(2R)-2-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one

Details

Top
Internal ID 2de0393b-0d6d-48a8-bff0-df1d177f4ecb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
IUPAC Name (2R)-2-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@H](C[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)C
InChI InChI=1S/C34H52O9/c1-16-12-25(42-31(40)17(16)2)18(3)22-8-9-23-21-7-6-19-13-20(41-32-30(39)29(38)28(37)26(15-35)43-32)14-27(36)34(19,5)24(21)10-11-33(22,23)4/h6,18,20-30,32,35-39H,7-15H2,1-5H3/t18-,20+,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,32+,33+,34-/m0/s1
InChI Key SOEBXBQCTCBBNC-VXIKNOHZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H52O9
Molecular Weight 604.80 g/mol
Exact Mass 604.36113323 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 3.80

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R)-2-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

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

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.99% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.82% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.55% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.47% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.30% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.24% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.72% 90.08%
CHEMBL226 P30542 Adenosine A1 receptor 90.71% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.43% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.31% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 89.54% 94.75%
CHEMBL2581 P07339 Cathepsin D 89.51% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.52% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.35% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.31% 94.45%
CHEMBL220 P22303 Acetylcholinesterase 87.31% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.91% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.75% 97.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.34% 93.56%
CHEMBL1871 P10275 Androgen Receptor 83.91% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.84% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.58% 95.89%
CHEMBL5028 O14672 ADAM10 83.20% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.18% 93.04%
CHEMBL3401 O75469 Pregnane X receptor 82.52% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.59% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.45% 96.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.29% 96.47%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.01% 96.21%

Plants that contains it

Top
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.
Withania somnifera

Cross-Links

Top
PubChem 163022241
LOTUS LTS0126586
wikiData Q105256889