(3beta,5beta,11alpha)-3-[(6-Deoxy-beta-D-gulopyranosyl)oxy]-5,11,14-trihydroxycard-20(22)-enolide

Details

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Internal ID cd55b9c9-94a4-45d2-a82e-f1ca73206afa
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,10R,11R,13R,14S,17R)-5,11,14-trihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4C(CCC3(C2)O)C5(CCC(C5(CC4O)C)C6=CC(=O)OC6)O)C)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@@H]4[C@@H](CC[C@@]3(C2)O)[C@]5(CC[C@@H]([C@]5(C[C@H]4O)C)C6=CC(=O)OC6)O)C)O)O)O
InChI InChI=1S/C29H44O10/c1-14-22(32)23(33)24(34)25(38-14)39-16-4-7-26(2)21-18(5-8-28(26,35)11-16)29(36)9-6-17(15-10-20(31)37-13-15)27(29,3)12-19(21)30/h10,14,16-19,21-25,30,32-36H,4-9,11-13H2,1-3H3/t14-,16+,17-,18-,19-,21-,22+,23-,24-,25+,26-,27-,28+,29+/m1/s1
InChI Key WRORFDCUNLGVJF-QSZRKNAOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O10
Molecular Weight 552.70 g/mol
Exact Mass 552.29344760 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP -0.10

Synonyms

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(3beta,5beta,11alpha)-3-[(6-Deoxy-beta-D-gulopyranosyl)oxy]-5,11,14-trihydroxycard-20(22)-enolide
53152-43-5

2D Structure

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2D Structure of (3beta,5beta,11alpha)-3-[(6-Deoxy-beta-D-gulopyranosyl)oxy]-5,11,14-trihydroxycard-20(22)-enolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

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 98.57% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.50% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.81% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.56% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.53% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.48% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.61% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.76% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.14% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.60% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.74% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.73% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.65% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.46% 95.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.49% 81.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.58% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.47% 93.04%
CHEMBL4208 P20618 Proteasome component C5 83.23% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.36% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.55% 82.69%
CHEMBL1871 P10275 Androgen Receptor 80.23% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.06% 97.14%

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.
Erysimum pulchellum

Cross-Links

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PubChem 44891389
LOTUS LTS0156970
wikiData Q105311473