ChemicalBook > CAS DataBase List > Isoalantolactone

Isoalantolactone

Product Name
Isoalantolactone
CAS No.
470-17-7
Chemical Name
Isoalantolactone
Synonyms
ISOHELENIN;ISOALANTOACTONE;isocoxiolactone;ISOALANTOLACTONE;(+)-Isoalantolactone;ISOALANTOLACTONE (RG);Isoalantolactone USP/EP/BP;(+)-Isoalantolactone|||Isohelenin;Naphtho[2,3-b]furan-2(3H)-one,decahydro-8a-;methyl-3,5-bis(methylene)-,(3aR,4aS,8aR,9aR)-
CBNumber
CB9234785
Molecular Formula
C15H20O2
Formula Weight
232.32
MOL File
470-17-7.mol
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Isoalantolactone Property

Melting point:
115℃
Boiling point:
364.9±42.0 °C(Predicted)
Density 
1.07±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in DMSO (up to 50 mg/ml) or ethanol (30 mg/ml)
form 
solid
color 
White
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
InChI
InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h11-13H,1-2,4-8H2,3H3/t11-,12+,13-,15-/m1/s1
InChIKey
CVUANYCQTOGILD-QVHKTLOISA-N
SMILES
O1C(=O)C(=C)[C@@]2([H])C[C@]3([H])[C@@](C)(C[C@@]12[H])CCCC3=C
LogP
3.420
CAS DataBase Reference
470-17-7(CAS DataBase Reference)
NIST Chemistry Reference
Naphtho(2,3-b)furan-2(3h)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3ar-(3a«alpha»,4a«alpha»,8a«beta»,9a«alpha»))-(470-17-7)
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Safety

Hazard Codes 
Xn
Risk Statements 
40
Safety Statements 
22-36
HS Code 
29322090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

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

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

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Usbiological
Product number
300468
Product name
Isoalantolactone
Packaging
20mg
Price
$320
Updated
2021/12/16
Usbiological
Product number
280646
Product name
Isoalantolactone
Packaging
50mg
Price
$333
Updated
2021/12/16
Biosynth Carbosynth
Product number
FI32778
Product name
Isoalantolactone
Packaging
50mg
Price
$60
Updated
2021/12/16
ChemScene
Product number
CS-3635
Product name
Isoalantolactone
Purity
99.99%
Packaging
10mg
Price
$78
Updated
2021/12/16
AK Scientific
Product number
Y0110
Product name
Isoalantolactone
Packaging
10mg
Price
$78
Updated
2021/12/16
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Isoalantolactone Chemical Properties,Usage,Production

Description

Isohelenin (470-17-7) is a sesquiterpene lactone isolated from Mexican Indian medicinal plants known to have anti-inflammatory properties. A potent inhibitor of NFkB (complete inhibition at 5 μM)1 acting via inhibition of IKK?6. Isohelenin-mediated NFkB inhibition suppresses IL-8 expression2, iNOS expression3 and RANTES biosynthesis4. Displays protective effects in endotoxic shock in rodent models.5 Induces apoptosis in glioma cells.6

Uses

Isoalantolactone is a sesquiterpene lactone used in the treatment of cancer. It can inhibit tumor cell growth and induce apoptosis.

Definition

ChEBI: A sesquiterpene lactone of the eudesmanolide group. It has been isolated from Inula helenium.

References

Bork et al. (1997), Sesquiterpene lactone containing Mexican Indian medicinal plants and pure sesquiterpene lactones as potent inhibitors of transcription factor NK-kappaB; FEBS Lett., 402 85 Mazor et al. (2000), Sesquiterpene lactones are potent inhibitors of interleukin 8 gene expression in cultured human respiratory epithelium; Cytokine, 12 239 Wong and Menendez (1999), Sesquiterpene lactones inhibit inducible nitric oxide synthase gene expression in cultured rat aortic smooth muscle cells; Biochem. Biophys. Res. Commun., 262 375 Li et al. (2001), Induction of RANTES chemokine expression in human astrocytic cells is dependent upon activation of NK-kappaB transcription factor; Int. J. Mol. Med., 7 527 Sheehan et al. (2002), Protective effects of isohelenin, an inhibitor of nuclear factor KappaB in endotoxic shock in rats; Endotoxin Res, 8 99 Xing et al. (2019), Isoalantolactone inhibits IKK? kinase activity to interrupt the NF-kB/COX-2-mediated signaling cascade and induces apoptosis regulated by the mitochondrial translocation of cofilin in glioblastoma; Cancer Med., 8 1655

Isoalantolactone Preparation Products And Raw materials

Raw materials

Preparation Products

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Isoalantolactone Suppliers

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View Lastest Price from Isoalantolactone manufacturers

Shaanxi Haibo Biotechnology Co., Ltd
Product
Isoalantolactone 470-17-7
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000ton
Release date
2023-08-25
Shanghai Standard Technology Co., Ltd.
Product
Isoalantolactone 470-17-7
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-10-24
Career Henan Chemical Co
Product
Isoalantolactone 470-17-7
Price
US $1.00/ASSAYS
Min. Order
1ASSAYS
Purity
85.0-99.8%
Supply Ability
20tons
Release date
2020-01-08

470-17-7, IsoalantolactoneRelated Search:


  • 11(13)-dien-12-oicacid,8-beta-hydroxy-eudesma-4(14gamma-lactone
  • ISOALANTOACTONE
  • ISOALANTOLACTONE
  • ISOHELENIN
  • (3ar,4as,8ar,9ar)-8a-methyl-3,5-dimethylene-decahydro-naphtho[2,3-b]furan-2-one
  • methyl-3,5-bis(methylene)-,(3aR,4aS,8aR,9aR)-
  • Naphtho[2,3-b]furan-2(3H)-one,decahydro-8a-
  • (3aR)-3aα,4,4aα,5,6,7,8,8a,9,9aα-Decahydro-3,5-bismethylene-8aβ-methylnaphtho[2,3-b]furan-2(3H)-one
  • (3aR,4aα,9aα)-3a,4,4a,5,6,7,8,8a,9,9a-Decahydro-8aβ-methyl-3,5-bis(methylene)naphtho[2,3-b]furan-2(3H)-one
  • ISOALANTOLACTONE (RG)
  • Isoalantolactone (3aR,4aS,8aR,9aR)-8a-Methyl-3,5-dimethylene-decahydro-naphtho[2,3-b]furan-2-one
  • (3AR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylenedecahydronaphtho[2,3-b]furan-2(3H)-one
  • Isoalantolactone, 98%, from Inula helenium L.
  • Naphtho[2,3-b]furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR,4aS,8aR,9aR)-
  • Isoalantolactone USP/EP/BP
  • (+)-Isoalantolactone
  • isocoxiolactone
  • (+)-Isoalantolactone|||Isohelenin
  • 470-17-7
  • Inhibitors
  • Miscellaneous Natural Products
  • chiral
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract