SML0415
Alantolactone
≥98% (HPLC), activin/SMAD3 signaling inducer, powder
别名:
(+)-Alantolactone., 3aR,5S,8aR,9aR)-3a,5,6,7,8,8a,9,9a-Octahydro-5,8a-dimethyl-3-methylene-naphtho[2,3-b]furan-2(3H)-one, Alant camphor, Elecampane camphor, Eupatal, Inula camphor, NSC 333843, NSC 93131
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关于此项目
经验公式（希尔记法）:
C15H20O2
化学文摘社编号:
分子量:
232.32
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
208-899-3
MDL number:
产品名称
Alantolactone, ≥98% (HPLC)
InChI key
PXOYOCNNSUAQNS-AGNJHWRGSA-N
InChI
1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h7,9,11,13H,2,4-6,8H2,1,3H3/t9-,11+,13+,15+/m0/s1
SMILES string
C[C@H]1CCC[C@]2(C)C[C@H]3OC(=O)C(=C)[C@H]3C=C12
assay
≥98% (HPLC)
form
powder
storage condition
desiccated
protect from light
color
white to beige
solubility
DMSO: 15 mg/mL (clear solution)
storage temp.
−20°C
Quality Level
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Application
Alantolactone has been used:
- in cell viability assay
- to examine the percentage of multicentrosomal mitosis in low and high passage human embryonic stem cells (hESC)
- in assessment of degranulation
Biochem/physiol Actions
Alantolactone is a sesquiterpene lactone disrupts the Cripto-1/ActRII complexes, resulting in an induction of activin/SMAD3 signaling. Alantolactone inhibits proliferation in cancer cells with no affect on normal cells.
Alantolactone is an inducer of activin/SMAD3 signaling.
General description
Alantolactone is a compound produced by Inula helenium. Alantolactone has antibacterial, antifungal, anti-inflammatory and anticancer properties. It suppresses signal transducer and activator of transcription 3 (STAT3) activation in liver and breast cancer cells. Alantolactone induces apoptosis in A549 lung cancer cells.
signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Muhammad Khan et al.
IUBMB life, 64(9), 783-794 (2012-07-28)
Glioblastoma multiforme (GBM) is the most malignant and aggressive primary brain tumor in adults. Despite concerted efforts to improve current therapies, the prognosis of glioblastoma remains very poor. Alantolactone, a sesquiterpene lactone compound, has been reported to exhibit antifungal, antibacteria
J S Ross et al.
Contact dermatitis, 29(2), 84-87 (1993-08-01)
A mix of 3 sesquiterpene lactones (SL) (SL mix 0.1%) was evaluated over a 4-year period. Of 7420 patients with eczema investigated by patch testing, 135 (68 male, 67 female) (1.8%) demonstrated positive reactions, 114 (84%) considered clinically relevant. Females
Jia-Chuan Lei et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(9), 3313-3319 (2012-06-23)
Alantolactone, a sesquiterpene lactone, possesses anti-inflammatory property. In this study, we provide evidence that it could be developed as a novel agent against human liver cancer. We observed that alantolactone treatment to HepG2, Bel-7402 and SMMC-7721 cells, human liver cancer
Helenin inhibition of liver microsomal enzymes.
R R Dalvi et al.
Journal of agricultural and food chemistry, 30(5), 988-989 (1982-09-01)
Soluble Cripto-1 induces accumulation of supernumerary centrosomes and formation of aberrant mitoses in human embryonic stem cells
Porokh V, et al.
Stem Cells and Development, (ja) (2018)
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