| Identification | Back Directory | [Name]
handelin | [CAS]
62687-22-3 | [Synonyms]
handelin
Yejuhualactone
HANDELIN; YEJUHUALACTONE
6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-2,2'-dioxo-2',3a,3',3a',4,5,5',6,6a,6',7,9a,9b,9',9a',9b'-hexadecahydro-4'H-spiro[azuleno[4,5-b]furan-3,10'-[6a,9]ethanoazuleno[4,5-b]furan]-5-yl acetate
Spiro[azuleno[4,5-b]furan-3(2H),10'-[4H-6a,9]ethanoazuleno[4,5-b]furan]-2,2'(3'H)-dione, 4-(acetyloxy)-3a,3'a,4,5,5',6,6',6a,7,9',9a,9'a,9b,9'b-tetradecahydro-6,6'-dihydroxy-6,6',9,9'-tetramethyl-3'-methylene-, (3R,3aR,3'aS,4S,6R,6'R,6aR,6'aR,9'R,9aR,9'aS,9bR,9'bS)- | [Molecular Formula]
C32H40O8 | [MDL Number]
MFCD11656142 | [MOL File]
62687-22-3.mol | [Molecular Weight]
552.66 |
| Chemical Properties | Back Directory | [Boiling point ]
731.0±60.0 °C(Predicted) | [density ]
1.34±0.1 g/cm3 (20 ºC 760 Torr) | [form ]
Solid | [pka]
14.34±0.70(Predicted) | [color ]
White to off-white | [InChIKey]
SZQWAXGDCUONOB-GZFIRXSHNA-N |
| Hazard Information | Back Directory | [Chemical Properties]
White powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from wild chrysanthemum. | [Uses]
Handelin is a guaianolide dimer from Chrysanthemum boreale that has potent anti-inflammatory activity by down-regulating NF-κB signaling and pro-inflammatory cytokine production[1]. | [Definition]
ChEBI: Handelin is a sesterterpenoid. | [in vivo]
Handelin (Compound 1; 10-20 mg/kg; oral administration; for 30 mintues; male Sprague-Dawley rats) treatment inhibits acute inflammation in carrageenan-induced paw edema model. The serum level of IL-1β is also inhibited by Handelin in a carrageenan-induced paw edema model [1]. | Animal Model: | Male Sprague-Dawley (SD) rats (150-170 g, 5 weeks old) injected with carrageenan[1] | | Dosage: | 10 mg/kg, 20 mg/kg | | Administration: | Oral administration; for 30 mintues | | Result: | Inhibited acute inflammation in carrageenan-induced paw. The serum level of IL-1β was also inhibited.
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| [References]
[1] Y Pyee, et al. Suppression of inflammatory responses by handelin, a guaianolide dimer from Chrysanthemum boreale, via downregulation of NF-κB signaling and pro-inflammatory cytokine production. J Nat Prod. 2014 Apr 25;77(4):917-24. DOI:10.1021/np4009877 |
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