[(1S,2R,7S,9R,11R,12R,15S,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-12,15-dihydroxy-2-methyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-16-yl]methyl acetate

Details

• Internal ID: 808bd6d3-796f-42de-a597-39ed870f5416
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: [(1S,2R,7S,9R,11R,12R,15S,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-12,15-dihydroxy-2-methyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-16-yl]methyl acetate
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)(C2(CCC3(C2(CCC4C3CC5C6(C4(C(=O)C=CC6)C)O5)COC(=O)C)O)O)O)C
• SMILES (Isomeric): CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@@]2(CC[C@@]3([C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=CC6)C)O5)COC(=O)C)O)O)O)C
• InChI: InChI=1S/C30H40O9/c1-16-13-22(38-24(33)17(16)2)26(5,34)30(36)12-11-28(35)20-14-23-29(39-23)9-6-7-21(32)25(29,4)19(20)8-10-27(28,30)15-37-18(3)31/h6-7,19-20,22-23,34-36H,8-15H2,1-5H3/t19-,20+,22+,23+,25-,26-,27+,28+,29+,30+/m0/s1
• InChI Key: GKMMNQCWGZRQTN-XVRWHRFDSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₉
• Molecular Weight: 544.60 g/mol
• Exact Mass: 544.26723285 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 1.10

Synonyms

• SCHEMBL20733478

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	99.46%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.62%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.95%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	95.29%	89.63%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.98%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.18%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.43%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.38%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.14%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.66%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	88.48%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.47%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.85%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.96%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.48%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.67%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.92%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.80%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.54%	82.69%
CHEMBL5028	O14672	ADAM10	83.52%	97.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.17%	93.04%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.07%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.98%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.07%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.27%	94.45%

Plants that contains it

• Physalis peruviana

Cross-Links

• PubChem: 122186568
• LOTUS: LTS0151958
• wikiData: Q105010157