ChemicalBook--->CAS DataBase List--->104012-37-5

104012-37-5

104012-37-5 Structure

104012-37-5 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Safety Statements ]

24/25
[HS Code ]

29389090
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

Tussilagone(104012-37-5)1HNMR
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