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4-[[(2S,3S,4S,5S,6S)-6-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4-oxobutanoic acid

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 191ac9be-3c86-4a30-bc0c-31e8bacd4ddf
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 4-[[(2S,3S,4S,5S,6S)-6-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4-oxobutanoic acid
SMILES (Canonical) C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC(=O)CCC(=O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@H]([C@H]([C@@H]([C@@H](O4)COC(=O)CCC(=O)O)O)O)O)O)O)O
InChI InChI=1S/C25H24O14/c26-11-3-1-10(2-4-11)24-22(34)20(32)18-13(27)7-12(8-14(18)38-24)37-25-23(35)21(33)19(31)15(39-25)9-36-17(30)6-5-16(28)29/h1-4,7-8,15,19,21,23,25-27,31,33-35H,5-6,9H2,(H,28,29)/t15-,19+,21-,23-,25+/m0/s1
InChI Key PWNYDKNWURDPSO-QVOZNSSKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H24O14
Molecular Weight 548.40 g/mol
Exact Mass 548.11660544 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.17
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[[(2S,3S,4S,5S,6S)-6-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4-oxobutanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5589 55.89%
Caco-2 - 0.9170 91.70%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7469 74.69%
OATP2B1 inhibitior - 0.5571 55.71%
OATP1B1 inhibitior + 0.8589 85.89%
OATP1B3 inhibitior + 0.9196 91.96%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8037 80.37%
BSEP inhibitior + 0.6520 65.20%
P-glycoprotein inhibitior - 0.4338 43.38%
P-glycoprotein substrate - 0.6240 62.40%
CYP3A4 substrate + 0.6460 64.60%
CYP2C9 substrate + 0.5675 56.75%
CYP2D6 substrate - 0.8699 86.99%
CYP3A4 inhibition - 0.8603 86.03%
CYP2C9 inhibition - 0.8900 89.00%
CYP2C19 inhibition - 0.7892 78.92%
CYP2D6 inhibition - 0.9076 90.76%
CYP1A2 inhibition - 0.7537 75.37%
CYP2C8 inhibition + 0.8585 85.85%
CYP inhibitory promiscuity - 0.9520 95.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7249 72.49%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8888 88.88%
Skin irritation - 0.8361 83.61%
Skin corrosion - 0.9633 96.33%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4763 47.63%
Micronuclear - 0.5941 59.41%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9068 90.68%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9703 97.03%
Acute Oral Toxicity (c) III 0.5119 51.19%
Estrogen receptor binding + 0.7776 77.76%
Androgen receptor binding + 0.6420 64.20%
Thyroid receptor binding - 0.5633 56.33%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.6264 62.64%
PPAR gamma + 0.6702 67.02%
Honey bee toxicity - 0.7904 79.04%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9548 95.48%

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 99.45% 91.11%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 97.47% 95.64%
CHEMBL1951 P21397 Monoamine oxidase A 96.44% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.07% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.00% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.80% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.91% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.30% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.06% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.37% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.21% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 89.07% 94.73%
CHEMBL3194 P02766 Transthyretin 88.76% 90.71%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.83% 95.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.35% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.28% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 84.69% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.97% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.68% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.81% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 82.67% 94.45%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.11% 94.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.27% 91.71%

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.
Sphaeropteris glauca

Cross-Links

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PubChem 162983302
LOTUS LTS0036299
wikiData Q105215922