ethyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2S)-5-hydroxy-2-(2-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxane-2-carboxylate

Details

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Internal ID 837e3108-53ff-494e-8d0f-3eaadca873ef
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name ethyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2S)-5-hydroxy-2-(2-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxane-2-carboxylate
SMILES (Canonical) CCOC(=O)C1C(C(C(C(O1)OC2=CC(=C3C(=O)CC(OC3=C2)C4=CC=CC=C4O)O)O)O)O
SMILES (Isomeric) CCOC(=O)[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=O)C[C@H](OC3=C2)C4=CC=CC=C4O)O)O)O)O
InChI InChI=1S/C23H24O11/c1-2-31-22(30)21-19(28)18(27)20(29)23(34-21)32-10-7-13(25)17-14(26)9-15(33-16(17)8-10)11-5-3-4-6-12(11)24/h3-8,15,18-21,23-25,27-29H,2,9H2,1H3/t15-,18-,19-,20+,21-,23+/m0/s1
InChI Key ZWPAOSIAKIALQU-YEKYASBRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H24O11
Molecular Weight 476.40 g/mol
Exact Mass 476.13186158 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.55
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of ethyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2S)-5-hydroxy-2-(2-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5435 54.35%
Caco-2 - 0.8853 88.53%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7543 75.43%
OATP2B1 inhibitior - 0.6994 69.94%
OATP1B1 inhibitior + 0.9106 91.06%
OATP1B3 inhibitior + 0.9523 95.23%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7209 72.09%
P-glycoprotein inhibitior - 0.5450 54.50%
P-glycoprotein substrate - 0.8013 80.13%
CYP3A4 substrate + 0.6734 67.34%
CYP2C9 substrate - 0.8251 82.51%
CYP2D6 substrate - 0.8645 86.45%
CYP3A4 inhibition - 0.9111 91.11%
CYP2C9 inhibition - 0.6809 68.09%
CYP2C19 inhibition - 0.8256 82.56%
CYP2D6 inhibition - 0.9621 96.21%
CYP1A2 inhibition - 0.8656 86.56%
CYP2C8 inhibition + 0.7160 71.60%
CYP inhibitory promiscuity - 0.6942 69.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6842 68.42%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9117 91.17%
Skin irritation - 0.8282 82.82%
Skin corrosion - 0.9493 94.93%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6111 61.11%
Micronuclear + 0.6992 69.92%
Hepatotoxicity - 0.6832 68.32%
skin sensitisation - 0.9220 92.20%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.5325 53.25%
Acute Oral Toxicity (c) III 0.6296 62.96%
Estrogen receptor binding + 0.8203 82.03%
Androgen receptor binding + 0.5986 59.86%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6032 60.32%
Aromatase binding - 0.5310 53.10%
PPAR gamma + 0.5303 53.03%
Honey bee toxicity - 0.7640 76.40%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9416 94.16%

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 97.85% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.79% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.49% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.06% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 92.07% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.42% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.63% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.20% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.70% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.78% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.69% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.50% 94.80%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.45% 94.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 85.45% 93.65%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.35% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.00% 91.07%
CHEMBL4208 P20618 Proteasome component C5 82.91% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.80% 90.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.94% 96.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.41% 92.62%

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.
Scutellaria ramosissima

Cross-Links

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PubChem 21633173
LOTUS LTS0252358
wikiData Q105385103