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Safety Information

SML2801

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C22H34O7
CAS Number:
64657-21-2
Molecular Weight:
410.50
MDL number:
MFCD00078929
UNSPSC Code:
12352200
NACRES:
NA.77

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

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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H312

Hazard Classifications

Acute Tox. 4 Dermal

WGK

WGK 3

Regulatory Information

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