Laricitrin 7-monoglucoside

Details

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Internal ID 601312d1-5a58-4d72-bf2b-674be31a22aa
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5-dihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) COC1=CC(=CC(=C1O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChI InChI=1S/C22H22O13/c1-32-12-3-7(2-10(25)15(12)26)21-19(30)17(28)14-9(24)4-8(5-11(14)34-21)33-22-20(31)18(29)16(27)13(6-23)35-22/h2-5,13,16,18,20,22-27,29-31H,6H2,1H3/t13-,16-,18+,20-,22-/m1/s1
InChI Key MIXPHKVHUNRPCY-ROSPJSJWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22O13
Molecular Weight 494.40 g/mol
Exact Mass 494.10604075 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -0.53
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 5

Synonyms

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89345-45-9
Myricetin-3'-methyl ether-7-O-beta-D-glucopyranoside
DTXSID10237623
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxy-5-methoxyphenyl)-7-(beta-D-glucopyranosyloxy)-3,5-dihydroxy-

2D Structure

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2D Structure of Laricitrin 7-monoglucoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4855 48.55%
Caco-2 - 0.9142 91.42%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6190 61.90%
OATP2B1 inhibitior + 0.5886 58.86%
OATP1B1 inhibitior + 0.9021 90.21%
OATP1B3 inhibitior + 0.9740 97.40%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5357 53.57%
P-glycoprotein inhibitior - 0.6341 63.41%
P-glycoprotein substrate - 0.5412 54.12%
CYP3A4 substrate + 0.6209 62.09%
CYP2C9 substrate - 0.8415 84.15%
CYP2D6 substrate - 0.8515 85.15%
CYP3A4 inhibition - 0.9108 91.08%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9173 91.73%
CYP2D6 inhibition - 0.9514 95.14%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.7915 79.15%
CYP inhibitory promiscuity - 0.7292 72.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6890 68.90%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9157 91.57%
Skin irritation - 0.8153 81.53%
Skin corrosion - 0.9600 96.00%
Ames mutagenesis + 0.5536 55.36%
Human Ether-a-go-go-Related Gene inhibition + 0.6702 67.02%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.7323 73.23%
skin sensitisation - 0.9373 93.73%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8230 82.30%
Acute Oral Toxicity (c) III 0.6624 66.24%
Estrogen receptor binding + 0.7916 79.16%
Androgen receptor binding + 0.5637 56.37%
Thyroid receptor binding + 0.5169 51.69%
Glucocorticoid receptor binding + 0.5698 56.98%
Aromatase binding + 0.5427 54.27%
PPAR gamma + 0.7079 70.79%
Honey bee toxicity - 0.7713 77.13%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5949 59.49%
Fish aquatic toxicity + 0.7079 70.79%

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 99.47% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.02% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.27% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.23% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.21% 89.00%
CHEMBL2581 P07339 Cathepsin D 93.81% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.80% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 91.29% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.84% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.41% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.82% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.64% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.81% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.69% 99.15%
CHEMBL2424 Q04760 Glyoxalase I 85.04% 91.67%
CHEMBL3194 P02766 Transthyretin 84.97% 90.71%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.69% 96.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.01% 96.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.59% 95.64%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.80% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.08% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.66% 92.94%

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.
Limonium sinuatum

Cross-Links

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PubChem 5491649
LOTUS LTS0195463
wikiData Q83119818