| Identification | Back Directory | [Name]
Tussilagone | [CAS]
104012-37-5 | [Synonyms]
L 652469
Tussilagone
Tussilagone, 98%, from Farfarae Flos
(1R,3aR,5R,7S,7aS)-1-(1-acetyloxyethyl)-4-methylidene-2-oxo-7-propan-2-yl-3,3a,5,6,7,7a-hexahydro-1H-inden-5-yl](E)-3-methylpent-2-enoate
2-Pentenoic acid, 3-methyl-, (1S,3aR,5R,7S,7aS)-1-[(1R)-1-(acetyloxy)ethyl]octahydro-4-methylene-7-(1-methylethyl)-2-oxo-1H-inden-5-yl ester, (2E)- | [Molecular Formula]
C23H34O5 | [MDL Number]
MFCD32004666 | [MOL File]
104012-37-5.mol | [Molecular Weight]
390.51 |
| Chemical Properties | Back Directory | [Boiling point ]
471.3±35.0 °C(Predicted) | [density ]
1.07±0.1 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
2-8°C | [form ]
Solid | [color ]
White to off-white | [InChIKey]
CFUPNMDNSQIWBB-UUVDBSHOSA-N | [SMILES]
C(O[C@@H]1C[C@@H](C(C)C)[C@@]2([H])[C@]([H])(C1=C)CC(=O)[C@@H]2[C@H](OC(C)=O)C)(=O)/C=C(\C)/CC |
| Hazard Information | Back Directory | [Chemical Properties]
White crystalline powder, soluble in ether, chloroform, ethyl acetate, methanol, insoluble in water, derived from the flower bud of Asteraceae Tussilago farfara, Senecio kleinia Less root. | [Uses]
Tussilagone, a major active component in Tussilago farfara, has anti-inflammatory effect. Tussilagone ameliorates inflammatory responses in dextran sulphate sodium-induced murine colitis. Tussilagone inhibits the inflammatory response and improves survival in cecal ligation and puncture (CLP)-induced septic mice[1][2]. | [Biological Activity]
Tussilagone, the main active ingredient of Tussilago farfara, has anti-inflammatory properties. It ameliorates the inflammatory response of dextran sulfate sodium-induced colitis in mice. | [in vivo]
Tussilagone administration (1 mg/kg and 10 mg/kg) produced decreased mortality and lung injury in CLP-activated septic mice. Augmented expression of cyclooxygenase (COX)-2 and TNF-α in pulmonary alveolar macrophages of septic mice were attenuated by tussilagone administration. | [References]
[1] Cheon HJ, et al. Tussilagone, a major active component in Tussilago farfara, ameliorates inflammatory responses in dextran sulphate sodium-induced murine colitis. Chem Biol Interact. 2018 Oct 1;294:74-80. DOI:10.1016/j.cbi.2018.08.022
[2] Kim YK, et al. Tussilagone Inhibits the Inflammatory Response and Improves Survival in CLP-Induced SepticMice. Int J Mol Sci. 2017 Dec 18;18(12). pii: E2744. DOI:10.3390/ijms18122744 |
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