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Uzarigenin-glucoside-canaroside

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 a7f6fdb2-4cf0-4c6e-b14f-25c9137db0f7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5S,8R,9S,10S,13R,17R)-3-[(2R,3R,4S,5S,6R)-3-[(4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(CC(O1)OC2C(C(C(OC2OC3CCC4(C(C3)CCC5C4CCC6(C5(CCC6C7=CC(=O)OC7)O)C)C)CO)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](CC(O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@]4([C@H](C3)CC[C@@H]5[C@@H]4CC[C@]6(C5(CC[C@@H]6C7=CC(=O)OC7)O)C)C)CO)O)O)O)O
InChI InChI=1S/C35H54O12/c1-17-28(39)24(37)14-27(44-17)47-31-30(41)29(40)25(15-36)46-32(31)45-20-6-9-33(2)19(13-20)4-5-23-22(33)7-10-34(3)21(8-11-35(23,34)42)18-12-26(38)43-16-18/h12,17,19-25,27-32,36-37,39-42H,4-11,13-16H2,1-3H3/t17-,19+,20+,21-,22+,23-,24-,25-,27?,28-,29-,30+,31-,32-,33+,34-,35?/m1/s1
InChI Key DZIKSWKAPREDIH-WDTGYIAMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H54O12
Molecular Weight 666.80 g/mol
Exact Mass 666.36152715 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.31
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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100857-42-9
UGGC
DTXSID10905810
3-[(3S,5S,8R,9S,10S,13R,17R)-3-[(2R,3R,4S,5S,6R)-3-[(4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
3-{[2-O-(2,6-Dideoxyhexopyranosyl)hexopyranosyl]oxy}-14-hydroxycard-20(22)-enolide
Card-20(22)-enolide, 3-((O-(2,6-dideoxy-D-arabino-hexosyl)-D-glucosyl)oxy)-14-hydroxy-, (3beta,5alpha)-

2D Structure

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2D Structure of Uzarigenin-glucoside-canaroside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8285 82.85%
Caco-2 - 0.8821 88.21%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8184 81.84%
OATP2B1 inhibitior - 0.6000 60.00%
OATP1B1 inhibitior + 0.9184 91.84%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7522 75.22%
P-glycoprotein inhibitior + 0.6768 67.68%
P-glycoprotein substrate + 0.8394 83.94%
CYP3A4 substrate + 0.6978 69.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.9194 91.94%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9284 92.84%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9197 91.97%
CYP2C8 inhibition - 0.7930 79.30%
CYP inhibitory promiscuity - 0.9237 92.37%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5893 58.93%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9307 93.07%
Skin irritation - 0.5142 51.42%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.6324 63.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7722 77.22%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7726 77.26%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.9347 93.47%
Acute Oral Toxicity (c) I 0.8499 84.99%
Estrogen receptor binding + 0.7528 75.28%
Androgen receptor binding + 0.8408 84.08%
Thyroid receptor binding - 0.6866 68.66%
Glucocorticoid receptor binding + 0.6119 61.19%
Aromatase binding + 0.6755 67.55%
PPAR gamma + 0.6234 62.34%
Honey bee toxicity - 0.6587 65.87%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9475 94.75%

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 98.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.06% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.53% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.19% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.98% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.60% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 90.56% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.35% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.09% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.93% 85.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.66% 96.21%
CHEMBL2581 P07339 Cathepsin D 87.37% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.28% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.19% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.63% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.46% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 85.27% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.42% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.48% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.97% 97.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.66% 95.89%
CHEMBL4208 P20618 Proteasome component C5 80.66% 90.00%
CHEMBL1871 P10275 Androgen Receptor 80.15% 96.43%

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.
Digitalis chalcantha

Cross-Links

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PubChem 175874
LOTUS LTS0235790
wikiData Q82874377