Lobetyolin

Details

• Internal ID: dc07801d-98f5-49b5-92ff-198d2e44bdbc
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(4E,6R,7R,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC=CC#CC#CC(C(C=CCCCO)OC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): C/C=C/C#CC#C[C@H]([C@@H](/C=C/CCCO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C20H28O8/c1-2-3-4-5-7-10-14(23)15(11-8-6-9-12-21)27-20-19(26)18(25)17(24)16(13-22)28-20/h2-3,8,11,14-26H,6,9,12-13H2,1H3/b3-2+,11-8+/t14-,15-,16-,17-,18+,19-,20-/m1/s1
• InChI Key: MMMUDYVKKPDZHS-MXFZCOKBSA-N
• Popularity: 23 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₈
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.17841785 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -0.60

Synonyms

• UNII-YJZ71TRO1X
• YJZ71TRO1X
• 129277-38-9
• beta-D-Glucopyranoside, (1R,2R,7E)-2-hydroxy-1-((1E)-5-hydroxy-1-pentenyl)-7-nonene-3,5-diynyl
• HY-N0327
• CS-0008890
• (2R,3R,4S,5S,6R)-2-[(4E,6R,7R,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• .BETA.-D-GLUCOPYRANOSIDE, (1R,2R,7E)-2-HYDROXY-1-((1E)-5-HYDROXY-1-PENTENYL)-7-NONENE-3,5-DIYNYL

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	96.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.73%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	90.87%	95.93%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.89%	94.73%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.55%	95.58%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.74%	96.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.63%	97.47%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.03%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.66%	96.47%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.49%	97.36%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.97%	98.75%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.27%	92.32%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.17%	95.89%
CHEMBL2885	P07451	Carbonic anhydrase III	82.38%	87.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.47%	97.29%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.35%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.91%	97.25%

Plants that contains it

• Platycodon grandiflorus

Cross-Links

• PubChem: 14655097
• LOTUS: LTS0124473
• wikiData: Q105167900