104012-37-5

104012-37-5 structure

Name: Tussilagone
Chemical Name: [(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
CAS Number: 104012-37-5
Molecular Formula: C₂₃H₃₄O₅
Molecular Weight: 390.513
Catalog: Natural product Sesquiter
Create Date: 2018-09-21 16:09:49
Modify Date: 2024-01-02 21:19:42
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].

Name	[(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
Synonyms	(1S,3aS,5R,7S,7aS)-1-[(1R)-1-Acetoxyethyl]-7-isopropyl-4-methylene-2-oxooctahydro-1H-inden-5-yl (2E)-3-methyl-2-pentenoate Tussilagone 2-Pentenoic acid, 3-methyl-, (1S,3aS,5R,7S,7aS)-1-[(1R)-1-(acetyloxy)ethyl]octahydro-4-methylene-7-(1-methylethyl)-2-oxo-1H-inden-5-yl ester, (2E)-

Description	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].
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology
In Vitro	Tussilagone suppressed the expression of the inflammatory mediators, nitric oxide and prostaglandin E2, and the inflammatory cytokines, tumor necrosis factor-alpha (TNF-α) and high-mobility group box 1 (HMGB1), in lipopolysaccharide-stimulated RAW 264.7 cells and peritoneal macrophages. Tussilagone also reduced the activation of the mitogen-activated protein kinases and nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) involved in the activation of various inflammatory mediators in activated macrophages[1].
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[2].
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. [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.

Density	1.1±0.1 g/cm3
Boiling Point	471.3±35.0 °C at 760 mmHg
Molecular Formula	C₂₃H₃₄O₅
Molecular Weight	390.513
Flash Point	200.7±26.0 °C
Exact Mass	390.240631
PSA	69.67000
LogP	5.03
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.502
Storage condition	-20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SB3100000

CHEMICAL NAME :: 2-Pentenoic acid, 3-methyl-, 1-(1-(acetyloxy)ethyl)octahydro-4-methylene-7-(1-meth ylethyl)-2- oxo-1H-inden-5-yl ester, (1S-(1-alpha(S*),3a-beta,5-beta(E),7-alpha,7a-alpha)) -

CAS REGISTRY NUMBER :: 104012-37-5

LAST UPDATED :: 198909

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C23-H34-O5

MOLECULAR WEIGHT :: 390.57

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 28900 ug/kg

TOXIC EFFECTS :: Lungs, Thorax, or Respiration - dyspnea Lungs, Thorax, or Respiration - respiratory stimulation Lungs, Thorax, or Respiration - other changes

REFERENCE :: GEPHDP General Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.6- 1975- Volume(issue)/page/year: 19,261,1988

Hazard Codes	Xi
Safety Phrases	24/25
HS Code	29389090

104012-37-5	110042-38-1
1158522-08-7	940364-43-2
134104-43-1	131615-57-1
1823372-38-8	6906-52-1
930439-75-1	1018584-77-4
1375289-11-4	849349-65-1