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Isoalantolactone

CAS No.
470-17-7
Chemical Name:
Isoalantolactone
Synonyms
ISOHELENIN;ISOALANTOACTONE;isocoxiolactone;ISOALANTOLACTONE;(+)-Isoalantolactone;ISOALANTOLACTONE (RG);Isoalantolactone USP/EP/BP;Isoalantolactone (Standard);(+)-Isoalantolactone|||Isohelenin;Naphtho[2,3-b]furan-2(3H)-one,decahydro-8a-
CBNumber:
CB9234785
Molecular Formula:
C15H20O2
Molecular Weight:
232.32
MDL Number:
MFCD08689940
MOL File:
470-17-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 04:42:07

Isoalantolactone Properties

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.
Major Application food and beverages
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)
FDA UNII BYH07P620U
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)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
Hazard Codes  Xn
Risk Statements  40
Safety Statements  22-36
WGK Germany  WGK 3
RTECS  LE3130000
HS Code  29322090
Storage Class 11 - Combustible Solids
Hazard Classifications Skin Sens. 1

Isoalantolactone price More Price(75)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical I0835 Isoalantolactone 470-17-7 200MG $150 2026-04-30 Buy
Cayman Chemical 33838 Isoalantolactone ≥98% 470-17-7 10mg $36 2026-04-30 Buy
Cayman Chemical 33838 Isoalantolactone ≥98% 470-17-7 50mg $77 2026-04-30 Buy
Cayman Chemical 33838 Isoalantolactone ≥98% 470-17-7 100mg $135 2026-04-30 Buy
Cayman Chemical 33838 Isoalantolactone ≥98% 470-17-7 250mg $209 2026-04-30 Buy
Product number Packaging Price Buy
I0835 200MG $150 Buy
33838 10mg $36 Buy
33838 50mg $77 Buy
33838 100mg $135 Buy
33838 250mg $209 Buy

Isoalantolactone Chemical Properties, Uses, 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 IKK6. 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

69993-39-1
470-17-7
Synthesis of Isoalantolactone from Naphtho[2,3-b]furan-2(3H)-one, decahydro-8a-methyl-5-methylene-3-[(phenylthio)methylene]-, [3aR-(3E,3aα,4aα,8aβ,9aα)]- (9CI)
Global Suppliers ( 283)
Supplier Tel Email Country ProdList Advantage
Huzhou ZhanShu Biotechnology Co.,Ltd 0572-8889530 18167260939 zsubio@163.com China 412 58
Shanghai Yanchun Biopharmaceutical Technology Co., Ltd 4001-009266 17349750668 product@sci-e.com China 2808 58
Zhuo Ruining (Shanghai) Technology Co., Ltd 18163338995 18163338995 2605578685@qq.com China 472 58
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Sichuan Kulinan Technology Co., Ltd 400-1166-196 18981987031 cdhxsj@163.com China 11674 57
Aktin Chemicals, Inc. 86-28-85159085 info@aktinchem.com China 297 62
Shenzhen Sungening Bio-Tech Co., Ltd +86-0755-89668383 sales@sungening.com China 1319 65
Dalian Meilun Biotech Co., Ltd. 0411-62910999 13889544652 sales@meilune.com China 4765 58
BioBioPha Co., Ltd. 0871-65217109 y.liu@mail.biobiopha.com China 5641 65
ShangHai YuanYe Biotechnology Co., Ltd. 15026964105 shyysw007@163.com China 4998 60

View Latest Price from Isoalantolactone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Isoalantolactone pictures 2024-04-12 Isoalantolactone
470-17-7
1kg 99% 2000ton Shaanxi Haibo Biotechnology Co., Ltd
Isoalantolactone pictures 2023-02-24 Isoalantolactone
470-17-7
5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
Isoalantolactone pictures 2023-02-13 Isoalantolactone
470-17-7
$110.00 1kg 99% 100MT Hebei baicao biology science and technology co., ltd
  • Isoalantolactone pictures
  • Isoalantolactone
    470-17-7
  • $0.00
  • ≥98%(HPLC)
  • Shanghai Standard Technology Co., Ltd.
  • Isoalantolactone pictures
  • Isoalantolactone
    470-17-7
  • $110.00
  • 99%
  • Hebei baicao biology science and technology co., ltd

Isoalantolactone Spectrum

11(13)-dien-12-oicacid,8-beta-hydroxy-eudesma-4(14gamma-lactone ISOALANTOACTONE ISOALANTOLACTONE (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 (3a-R,4a-S,8a-R,9a-R)-decahydroyl-8a-methyl-3,5-bis(methylene)naphthalenebenzo[2,3-b]furan-2(3H)-one Isoalantolactone (Standard) ISOHELENIN 470-17-7 Inhibitors Miscellaneous Natural Products chiral chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract