Helenalin
Product Code: AG-CN2-0435
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0435-C500 | 500 ug | £235.00 |
Quantity:
| AG-CN2-0435-M001 | 1 mg | £370.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Antibody Isotype: n/a
Antibody Clone: n/a
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
Helenalin A; NSC 85236
Appearance:
White to off-white solid.
CAS:
6754-13-8
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06
Handling Advice:
Protect from light.
Hazards:
H301, H332
InChi:
InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10-,12-,13+,15+/m1/s1
InChiKey:
ZVLOPMNVFLSSAA-XEPQRQSNSA-N
Long Description:
Chemical. CAS: 6754-13-8. Formula: C15H18O4. MW: 262.3. Isolated from Arnica chamissonis. Anticancer compound. NF-kappaB inhibitor. Apoptosis inducer. Potent anti-inflammatory agent. Telomerase inhibitor. Anti-trypanosomal and antiprotozoal compound Antibiotic. Shows anti-proliferative effects in 3T3-L1 preadipocytes. Autophagy inducer.
MDL:
MFCD01674580
Molecular Formula:
C15H18O4
Molecular Weight:
262.3
Package Type:
Vial
PG:
III
Precautions:
P261, P301, P310, P352, P304, P340
Product Description:
Anticancer compound. NF-kappaB inhibitor. Apoptosis inducer. Potent anti-inflammatory agent. Telomerase inhibitor. Anti-trypanosomal and antiprotozoal compound Antibiotic. Shows anti-proliferative effects in 3T3-L1 preadipocytes. Autophagy inducer.
Purity:
>96% (HPLC)
Signal word:
Danger
SMILES:
[H][C@@]12C=CC(=O)[C@@]1(C)[C@@H](O)[C@H]1[C@@H](C[C@H]2C)OC(=O)C1=C
Solubility Chemicals:
Soluble in ethanol or DMSO.
Source / Host:
Isolated from Arnica montana.
Transportation:
Excepted Quantity
UN Nummer:
UN 3462
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Working aliquots are stable for up to 3 months when stored at -20°C.
References
Constituents of Helenium species.XIII. The structure of Helenalin and Mexicanin A: W. Herz, et al.; JACS 85, 19 (1963) | Antitumor agents. 21. A proposed mechanism for inhibition of cancer growth by tenulin and helenalin and related cyclopentenones: I.H. Hall, et al.; J. Med. Chem. 20, 333 (1977) | Inhibition of nucleic acid synthesis in P-388 lymphocytic leukemia tumor cells by helenalin and bis(helenalinyl)malonate in vivo: W.L. Williams Jr, et al.; J. Pharm. Sci. 77, 178 (1988) | Helenalin, an anti-inflammatory sesquiterpene lactone from Arnica, selectively inhibits transcription factor NF-kappaB: G. Lyss, et al.; J. Biol. Chem. 378, 951 (1997) | The anti-inflammatory sesquiterpene lactone helenalin inhibits the transcription factor NF-kappaB by directly targeting p65: G. Lyss, et al; J. Biol. Chem. 273, 33508 (1998) | Helenalin triggers a CD95 death receptor-independent apoptosis that is not affected by overexpression of Bcl-x(L) or Bcl-2: V.M. Dirsch, et al.; Cancer Res. 61, 5817 (2001) | Anti-trypanosomal activity of helenalin and some structurally related sesquiterpene lactones: T.J. Schmidt, et al.; Planta Med. 68, 750 (2002) | Induction of human leukemia HL-60 cell differentiation via a PKC/ERK pathway by helenalin, a pseudoguainolide sesquiterpene lactone: S.H. Kim, et al.; Eur. J. Pharmacol. 511, 89 (2005) | Potent inhibition of human telomerase by helenalin: P.R. Huang, et al.; Cancer Lett. 227, 169 (2005) | Novel effect of helenalin on Akt signaling and Skp2 expression in 3T3-L1 preadipocytes: C.A. Auld, et al.; BBRC 346, 314 (2006) | Helenalin reduces Staphylococcus aureus infection in vitro and in vivo: D. Boulanger, et al.; Vet. Microbiol. 119, 330 (2007) | Helenalin-mediated post-transcriptional regulation of p21(Cip1) inhibits 3T3-L1 preadipocyte proliferation: K.M. Fernandes, et al.; J. Cell Biochem. 105, 913 (2008) | Helenalin suppresses essential immune functions of activated CD4+ T cells by multiple mechanisms: C. Berges, et al.; Mol. Immunol. 46, 2892 (2009) | Helenalin bypasses Bcl-2-mediated cell death resistance by inhibiting NF-kappaB and promoting reactive oxygen species generation: R. Hoffmann, et al.; Biochem. Pharmacol. 82, 453 (2011) | NF-kappaB p65 repression by the sesquiterpene lactone, Helenalin, contributes to the induction of autophagy cell death: C.B. Lim, et al.; BMC Complement. Altern. Med. 12, 93 (2012) | Natural sesquiterpene lactones induce programmed cell death in Trypanosoma cruzi: a new therapeutic target?: V. Jimenez, et al.; Phytomedicine 21, 1411 (2014)