| Identification | Back Directory | [Name]
Lobetyolin | [CAS]
129277-38-9 | [Synonyms]
β-D-Glucopyranoside, (1R,2R,7E)-2-hydroxy-1-[(1E)-5-hydroxy-1-pentenyl]-7-nonene-3,5-diynyl (9CI) | [Molecular Formula]
C20H28O8 | [MDL Number]
MFCD09953797 | [MOL File]
129277-38-9.mol | [Molecular Weight]
396.43 |
| Chemical Properties | Back Directory | [Boiling point ]
698.5±55.0 °C(Predicted) | [density ]
1.35±0.1 g/cm3(Predicted) | [form ]
Solid | [pka]
11.39±0.20(Predicted) | [color ]
White to yellow | [InChIKey]
MMMUDYVKKPDZHS-FHMAEMBXNA-N | [SMILES]
O([C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@]([H])(/C=C/CCCO)[C@H](O)C#CC#C/C=C/C |&1:1,2,3,5,7,12,20,r| |
| Hazard Information | Back Directory | [Uses]
Lobetyolin, a bioactive compound, is derived from Codonopsis pilosula. Lobetyolin has anti-inflammatory, anti-oxidative and xanthine oxidase inhibiting activities. Lobetyolin also induces the apoptosis via the inhibition of ASCT2-mediated glutamine metabolism[1][2]. Lobetyolin is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | [References]
[1] Yoon YP, et al. Effects of Lobetyolin, Lobetyol and Methyl linoleate on Secretion, Production and Gene Expression of MUC5AC Mucin from Airway Epithelial Cells. Tuberc Respir Dis (Seoul). 2014 Nov;77(5):203-8. DOI:10.4046/trd.2014.77.5.203
[2] He W, et, al. Lobetyolin induces apoptosis of colon cancer cells by inhibiting glutamine metabolism. J Cell Mol Med. 2020 Mar;24(6):3359-3369. DOI:10.1111/jcmm.15009 |
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