Quercilicoside A

Details

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Internal ID bb2f06c2-a625-40a6-b843-c4a475590fea
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
InChI InChI=1S/C36H58O11/c1-18-9-12-36(30(44)47-29-26(42)25(41)24(40)21(16-37)46-29)14-13-33(4)19(27(36)35(18,6)45)7-8-23-31(2)15-20(39)28(43)32(3,17-38)22(31)10-11-34(23,33)5/h7,18,20-29,37-43,45H,8-17H2,1-6H3
InChI Key WKKBYJLXSKPKSC-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O11
Molecular Weight 666.80 g/mol
Exact Mass 666.39791266 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.41
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
87340-30-5
Compound NP-022874
CHEBI:168117
AKOS040737614
FT-0775927

2D Structure

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2D Structure of Quercilicoside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7816 78.16%
Caco-2 - 0.8369 83.69%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8204 82.04%
OATP2B1 inhibitior - 0.5827 58.27%
OATP1B1 inhibitior + 0.8512 85.12%
OATP1B3 inhibitior - 0.3793 37.93%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior - 0.5997 59.97%
P-glycoprotein inhibitior + 0.6777 67.77%
P-glycoprotein substrate - 0.6591 65.91%
CYP3A4 substrate + 0.7093 70.93%
CYP2C9 substrate - 0.7922 79.22%
CYP2D6 substrate - 0.8522 85.22%
CYP3A4 inhibition - 0.8962 89.62%
CYP2C9 inhibition - 0.9176 91.76%
CYP2C19 inhibition - 0.8899 88.99%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.8393 83.93%
CYP2C8 inhibition + 0.5747 57.47%
CYP inhibitory promiscuity - 0.9592 95.92%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6960 69.60%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9205 92.05%
Skin irritation - 0.5684 56.84%
Skin corrosion - 0.9512 95.12%
Ames mutagenesis - 0.8370 83.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7434 74.34%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6137 61.37%
Acute Oral Toxicity (c) III 0.7112 71.12%
Estrogen receptor binding + 0.6114 61.14%
Androgen receptor binding + 0.7482 74.82%
Thyroid receptor binding - 0.5559 55.59%
Glucocorticoid receptor binding + 0.6671 66.71%
Aromatase binding + 0.6299 62.99%
PPAR gamma + 0.6444 64.44%
Honey bee toxicity - 0.7818 78.18%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6350 63.50%
Fish aquatic toxicity + 0.9323 93.23%

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 97.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.13% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.42% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.39% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.70% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.33% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.17% 96.77%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.73% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.21% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.08% 95.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.23% 91.07%
CHEMBL5255 O00206 Toll-like receptor 4 84.86% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.33% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.44% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.42% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.45% 92.94%

Cross-Links

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PubChem 14055729
LOTUS LTS0209667
wikiData Q105307423