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| | INUVISCOLIDE Basic information |
| Product Name: | INUVISCOLIDE | | Synonyms: | INUVISCOLIDE;(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;(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;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;Azuleno[6,5-b]furan-2(3H)-one, decahydro-5-hydroxy-5-methyl-3,8-bis(methylene)-, (3aR,4aR,5R,7aS,9aS)- | | CAS: | 63109-30-8 | | MF: | C15H20O3 | | MW: | 248.32 | | EINECS: | | | Product Categories: | | | Mol File: | 63109-30-8.mol |  |
| | INUVISCOLIDE Chemical Properties |
| Boiling point | 416.418±45.00 °C(Press: 760.00 Torr)(predicted) | | density | 1.163±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | | pka | 14.975±0.20(predicted) |
| | INUVISCOLIDE Usage And Synthesis |
| 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] Máez 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 |
| | INUVISCOLIDE Preparation Products And Raw materials |
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