Quercitrin 4'-O-alpha-L-rhamnopyranoside

Details

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Internal ID d120b950-5aa6-4209-aef2-04ba1f7add9e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 5,7-dihydroxy-2-[3-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)OC5C(C(C(C(O5)C)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)O)O)O)O
InChI InChI=1S/C27H30O15/c1-8-17(31)20(34)22(36)26(38-8)41-14-4-3-10(5-12(14)29)24-25(42-27-23(37)21(35)18(32)9(2)39-27)19(33)16-13(30)6-11(28)7-15(16)40-24/h3-9,17-18,20-23,26-32,34-37H,1-2H3/t8-,9-,17-,18-,20+,21+,22+,23+,26-,27-/m0/s1
InChI Key LSXRXFWRYBBFTA-BJBZVNFPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O15
Molecular Weight 594.50 g/mol
Exact Mass 594.15847025 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -1.01
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Quercitrin 4'-O-alpha-L-rhamnopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8072 80.72%
Caco-2 - 0.8967 89.67%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7235 72.35%
OATP2B1 inhibitior - 0.5569 55.69%
OATP1B1 inhibitior + 0.9338 93.38%
OATP1B3 inhibitior + 0.8556 85.56%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.5754 57.54%
P-glycoprotein inhibitior - 0.4799 47.99%
P-glycoprotein substrate - 0.5617 56.17%
CYP3A4 substrate + 0.6178 61.78%
CYP2C9 substrate - 0.7354 73.54%
CYP2D6 substrate - 0.8607 86.07%
CYP3A4 inhibition - 0.6813 68.13%
CYP2C9 inhibition - 0.8866 88.66%
CYP2C19 inhibition - 0.8648 86.48%
CYP2D6 inhibition - 0.9418 94.18%
CYP1A2 inhibition - 0.6999 69.99%
CYP2C8 inhibition + 0.8781 87.81%
CYP inhibitory promiscuity - 0.5626 56.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6369 63.69%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.8983 89.83%
Skin irritation - 0.6827 68.27%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.5137 51.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4374 43.74%
Micronuclear + 0.9200 92.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8967 89.67%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7802 78.02%
Acute Oral Toxicity (c) III 0.4830 48.30%
Estrogen receptor binding + 0.7508 75.08%
Androgen receptor binding + 0.6126 61.26%
Thyroid receptor binding + 0.5449 54.49%
Glucocorticoid receptor binding + 0.6640 66.40%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6962 69.62%
Honey bee toxicity - 0.8149 81.49%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5499 54.99%
Fish aquatic toxicity + 0.9566 95.66%

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
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.21% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.82% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.62% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.06% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.54% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.25% 94.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 92.74% 95.78%
CHEMBL3194 P02766 Transthyretin 90.60% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 89.06% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.41% 99.17%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.03% 95.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.65% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.40% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.10% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.12% 99.15%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 84.23% 93.65%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 82.46% 95.53%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.01% 99.23%
CHEMBL4208 P20618 Proteasome component C5 80.47% 90.00%

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.
Lycopodium annotinum
Rhamnus disperma

Cross-Links

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PubChem 100998069
NPASS NPC17350
LOTUS LTS0261120
wikiData Q105156831