ChemicalBook > CAS DataBase List > HELENALIN

HELENALIN

Product Name
HELENALIN
CAS No.
6754-13-8
Chemical Name
HELENALIN
Synonyms
Helelin;NSC 85236;HELENALIN;CB1492352;HELENALIN(SH);HELENALIN USP/EP/BP;Helenalin (NSC 85236);Helenalin, NF-kappaB inhibitor;Helenalin, A. chamissonis ssp. foliosa;a-dimethyl-3-methyleneazuleno[6,5-b]-furan-2,5-dione
CBNumber
CB1492352
Molecular Formula
C15H18O4
Formula Weight
262.3
MOL File
6754-13-8.mol
More
Less

HELENALIN Property

Melting point:
167-168°
alpha 
D25 -102.8° (c = 3.64 in 95% ethanol)
Boiling point:
325.55°C (rough estimate)
Density 
1.0772 (rough estimate)
refractive index 
1.4300 (estimate)
storage temp. 
-20°
solubility 
Soluble in DMSO (up to 20 mg/ml) or in Ethanol (up to 10 mg/ml).
form 
White to off-white solid.
pka
13.29±0.60(Predicted)
color 
White
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
LogP
0.870
More
Less

Safety

RIDADR 
2811
HazardClass 
6.1(b)
PackingGroup 
III
Hazardous Substances Data
6754-13-8(Hazardous Substances Data)
Toxicity
LD50 in mice, rats (mg/kg): 150, 125 orally (Witzel)
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
374000
Product name
Helenalin, A. chamissonis ssp. foliosa
Packaging
500μG
Price
$634
Updated
2025/07/31
Cayman Chemical
Product number
17050
Product name
Helenalin
Purity
≥98%
Packaging
1mg
Price
$504
Updated
2024/03/01
TRC
Product number
H230000
Product name
Helenalin
Packaging
0.25mg
Price
$160
Updated
2021/12/16
ChemScene
Product number
CS-0078850
Product name
Helenalin
Purity
98.29%
Packaging
500ug
Price
$270
Updated
2021/12/16
Adipogen Life Sciences
Product number
AG-CN2-0435-M001
Product name
Helenalin
Purity
≥96%(HPLC)
Packaging
1mg
Price
$390
Updated
2021/12/16
More
Less

HELENALIN Chemical Properties,Usage,Production

Description

Helenalin (6754-13-8) is a novel sesquiterpene lactone which inhibits NFκB1?and displays potent anti-inflammatory activity2. It suppresses essential immune functions of activated CD4+ T cells by multiple mechanisms.3 Helenalin also inhibits telomerase and this activity may be partially responsible for its anti-tumor effects.4

Uses

Helenalin is a highly toxic compound, with hepatic and lymphatic tissues particularly vulnerable to its effects. It is believed to be responsible for the toxicity and skin irritation associated with Arnica. If enough of the plant is ingested, the helenalin produces severe gastroenteritis and internal bleeding of the digestive tract.

Definition

ChEBI: Helenalin is a sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by a hydroxy group at position 4, methyl groups at positions 4a and 8 and a methylidene group at position 3 (the 3aS,4S,4aR,7aR,8R,9aR stereoisomer). It has a role as an anti-inflammatory agent, an antineoplastic agent, a plant metabolite and a metabolite. It is a gamma-lactone, a cyclic ketone, an organic heterotricyclic compound, a sesquiterpene lactone and a secondary alcohol.

in vivo

Helenalin (25 mg/kg; i.p.; 6 to 12 hours) administers to immature male ICR mice caused a rapid decrease in hepatic glutathione levels[2].

Animal Model:Immature male ICR mice[2]
Dosage:25 mg/kg
Administration:i.p.; 6 to 12 hours
Result:Caused a rapid decrease in hepatic glutathione levels.

storage

+4°C

References

[1] G LYSS. The anti-inflammatory sesquiterpene lactone helenalin inhibits the transcription factor NF-kappaB by directly targeting p65.[J]. The Journal of Biological Chemistry, 1998, 273 50: 33508-33516. DOI:10.1074/jbc.273.50.33508
[2] G LYSS. Helenalin, an anti-inflammatory sesquiterpene lactone from Arnica, selectively inhibits transcription factor NF-kappaB.[J]. Biological Chemistry, 1997, 378 9: 951-961. DOI:10.1515/bchm.1997.378.9.951
[3] CARSTEN BERGES. Helenalin suppresses essential immune functions of activated CD4+ T cells by multiple mechanisms[J]. Molecular immunology, 2009, 46 15: Pages 2892-2901. DOI:10.1016/j.molimm.2009.07.004
[4] PEI-RONG HUANG  Tzu C V W  Yuan Ming Yeh. Potent inhibition of human telomerase by helenalin[J]. Cancer letters, 2005, 227 2: Pages 169-174. DOI:10.1016/j.canlet.2004.11.045

HELENALIN Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

HELENALIN Suppliers

J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18333
Advantage
56
Sichuan Wei Keqi Biological Technology Co., Ltd.
Tel
028-81700200 18116577057
Fax
028-81705658
Email
3003855609@qq.com
Country
China
ProdList
7778
Advantage
56
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Chengdu Push Bio-Technology Co., Ltd.
Tel
028-028-85370565-229-229 18080489829
Email
18080489829@163.com
Country
China
ProdList
8250
Advantage
60
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6777
Advantage
58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
Country
China
ProdList
57422
Advantage
58
Nanjing Dasf Biotechnology Co., Ltd.
Tel
025-025-+86-02585846866 +86-18094231287
Fax
025-83144123
Email
1773155960@qq.com
Country
China
ProdList
1992
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32435
Advantage
58
ANHUI WITOP BIOTECH CO., LTD
Tel
+8615255079626
Email
eric@witopchemical.com
Country
China
ProdList
23541
Advantage
58
More
Less

View Lastest Price from HELENALIN manufacturers

Henan Fengda Chemical Co., Ltd
Product
CB1492352 6754-13-8
Price
US $32.00-1.30/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-03-28

6754-13-8, HELENALINRelated Search:


  • (3as-(3aalpha,4alpha,4abeta,7aalpha,8alpha,9aalpha))-ethyl-3-methylene
  • HELENALIN(SH)
  • HELENALIN
  • 6alpha,8beta-dihydroxy-4-oxoambrosa-2,11(13)-dien-12-oicacid12,8-lactone
  • a-dimethyl-3-methyleneazuleno[6,5-b]-furan-2,5-dione
  • ambrosa-2,11(13)-dien-12-oicacid,6-alpha,8-beta-dihydroxy-4-oxo-,12,8-lacton
  • ambrosa-2,11(13)-dien-12-oicacid,6alpha,8beta-dihydroxy-4-oxo-,12,8-lactone
  • azuleno(6,5-b)furan-2,5-dione,3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dim
  • Helenalin (NSC 85236)
  • [3as]-3,3aalpha,4alpha,4a,7aalpha,8,9,9aalpha-octahydro-4-hydroxy-4abeta,8alph
  • NSC 85236
  • Helelin
  • Azuleno[6,5-b]furan-2,5-dione, 3,3a,4,4a,7a,8,9,9a-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-, (3aS,4S,4aR,7aR,8R,9aR)-
  • (3aS,4S,4aR,7aR,8R,9aR)-4-hydroxy-4a,8-dimethyl-3-methylene-3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione
  • HELENALIN USP/EP/BP
  • CB1492352
  • Helenalin, NF-kappaB inhibitor
  • Helenalin, A. chamissonis <i>ssp. foliosa</i>
  • 6754-13-8
  • Miscellaneous Natural Products