methyl (1R,2R,6R,8S,13S,14S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate

Details

• Internal ID: 5fd80a79-5c4d-4835-9991-7059e6e5cb2a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl (1R,2R,6R,8S,13S,14S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
• SMILES (Canonical): CC1=C(C(=O)CC2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C=C(C)C)(OC5)C(=O)OC)O)O)C)O
• SMILES (Isomeric): CC1=C(C(=O)C[C@]2([C@@H]1C[C@@H]3[C@]45[C@H]2C(C([C@]([C@H]4C(C(=O)O3)OC(=O)C=C(C)C)(OC5)C(=O)OC)O)O)C)O
• InChI: InChI=1S/C26H32O11/c1-10(2)6-15(28)37-18-20-25-9-35-26(20,23(33)34-5)21(31)17(30)19(25)24(4)8-13(27)16(29)11(3)12(24)7-14(25)36-22(18)32/h6,12,14,17-21,29-31H,7-9H2,1-5H3/t12-,14-,17?,18?,19+,20+,21?,24+,25-,26+/m1/s1
• InChI Key: ZZZYHIMVKOHVIH-ZDMPIXFSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₁
• Molecular Weight: 520.50 g/mol
• Exact Mass: 520.19446183 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.90

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:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	29.19 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.71%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.98%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.87%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.46%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.44%	96.77%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.56%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.00%	91.07%
CHEMBL2581	P07339	Cathepsin D	90.95%	98.95%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	90.54%	97.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.16%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.75%	89.00%
CHEMBL299	P17252	Protein kinase C alpha	88.18%	98.03%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.55%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.14%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.47%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.38%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.06%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.22%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.14%	91.19%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.69%	90.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.36%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.71%	93.03%
CHEMBL5028	O14672	ADAM10	83.36%	97.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.36%	97.53%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.69%	93.04%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.21%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.80%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.55%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	80.54%	97.79%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.48%	97.88%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.37%	96.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.14%	97.14%

Plants that contains it

• Brucea javanica
• Brucea mollis
• Lasiolaena santosii
• Richterago discoidea
• Richterago polymorpha

Cross-Links

• PubChem: 137704670
• LOTUS: LTS0098134
• wikiData: Q105210810