(2S)-2-[(1S)-1-[(1S,3R,6S,7R,8R,11S,12S,14R,15R,16R)-6-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]ethyl]-5-methyl-2,5-dihydropyran-6-one

Details

• Internal ID: aa0ec871-81af-4293-9e7e-946e53b0f13f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
• IUPAC Name: (2S)-2-[(1S)-1-[(1S,3R,6S,7R,8R,11S,12S,14R,15R,16R)-6-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]ethyl]-5-methyl-2,5-dihydropyran-6-one
• SMILES (Canonical): CC1C=CC(OC1=O)C(C)C2C(CC3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)CO)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)O
• SMILES (Isomeric): CC1C=C[C@H](OC1=O)[C@@H](C)[C@H]2[C@@H](C[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)CC[C@@H]([C@@]6(C)CO)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)O
• InChI: InChI=1S/C41H64O14/c1-19-6-7-23(52-34(19)50)20(2)28-21(44)14-39(5)26-9-8-25-37(3,18-43)27(10-11-40(25)17-41(26,40)13-12-38(28,39)4)54-36-33(29(46)22(45)16-51-36)55-35-32(49)31(48)30(47)24(15-42)53-35/h6-7,19-33,35-36,42-49H,8-18H2,1-5H3/t19?,20-,21-,22+,23+,24-,25+,26+,27+,28+,29+,30-,31+,32-,33-,35+,36+,37+,38-,39+,40-,41+/m1/s1
• InChI Key: AYIUAQYXUMWOJX-CIVAYQJQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄O₁₄
• Molecular Weight: 780.90 g/mol
• Exact Mass: 780.42960671 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 2.40

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.40%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.88%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	96.82%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.14%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.52%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.91%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.83%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.75%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.71%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.69%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	90.10%	95.92%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.41%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.92%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.61%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.26%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.15%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.61%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.94%	96.77%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.61%	86.92%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.85%	82.38%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.92%	91.24%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.16%	92.78%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.14%	95.83%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.45%	91.07%

Plants that contains it

• Aquilegia flabellata

Cross-Links

• PubChem: 100978846
• LOTUS: LTS0081663
• wikiData: Q104921144