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Merck
CN

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

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About This Item

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

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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

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 key

CLOQVZCSBYBUPB-VDCUXWMXSA-N

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

Quality Level

100

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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

signalword

Warning

hcodes

H312

Hazard Classifications

Acute Tox. 4 Dermal

Storage Class

11 - Combustible Solids

wgk

WGK 3

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000134529
0000134528
0000098846

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