Ergosta-5,24-dien-26-oic acid, 3-(beta-D-glucopyranosyloxy)-20,22,27-trihydroxy-1-oxo-, delta-lactone, (3beta,22R)-

Details

• Internal ID: 4141e411-28d4-490b-833c-59e650f163de
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
• IUPAC Name: (2R)-2-[(1R)-1-[(3R,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-1-oxo-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-dodecahydrocyclopenta[a]phenanthren-17-yl]-1-hydroxyethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(=O)CC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)CO
• SMILES (Isomeric): CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(C(=O)C[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)CO
• InChI: InChI=1S/C34H50O11/c1-16-11-26(45-30(41)20(16)14-35)34(4,42)24-8-7-21-19-6-5-17-12-18(43-31-29(40)28(39)27(38)23(15-36)44-31)13-25(37)33(17,3)22(19)9-10-32(21,24)2/h5,18-19,21-24,26-29,31,35-36,38-40,42H,6-15H2,1-4H3/t18-,19+,21+,22+,23-,24+,26-,27-,28+,29-,31-,32+,33+,34-/m1/s1
• InChI Key: OJRQAQMTUKIJMK-ZQZNKOBESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₀O₁₁
• Molecular Weight: 634.80 g/mol
• Exact Mass: 634.33531241 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 1.40

Synonyms

• 227179-09-1
• Ergosta-5,24-dien-26-oic acid, 3-(beta-D-glucopyranosyloxy)-20,22,27-trihydroxy-1-oxo-, delta-lactone, (3beta,22R)-

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
CHEMBL1937	Q92769	Histone deacetylase 2	97.85%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.59%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.10%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.28%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.61%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.54%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.02%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.83%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	89.92%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.62%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.17%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.68%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.93%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.55%	93.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.18%	93.04%
CHEMBL3524	P56524	Histone deacetylase 4	82.86%	92.97%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.40%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.08%	97.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.73%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.71%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.63%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.74%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.71%	99.17%
CHEMBL4581	P52732	Kinesin-like protein 1	80.64%	93.18%

Plants that contains it

• Physalis peruviana

Cross-Links

• PubChem: 11802184
• LOTUS: LTS0076611
• wikiData: Q105193239