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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);a-dimethyl-3-methyleneazuleno[6,5-b]-furan-2,5-dione;(3as-(3aalpha,4alpha,4abeta,7aalpha,8alpha,9aalpha))-ethyl-3-methylene;6alpha,8beta-dihydroxy-4-oxoambrosa-2,11(13)-dien-12-oicacid12,8-lactone
CBNumber
CB1492352
Molecular Formula
C15H18O4
Formula Weight
262.3
MOL File
6754-13-8.mol
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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
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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)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
374000
Product name
Helenalin, A. chamissonis ssp. foliosa
Packaging
500μG
Price
$617
Updated
2024/03/01
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
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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.

storage

+4°C

References

1) Lyss?et al. (1998),?The anti-inflammatory sesquiterpene lactone helenalin inhibits the transcription factor NF-kappaB by directly targeting p65; J. Biol. Chem.,?273?33508 2) Lyss?et al. (1997),?Helenalin, an anti-inflammatory sesquiterpene lactone from Arnica, selectively inhibits transcription factor NF-κB; Biol. Chem.,?278?951 3) Berges?et al. (2009),?Helenalin suppresses essential immune functions of activated CD4+ T cells by multiple mechanisms; Mol. Immunol.,?46?2892 4) Huang?et al. (2005),?Potent inhibition of human telomerase by helenalin; Cancer Lett.,?227?169

HELENALIN Preparation Products And Raw materials

Raw materials

Preparation Products

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HELENALIN Suppliers

Alexis Corporation
Tel
--
Fax
--
Email
alexis-ch@alexis-corp.ch
Country
Switzerland
ProdList
3599
Advantage
74
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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
  • 6754-13-8
  • Miscellaneous Natural Products