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galiellalactone

Product Name
galiellalactone
CAS No.
133613-71-5
Chemical Name
galiellalactone
Synonyms
galiellalactone;SOIISBQQYAGDKM-QJSROADHSA-N;(4S,5aR,7aR,7bS)-5,5a,6,7,7a,7b-Hexahydro-7b-hydroxy-4-methylindeno[1,7-bc]furan-2(4H)-one;Indeno[1,7-bc]furan-2(4H)-one, 5,5a,6,7,7a,7b-hexahydro-7b-hydroxy-4-methyl-, (4S,5aR,7aR,7bS)-
CBNumber
CB21397587
Molecular Formula
C11H14O3
Formula Weight
194.23
MOL File
133613-71-5.mol
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galiellalactone Property

Boiling point:
400.7±38.0 °C(Predicted)
Density 
1.29±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO:0.97(Max Conc. mg/mL);4.99(Max Conc. mM)
Ethanol:0.97(Max Conc. mg/mL);4.99(Max Conc. mM)
form 
White to light tan solid.
pka
12.48±0.40(Predicted)
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
15387
Product name
Galiellalactone
Purity
≥95%
Packaging
1mg
Price
$371
Updated
2024/03/01
Cayman Chemical
Product number
15387
Product name
Galiellalactone
Packaging
500μg
Price
$219
Updated
2024/03/01
Cayman Chemical
Product number
15387
Product name
Galiellalactone
Purity
≥95%
Packaging
5mg
Price
$1196
Updated
2024/03/01
Tocris
Product number
6218
Product name
Galiellalactone
Purity
≥95%(HPLC)
Packaging
500U
Price
$229
Updated
2021/12/16
Usbiological
Product number
G1044-62
Product name
Galiellalactone
Packaging
1mg
Price
$523
Updated
2021/12/16
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galiellalactone Chemical Properties,Usage,Production

Description

Galiellalactone is a fungal metabolite isolated from the ascomycetes G. rufa strain A75-86 and A111-95 that inhibits IL-6-mediated JAK/STAT signal transduction in HepG2 cells with an IC50 value of 0.25-0.5 μM. The selectivity of this compound is achieved by its ability to block the binding of activated STAT3 dimers to their DNA binding sites without affecting phosphorylation of the STAT3 transcription factor. At 10-50 μM, galiellalactone exhibits dose-dependent growth inhibitory effects on prostate cancer stem cell-like cells expressing active STAT3, suggesting it may be a useful therapeutic approach to control JAK/STAT signaling.

Uses

Galiellalactone was originally isolated from Galiella rufa as a plant growth regulator. Recently it was shown to inhibit IL-6 induced SEAP expression with IC50 values of 250-500 nM, blocking the binding of the activated Stat3 dimers to their DNA binding sites without inhibiting the tyrosine and serine phosphorylation of the Stat3 transcription factor.

Uses

Galiellalactone is a STAT3 inhibitor; active in vivo. Galiellalactone is also a promising compound for the development of future prostate cancer drugs.

in vivo

Galiellalactone (1, 3?mg/kg; daily i.p. for 3 weeks) inhibits PCa tumor growth in vivo[1].

Animal Model:Male nude NMR1 mice are injected PCa cell[1]
Dosage:0, 1, 3?mg/kg
Administration:Daily i.p. injections for 3 weeks
Result:Reduced the tumor growth rate in DU145 xenografts by 41-42% and was well tolerated.

IC 50

STAT3: 250-500 nM (IC50)

storage

Store at -20°C

References

[1] MARCUS WEIDLER . Inhibition of interleukin-6 signaling by galiellalactone[J]. FEBS Letters, 2000, 484 1: Pages 1-6. DOI: 10.1016/s0014-5793(00)02115-3
[2] REBECKA HELLSTEN. Galiellalactone inhibits stem cell-like ALDH-positive prostate cancer cells.[J]. PLoS ONE, 2011: e22118. DOI: 10.1371/journal.pone.0022118

galiellalactone Preparation Products And Raw materials

Raw materials

Preparation Products

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133613-71-5, galiellalactoneRelated Search:


  • galiellalactone
  • SOIISBQQYAGDKM-QJSROADHSA-N
  • (4S,5aR,7aR,7bS)-5,5a,6,7,7a,7b-Hexahydro-7b-hydroxy-4-methylindeno[1,7-bc]furan-2(4H)-one
  • Indeno[1,7-bc]furan-2(4H)-one, 5,5a,6,7,7a,7b-hexahydro-7b-hydroxy-4-methyl-, (4S,5aR,7aR,7bS)-
  • 133613-71-5