T5200
Triparanol
≥97% (HPLC), D24 reductase inhibitor, powder
동의어(들):
1-(4-(2-Diethylaminoethoxy)phenyl)-1-p-tolyl-2-(4-chlorophenyl)ethanol
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C27H32NO2Cl
CAS 번호:
Molecular Weight:
438.00
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
201-115-0
MDL number:
제품 이름
Triparanol, ≥97% (HPLC), powder
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
SMILES string
CCN(CC)CCOc1ccc(cc1)C(O)(Cc2ccc(Cl)cc2)c3ccc(C)cc3
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
Quality Level
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
저장 등급
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
C Roux et al.
The American journal of clinical nutrition, 71(5 Suppl), 1270S-1279S (2000-05-09)
We showed previously that 3 distal inhibitors of cholesterol synthesis are highly teratogenic in rats. AY 9944 and BM 15766 inhibit 7-dehydrocholesterol reductase, which catalyzes the last step of cholesterol synthesis, and triparanol inhibits Delta(24)-dehydrocholesterol reductase, which catalyzes the last
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
D E Rhoads et al.
Biochimica et biophysica acta, 795(1), 20-29 (1984-08-15)
Paramecium requires oleic acid for growth and can grow in media containing no other fatty acids. In the present study, we have shown that this ciliate utilized oleate mainly as a carbon and energy source, even though this fatty acid
A Boogaard et al.
The Biochemical journal, 241(2), 345-351 (1987-01-15)
Incubating Hep G2 cells for 18 h with triparanol, buthiobate and low concentrations (less than 0.5 microM) of U18666A, inhibitors of desmosterol delta 24-reductase, of lanosterol 14 alpha-demethylase and of squalene-2,3-epoxide cyclase (EC 5.4.99.7) respectively, resulted in a decrease of
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