| Identification | Back Directory | [Name]
INUVISCOLIDE | [CAS]
63109-30-8 | [Synonyms]
INUVISCOLIDE
Azuleno[6,5-b]furan-2(3H)-one, decahydro-5-hydroxy-5-methyl-3,8-bis(methylene)-, (3aR,4aR,5R,7aS,9aS)-
(3aR)-3,8-Dimethylene-5α-hydroxy-5-methyl-3aα,4,4aα,5,6,7,7aα,8,9,9aβ-decahydroazuleno[6,5-b]furan-2(3H)-one
3-Methylene-5β-methyl-5-hydroxy-8-methylene-3aα,4,4aα,5,6,7,7aα,8,9,9aβ-decahydroazuleno[6,5-b]furan-2(3H)-one
(3aR)-3aα,4,4aα,5,6,7,7aα,8,9,9aβ-Decahydro-5α-hydroxy-5-methyl-3,8-bis(methylene)azuleno[6,5-b]furan-2(3H)-one | [Molecular Formula]
C15H20O3 | [MOL File]
63109-30-8.mol | [Molecular Weight]
248.32 |
| Hazard Information | Back Directory | [Uses]
Inuviscolide is an apoptosis inducer. Inuviscolide can induce of G2/M arrest in human melanoma cell lines. Inuviscolide exhibits antineoplastic and anti-inflammatory activities[1][2][3]. | [Definition]
ChEBI: Inuviscolide is a sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group at position 5, a methyl group at position 5 and methylidene groups at positions 3 and 8 (the 3aR,4aR,5R,7aS,9aS stereoisomer). Isolated from the aerial parts of Inula hupehensis, it exhibits anti-inflammatory activity. It has a role as an anti-inflammatory agent and a plant metabolite. It is a gamma-lactone, an organic heterotricyclic compound, a sesquiterpene lactone and a tertiary alcohol. | [in vivo]
Inuviscolide reduces the skin leukocyte infiltration in a murine model of dermatitis induced by repeated application of 12-O-tetradecanoylphorbol 13-acetate[1]. | [References]
[1] Má?ez S, et, al. Inhibition of pro-inflammatory enzymes by inuviscolide, a sesquiterpene lactone from Inula viscosa. Fitoterapia. 2007 Jun;78(4):329-31. DOI:10.1016/j.fitote.2007.03.005
[2] Rozenblat S, et, al. Induction of G2/M arrest and apoptosis by sesquiterpene lactones in human melanoma cell lines. Biochem Pharmacol. 2008 Jan 15;75(2):369-82. DOI:10.1016/j.bcp.2007.08.024
[3] Hernández V, et, al. A mechanistic approach to the in vivo anti-inflammatory activity of sesquiterpenoid compounds isolated from Inula viscosa. Planta Med. 2001 Nov;67(8):726-31. DOI:10.1055/s-2001-18342 |
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