产品名称
曲帕拉醇, ≥97% (HPLC), powder
Quality Level
assay
≥97% (HPLC)
form
powder
color
white to off-white
mp
102.9-103.7 °C
solubility
DMSO: 20 mg/mL, H2O: insoluble, alcohol: soluble, olive oil: slightly soluble
storage temp.
2-8°C
SMILES string
CCN(CC)CCOc1ccc(cc1)C(O)(Cc2ccc(Cl)cc2)c3ccc(C)cc3
InChI
1S/C27H32ClNO2/c1-4-29(5-2)18-19-31-26-16-12-24(13-17-26)27(30,23-10-6-21(3)7-11-23)20-22-8-14-25(28)15-9-22/h6-17,30H,4-5,18-20H2,1-3H3
InChI key
SYHDSBBKRLVLFF-UHFFFAOYSA-N
Gene Information
human ... DHCR24(1718), EBP(10682)
Application
Triparanol has been used to inhibit cholesterol biosynthesis in lipid rafts1. Triparanol has also been used as a 3β-hydroxysterol-Δ24-reductase inhibitor to study its effect on delayed-rectifier potassium current (Iks) channels2.
Biochem/physiol Actions
Desmosterol Delta24 (D24) reductase inhibitor.
Triparanol is known to repress Hedgehog signaling in cancer cells and can also inhibit tumor growth3.
Preparation Note
Triparanol is soluble in DMSO at 20 mg/ml and is also soluble in alcohol. It is slightly soluble in olive oil and is insoluble in water.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
F F Moebius et al.
British journal of pharmacology, 121(1), 1-6 (1997-05-01)
1. The sigma-drug binding site of guinea-pig liver is carried by a protein which shares significant amino acid sequence similarities with the yeast sterol C8-C7 isomerase (ERG2 protein). Pharmacologically-but not structurally-the sigma 1-site is also related to the emopamil binding
A Ramu et al.
Cancer research, 44(10), 4392-4395 (1984-10-01)
The effects of the triparanol analogues chlorotrianisene, clomiphene, tamoxifen, 5-[p-(fluoren-9-ylidenemethyl)phenyl]-2-piperidineethanol (MDL 10393), MDL 8917v, nafoxidine, 2-[p-(6-methoxy-2-phenylinden-3-yl)phenoxy]triethylamine (U-11555A), 2-[p-(3,4-dihydro-6-methoxy-2-phenyl-1-naphthyl)phenoxy]triethylamine (U-10520A), and nitromifene, as well as triparanol itself, were studied in the P388 murine leukemia cell line and in a doxorubicin-resistant subline
W E Ribelin
Fundamental and applied toxicology : official journal of the Society of Toxicology, 4(1), 105-119 (1984-02-01)
The susceptibility of the endocrine tissues to compound-induced lesions may be ranked in the following decreasing order of frequency: adrenal, testis, thyroid, ovary, pancreas, pituitary, and parathyroid. The first two are by far the most frequently affected. Pathologists unaccustomed to
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| T5200-25MG | 04061833058787 |
| T5200-5MG | 04061833058794 |

