methyl (1R,2S,3R,6R,13S,15R,17S)-3-[(E)-4-acetyloxy-3,4-dimethylpent-2-enoyl]oxy-15,16-dihydroxy-9,13-dimethyl-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylate

Details

• Internal ID: a86e9f49-025d-4420-ad9a-05aca5a39000
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
• IUPAC Name: methyl (1R,2S,3R,6R,13S,15R,17S)-3-[(E)-4-acetyloxy-3,4-dimethylpent-2-enoyl]oxy-15,16-dihydroxy-9,13-dimethyl-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylate
• SMILES (Canonical): CC1C2CC3C45COC(C4C(C(=O)O3)OC(=O)C=C(C)C(C)(C)OC(=O)C)(C(C(C5C2(C=C(C1=O)OC6C(C(C(C(O6)CO)O)O)O)C)O)O)C(=O)OC
• SMILES (Isomeric): CC1C2C[C@@H]3[C@@]45CO[C@@]([C@@H]4[C@H](C(=O)O3)OC(=O)/C=C(\C)/C(C)(C)OC(=O)C)(C([C@@H](C5[C@]2(C=C(C1=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)O)C(=O)OC
• InChI: InChI=1S/C36H48O18/c1-13(33(4,5)54-15(3)38)8-20(39)53-26-28-35-12-49-36(28,32(47)48-7)29(45)25(44)27(35)34(6)10-17(21(40)14(2)16(34)9-19(35)52-30(26)46)50-31-24(43)23(42)22(41)18(11-37)51-31/h8,10,14,16,18-19,22-29,31,37,41-45H,9,11-12H2,1-7H3/b13-8+/t14?,16?,18-,19-,22-,23+,24-,25-,26-,27?,28-,29?,31-,34+,35-,36+/m1/s1
• InChI Key: YNYBTCKMNHXXGZ-TUBJXWFKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₁₈
• Molecular Weight: 768.80 g/mol
• Exact Mass: 768.28406468 g/mol
• Topological Polar Surface Area (TPSA): 271.00 Ų
• XlogP: 0.10

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.66%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.09%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.26%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	97.08%	89.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.94%	96.00%
CHEMBL2581	P07339	Cathepsin D	95.38%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.68%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	91.98%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.81%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.88%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.33%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.10%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.88%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.51%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.85%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.65%	97.33%
CHEMBL5028	O14672	ADAM10	85.12%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.49%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.93%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.58%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.02%	96.61%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.01%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.87%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.52%	96.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.15%	89.50%

Plants that contains it

• Brucea antidysenterica
• Brucea javanica

Cross-Links

• PubChem: 6324812
• LOTUS: LTS0093219
• wikiData: Q105351160