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methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-4-(9-hydroxy-7-methoxy-8-oxo-[1,3]dioxolo[4,5-g]chromen-6-yl)phenoxy]oxane-2-carboxylate

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 dab8e91c-5d87-4fbf-976f-b363ab8dc51c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides
IUPAC Name methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-4-(9-hydroxy-7-methoxy-8-oxo-[1,3]dioxolo[4,5-g]chromen-6-yl)phenoxy]oxane-2-carboxylate
SMILES (Canonical) COC1=C(OC2=CC3=C(C(=C2C1=O)O)OCO3)C4=CC(=C(C=C4)OC5C(C(C(C(O5)C(=O)OC)O)O)O)O
SMILES (Isomeric) COC1=C(OC2=CC3=C(C(=C2C1=O)O)OCO3)C4=CC(=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)OC)O)O)O)O
InChI InChI=1S/C24H22O14/c1-32-21-15(27)13-11(6-12-20(14(13)26)35-7-34-12)36-19(21)8-3-4-10(9(25)5-8)37-24-18(30)16(28)17(29)22(38-24)23(31)33-2/h3-6,16-18,22,24-26,28-30H,7H2,1-2H3/t16-,17-,18+,22-,24+/m0/s1
InChI Key HWTVUKOKKLVJGJ-NKUGBYDDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H22O14
Molecular Weight 534.40 g/mol
Exact Mass 534.10095537 g/mol
Topological Polar Surface Area (TPSA) 200.00 Ų
XlogP 1.40
Atomic LogP (AlogP) -0.03
H-Bond Acceptor 14
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 methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-4-(9-hydroxy-7-methoxy-8-oxo-[1,3]dioxolo[4,5-g]chromen-6-yl)phenoxy]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 + 0.6609 66.09%
Caco-2 - 0.8660 86.60%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7089 70.89%
OATP2B1 inhibitior - 0.7038 70.38%
OATP1B1 inhibitior + 0.9418 94.18%
OATP1B3 inhibitior + 0.9418 94.18%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6800 68.00%
P-glycoprotein inhibitior + 0.6453 64.53%
P-glycoprotein substrate - 0.5477 54.77%
CYP3A4 substrate + 0.6547 65.47%
CYP2C9 substrate - 0.8235 82.35%
CYP2D6 substrate - 0.8683 86.83%
CYP3A4 inhibition + 0.7240 72.40%
CYP2C9 inhibition + 0.6158 61.58%
CYP2C19 inhibition + 0.5136 51.36%
CYP2D6 inhibition - 0.7227 72.27%
CYP1A2 inhibition - 0.8201 82.01%
CYP2C8 inhibition + 0.8094 80.94%
CYP inhibitory promiscuity + 0.6861 68.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5733 57.33%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9072 90.72%
Skin irritation - 0.7858 78.58%
Skin corrosion - 0.9375 93.75%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3728 37.28%
Micronuclear + 0.8374 83.74%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8661 86.61%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8734 87.34%
Acute Oral Toxicity (c) III 0.6893 68.93%
Estrogen receptor binding + 0.8090 80.90%
Androgen receptor binding + 0.6828 68.28%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7065 70.65%
Aromatase binding + 0.5542 55.42%
PPAR gamma + 0.7026 70.26%
Honey bee toxicity - 0.7448 74.48%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6749 67.49%
Fish aquatic toxicity + 0.9468 94.68%

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 99.23% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.09% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.46% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.90% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.91% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.59% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.34% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.00% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.67% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.89% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 87.80% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.73% 95.56%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 87.15% 80.96%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.84% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.59% 99.17%
CHEMBL261 P00915 Carbonic anhydrase I 86.26% 96.76%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.85% 94.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.16% 99.15%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 84.91% 87.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.71% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.35% 99.23%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.72% 94.80%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.40% 96.00%
CHEMBL2535 P11166 Glucose transporter 81.90% 98.75%
CHEMBL4530 P00488 Coagulation factor XIII 81.41% 96.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 81.33% 95.64%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.05% 95.53%
CHEMBL4208 P20618 Proteasome component C5 80.12% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.04% 100.00%

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.
Spinacia oleracea

Cross-Links

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PubChem 21722025
LOTUS LTS0018109
wikiData Q105034828