CAS 6754-13-8

helenalina

Descrizione:

helenalina è una lattone sesquiterpenica che si verifica naturalmente, derivata principalmente dalla specie vegetale *Arnica montana* e da altri membri della famiglia Asteraceae. È caratterizzata dalla sua apparente cristallina gialla e ha una formula molecolare di C15H18O3. helenalina mostra una gamma di attività biologiche, comprese proprietà anti-infiammatorie, analgesiche e antimicrobiche, rendendola di interesse nella ricerca farmacologica. Si pensa che il suo meccanismo d'azione coinvolga l'inibizione delle citochine pro-infiammatorie e la modulazione di vari percorsi di segnalazione. Inoltre, helenalina è stata studiata per i suoi potenziali effetti anticancro, poiché può indurre apoptosi in alcune linee cellulari tumorali. Tuttavia, è importante notare che helenalina può anche mostrare citotossicità a concentrazioni più elevate, il che richiede un'attenta considerazione nelle applicazioni terapeutiche. A causa della sua natura bioattiva, helenalina è spesso esplorata nel contesto della medicina erboristica e della chimica dei prodotti naturali.

Formula: C₁₅H₁₈O₄

InChI: InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10-,12-,13+,15+/m1/s1

InChI key: InChIKey=ZVLOPMNVFLSSAA-XEPQRQSNSA-N

SMILES: C[C@@]12[C@]([C@H](C)C[C@@]3([C@]([C@@H]1O)(C(=C)C(=O)O3)[H])[H])(C=CC2=O)[H]

Sinonimi:

• (3aS)-3,3aalpha,4alpha,4a,7aalpha,8,9,9aalpha-Octahydro-4-hydroxy-4abeta,8 alpha-dimethyl-3-methyleneazuleno(6,5-b)-furan-2,5-dione
• (3aS,4S,4aR,7aR,8R,9aR)-3,3a,4,4a,7a,8,9,9a-Octahydro-4-hydroxy-4a,8-dimethyl-3-methyleneazuleno[6,5-b]furan-2,5-dione
• (3aS,4S,4aR,7aR,8R,9aR)-4-hydroxy-4a,8-dimethyl-3-methylidene-3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione
• 6alpha,8beta-Dihydroxy-4-oxoambrosa-2,11(13)-dien-12-oic acid 12,8-lactone
• Ambrosa-2,11(13)-dien-12-oic acid, 6-alpha,8-beta-dihydroxy-4-oxo-, 12,8-lactone
• Ambrosa-2,11(13)-dien-12-oic acid, 6alpha,8beta-dihydroxy-4-oxo-, 12,8-lactone
• Ambrosa-2,11(13)-dien-12-oic acid, 6alpha,8beta-dihydroxy-4-oxo-, 12,8-lactone (8CI)
• Ambrosa-2,11(13)-dien-12-oic acid, 6α,8β-dihydroxy-4-oxo-, 12,8-lactone
• Azuleno(6,5-b)furan-2,5-dione, 3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-, (3aS-(3aalpha,4alpha,4abeta,7aalpha,8alpha,9aalpha))-
• Azuleno(6,5-b)furan-2,5-dione, 3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-, (3aS-(3aalpha,4alpha,4abeta,7aalpha,8alpha,9aalpha))- (9CI)
• Azuleno[6,5-b]furan-2,5-dione, 3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-, (3aS,4S,4aR,7aR,8R,9aR)-
• Azuleno[6,5-b]furan-2,5-dione, 3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-, [3aS-(3aα,4α,4aβ,7aα,8α,9aα)]-
• Brn 0028081
• Helenalin A
• Hsdb 3490
• Nsc 85236
• Pf 56
• Helenalin

Helenalin

CAS: 6754-13-8

Helenalin: anti-inflammatory sesquiterpene, inhibits NF-κB by alkylating p65 cysteine groups, blocks DNA binding.

Formula: C₁₅H₁₈O₄

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 262.3

Ref: TM-T15467

Helenalin

CAS: 6754-13-8

Formula: C₁₅H₁₈O₄

Purezza: ≥ 97.0%

Colore e forma: White to off-white solid

Peso molecolare: 262.3

Ref: 7W-GL2626

Helenalin

CAS: 6754-13-8

Helenalin is a sesquiterpene lactone, which is a secondary metabolite derived from plants, specifically from the Arnica species. This compound is characterized by its molecular framework containing a cyclodecadiene ring along with an α-methylene-γ-lactone ring, conferring its biological activities. Helenalin exerts its effects primarily by inhibiting key transcription factors such as NF-κB and other molecules involved in critical signaling pathways. This mode of action results from its ability to form adducts with thiol groups of cysteine residues on these proteins, thus altering their activity and inhibiting inflammatory responses.

Purezza: Min. 95%

Ref: 3D-FH177939

Helenalin

CAS: 6754-13-8

Formula: C₁₅H₁₈O₄

Peso molecolare: 262.31

Ref: 4Z-H-111