8-C-alpha-L-Arabinosylluteolin

Details

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Internal ID a089af93-1fce-497f-917b-723dea8c4511
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]chromen-4-one
SMILES (Canonical) C1C(C(C(C(O1)C2=C(C=C(C3=C2OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)O)O
SMILES (Isomeric) C1[C@@H]([C@@H](C([C@@H](O1)C2=C(C=C(C3=C2OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)O)O
InChI InChI=1S/C20H18O10/c21-8-2-1-7(3-9(8)22)14-5-12(25)15-10(23)4-11(24)16(19(15)30-14)20-18(28)17(27)13(26)6-29-20/h1-5,13,17-18,20-24,26-28H,6H2/t13-,17-,18?,20-/m0/s1
InChI Key GJHTVUOIDXUACV-UDHZNOBRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H18O10
Molecular Weight 418.30 g/mol
Exact Mass 418.08999677 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.44
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 2

Synonyms

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LMPK12110472

2D Structure

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2D Structure of 8-C-alpha-L-Arabinosylluteolin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8175 81.75%
Caco-2 - 0.8735 87.35%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5639 56.39%
OATP2B1 inhibitior + 0.5937 59.37%
OATP1B1 inhibitior + 0.9398 93.98%
OATP1B3 inhibitior + 0.9502 95.02%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5682 56.82%
P-glycoprotein inhibitior - 0.6958 69.58%
P-glycoprotein substrate - 0.6889 68.89%
CYP3A4 substrate + 0.5722 57.22%
CYP2C9 substrate - 0.6345 63.45%
CYP2D6 substrate - 0.8422 84.22%
CYP3A4 inhibition - 0.7984 79.84%
CYP2C9 inhibition - 0.9311 93.11%
CYP2C19 inhibition - 0.9281 92.81%
CYP2D6 inhibition - 0.8950 89.50%
CYP1A2 inhibition - 0.8164 81.64%
CYP2C8 inhibition + 0.5753 57.53%
CYP inhibitory promiscuity - 0.9154 91.54%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6718 67.18%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.6720 67.20%
Skin irritation - 0.7233 72.33%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis + 0.6336 63.36%
Human Ether-a-go-go-Related Gene inhibition - 0.5918 59.18%
Micronuclear + 0.7659 76.59%
Hepatotoxicity - 0.7092 70.92%
skin sensitisation - 0.8553 85.53%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9259 92.59%
Acute Oral Toxicity (c) III 0.3834 38.34%
Estrogen receptor binding + 0.7691 76.91%
Androgen receptor binding + 0.8080 80.80%
Thyroid receptor binding - 0.5616 56.16%
Glucocorticoid receptor binding + 0.7056 70.56%
Aromatase binding + 0.5260 52.60%
PPAR gamma + 0.7040 70.40%
Honey bee toxicity - 0.7509 75.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.7341 73.41%

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%
CHEMBL308 P06493 Cyclin-dependent kinase 1 96.33% 91.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.92% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.90% 98.95%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 95.82% 89.23%
CHEMBL1951 P21397 Monoamine oxidase A 95.48% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.57% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.61% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.04% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.75% 94.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.92% 85.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.10% 97.09%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.63% 91.38%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.02% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.37% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.16% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.04% 86.33%

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.
Mucuna sempervirens

Cross-Links

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PubChem 44257909
LOTUS LTS0031688
wikiData Q105009397