SML2801

Isoforskolin

≥95% (HPLC)

• Synonym(s): 6-Acetyl-7-deacetylforskolin, (3R,6S,6aS)-6-(acetyloxy)-3-ethenyldodecahydro-5S,10S,10bS-trihydroxy-3,4aR,7,7,10aR-pentamethyl-1H-naphtho[2,1-b]pyran-1-one, Coleonol B, 6β-Acetoxy-1α,7β,9α-trihydroxy-8,13-epoxy-labd-14-en-11-one, Isoforskolin
• Empirical Formula (Hill Notation): C₂₂H₃₄O₇
• CAS Number: 64657-21-2
• Molecular Weight: 410.50
• MDL number: MFCD00078929
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: powder
• optical activity: [α]/D -8 to -5°, c = 0.5 in chloroform-d
• color: white to beige
• solubility: DMF:H₂O (9:1): 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: CC(=O)O[C@@H]1[C@H](O)[C@@]2(C)O[C@](C)(CC(=O)[C@]2(O)[C@@]3(C)[C@@H](O)CCC(C)(C)C13)C=C
• InChI: 1S/C22H34O7/c1-8-19(5)11-14(25)22(27)20(6)13(24)9-10-18(3,4)16(20)15(28-12(2)23)17(26)21(22,7)29-19/h8,13,15-17,24,26-27H,1,9-11H2,2-7H3/t13-,15-,16?,17-,19-,20-,21+,22-/m0/s1
• InChI key: CLOQVZCSBYBUPB-VDCUXWMXSA-N

Description

Biochem/physiol Actions

Isoforskolin is a naturally occurring diterpene with anti-inflammatory activity. It has been shown to downregulate the expression of proinflammatory compounds. In an experimental mouse model of Lyme Disease induced arthritis isoforskolin downregulated the transcription and expression of TNF-α and IL-6 induced by recombinant Borrelia burgdorferi basic membrane protein A (rBmpA). In a rat asthmatic model isoforskolin down-regulated production of transforming growth factor β1 (TGF-β1) and interleukin-1β (IL-1β) which was accompanied by inhibition of inflammation and airway remodeling.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H312
• pcodes: P280 - P302 + P352 + P312 - P362 + P364 - P501
• Hazard Classifications: Acute Tox. 4 Dermal
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3