey bee toxicity - 0.7155 71.55%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.7733 77.33%

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 97.90% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.44% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.97% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.21% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.00% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.37% 99.17%
CHEMBL3194 P02766 Transthyretin 90.65% 90.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.46% 96.95%
CHEMBL242 Q92731 Estrogen receptor beta 89.14% 98.35%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.85% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.83% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.83% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.30% 86.92%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.05% 91.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.97% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.23% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.52% 95.56%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 85.30% 92.29%
CHEMBL3401 O75469 Pregnane X receptor 84.27% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.25% 97.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.18% 97.21%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.97% 95.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.48% 95.89%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.30% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.00% 96.09%

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.
Hibiscus syriacus

Cross-Links

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PubChem 163049236
LOTUS LTS0179089
wikiData Q105289384