18455-98-6

18455-98-6 structure
18455-98-6 structure
  • Name: Bakkenolide B
  • Chemical Name: (3R,3'R,3a'R,4'S,7'S,7a'R)-3'-Acetoxy-7',7a'-dimethyl-4-methylene-2-oxodecahydrospiro[furan-3,2'-inden]-4'-yl (2Z)-2-methyl-2-butenoate
  • CAS Number: 18455-98-6
  • Molecular Formula: C22H30O6
  • Molecular Weight: 390.470
  • Catalog: Natural product Sesquiter
  • Create Date: 2018-07-19 02:58:50
  • Modify Date: 2025-08-20 17:40:53
  • Bakkenolide B is isolated from petasites japonicas leaves and has anti-allergic and anti-inflammatory effects. Bakkenolide B can be used for the study of asthma[1].

Name (3R,3'R,3a'R,4'S,7'S,7a'R)-3'-Acetoxy-7',7a'-dimethyl-4-methylene-2-oxodecahydrospiro[furan-3,2'-inden]-4'-yl (2Z)-2-methyl-2-butenoate
Synonyms (3R,3'R,3a'R,4'S,7'S,7a'R)-3'-Acetoxy-7',7a'-dimethyl-4-methylene-2-oxodecahydrospiro[furan-3,2'-inden]-4'-yl (2Z)-2-methyl-2-butenoate
2-Butenoic acid, 2-methyl-, (3R,3'R,3a'R,4'S,7'S,7a'R)-3'-(acetyloxy)decahydro-7',7'a-dimethyl-4-methylene-2-oxospiro[furan-3(2H),2'-[2H]inden]-4'-yl ester, (2Z)-
Description Bakkenolide B is isolated from petasites japonicas leaves and has anti-allergic and anti-inflammatory effects. Bakkenolide B can be used for the study of asthma[1].
Related Catalog
In Vitro Bakkenolide B (0-100 μg/ml; pretreatment 30 mins) inhibits antigen-induced β-hexosamidase release from RBL2H3 mast cells in a concentration-dependent manner[1]. Bakkenolide B (0-10 μg/ml; 1 h later stimulated with LPS) strongly inhibits the gene inductions of inducible nitric oxide synthase and cyclooxygenase-2 in a concentration-dependent manner in mouse peritoneal macrophages[1]. Western Blot Analysis[1] Cell Line: Mouse peritoneal macrophages Concentration: 0 μg/ml; 1 μg/ml; 3 μg/ml; 5 μg/ml; 10 μg/ml Incubation Time: 1 h later stimulated with LPS Result: Decreased iNOS and cox-2 protein expression.
In Vivo Bakkenolide B (intraperitoneal injection; 1 mg/ml; 1 h before ovalbumin nebulization on days 28, 29, and 30) strongly inhibits the accumulation of eosinophils, macrophages, and lymphocytes to bronchoalveolar lavage fluid (BALF) in ovalbumin-induced asthma mice[1]. Animal Model: Ovalbumin-induced asthma mice[1] Dosage: 1 mg/ml Administration: Intraperitoneal injection; 1 h before ovalbumin nebulization on days 28, 29, and 30 Result: Exhibited anti-allergic effects in mice.
References

[1]. Lee KP, et al. Anti-allergic and anti-inflammatory effects of bakkenolide B isolated from Petasites japonicus leaves.J Ethnopharmacol. 2013 Jul 30;148(3):890-4.

Density 1.2±0.1 g/cm3
Boiling Point 503.0±50.0 °C at 760 mmHg
Melting Point 101-102 °C
Molecular Formula C22H30O6
Molecular Weight 390.470
Flash Point 217.1±30.2 °C
Exact Mass 390.204254
LogP 4.07
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.526
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