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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
RTECS 
LE3130000
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

TCI Chemical
Product number
I0835
Product name
Isoalantolactone
Packaging
200MG
Price
$210
Updated
2025/07/31
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
American Custom Chemicals Corporation
Product number
CCH0000494
Product name
ISOALANTOLACTONE
Purity
95.00%
Packaging
5MG
Price
$302.5
Updated
2021/12/16
Biosynth Carbosynth
Product number
FI32778
Product name
Isoalantolactone
Packaging
500mg
Price
$320
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.

in vivo

The acute and chronic toxic effects of Isoalantolactone in CD1 mice are assessed by measuring the changes in body weight, blood biochemistry and histopathology of liver and kidneys in comparison with control groups. Isoalantolactone is well tolerated by mice and no mortality or any sign of pharmacotoxicity are found at a dose of 100 mg/kg during both experimental periods (7 & 30 days). Body weight gains and food consumption are comparable for control and treated mice during both experimental periods and there were no drug-related changes in histopathological and blood biochemistry parameters. The histopathological changes in liver and kidneys are assessed using hematoxylin and eosin staining and correlated with liver and renal function biomarkers. No obvious morphological changes are observed in liver and kidney structures of control and treatment groups. There is a slight increase in serum alanine aminotransferase (ALT) and aspartate aminotransferase (AST) level of treatment group at dose day 7 but this increase is not significantly different (P<0.05) from control group. A significant increase in total bilirubin (TBIL) concentration is found in treatment group (1.43±0.26 vs 0.76±0.12 in control, P<0.05) at dose day 7. Similarly the changes in renal function biomarkers are not significantly different (P<0.05) in the serum of control and treatment groups at dose day 7. The concentration of creatinine (Cr) slightly increases whereas concentration of blood urea nitrogen (BUN) slightly decreases in treatment group. The serum level of AST, ALT, TBIL and BUN slightly decreases when mice are injected with Isoalantolactone at a dose of 100 mg/kg for 30 days[2].

References

[1] PETER M BORK . Sesquiterpene lactone containing Mexican Indian medicinal plants and pure sesquiterpene lactones as potent inhibitors of transcription factor NF-κB[J]. FEBS Letters, 1997, 402 1: Pages 85-90. DOI:10.1016/s0014-5793(96)01502-5
[2] ROBERT L MAZOR. SESQUITERPENE LACTONES ARE POTENT INHIBITORS OF INTERLEUKIN 8 GENE EXPRESSION IN CULTURED HUMAN RESPIRATORY EPITHELIUM[J]. Cytokine, 2000, 12 3: Pages 239-245. DOI:10.1006/cyto.1999.0526
[3] HECTOR R. WONG  Ingrid Y M. Sesquiterpene Lactones Inhibit Inducible Nitric Oxide Synthase Gene Expression in Cultured Rat Aortic Smooth Muscle Cells[J]. Biochemical and biophysical research communications, 1999, 262 2: Pages 375-380. DOI:10.1006/bbrc.1999.1207
[4] QINGDI LI. Induction of RANTES chemokine expression in human astrocytic cells is dependent upon activation of NF-kappaB transcription factor.[J]. International journal of molecular medicine, 2001, 7 5 1: 527-533. DOI:10.3892/ijmm.7.5.527
[5] M. SHEEHAN. Protective effects of isohelenin, an inhibitor of nuclear factor κB, in endotoxic shock in rats[J]. Journal of endotoxin research, 2002, 8 1: 107-199. DOI:10.1177/09680519020080020301
[6] JIN-SHAN XING. Isoalantolactone inhibits IKKβ kinase activity to interrupt the NF-κB/COX-2-mediated signaling cascade and induces apoptosis regulated by the mitochondrial translocation of cofilin in glioblastoma[J]. Cancer Medicine, 2019, 8 4: 1655-1670. DOI:10.1002/cam4.2013

Isoalantolactone Preparation Products And Raw materials

Raw materials

Preparation Products

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Isoalantolactone Suppliers

Huzhou ZhanShu Biotechnology Co.,Ltd
Tel
0572-8889530 18167260939
Email
zsubio@163.com
Country
China
ProdList
391
Advantage
58
Shanghai Yanchun Biopharmaceutical Technology Co., Ltd
Tel
4001-009266 17349750668
Email
product@sci-e.com
Country
China
ProdList
2808
Advantage
58
Zhuo Ruining (Shanghai) Technology Co., Ltd
Tel
0086-18163338995; 18163338995
Email
2605578685@qq.com
Country
China
ProdList
438
Advantage
58
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18207
Advantage
66
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11707
Advantage
57
Aktin Chemicals, Inc.
Tel
86-28-85159085
Fax
86-28-85152372
Email
info@aktinchem.com
Country
China
ProdList
297
Advantage
62
Shenzhen Sungening Bio-Tech Co., Ltd
Tel
+86-0755-89668383
Fax
+86-0755-89594066/4038
Email
sales@sungening.com
Country
China
ProdList
1319
Advantage
65
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
12952
Advantage
65
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4747
Advantage
58
BioBioPha Co., Ltd.
Tel
0871-65217109 13211707573;
Fax
0871-65215563
Email
y.liu@mail.biobiopha.com
Country
China
ProdList
5653
Advantage
65
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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
  • (3aR,4aS,8aR,9aR)-Decahydro-8a-methyl-3,5-bis(methylene)naphtho[2,3-b]furan-2(3H)-one
  • 470-17-7
  • Inhibitors
  • Miscellaneous Natural Products
  • chiral
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract