T2909

Tomatidine hydrochloride

≥85%

• Sinónimos: 3β-Hydroxy-5α-tomatidane hydrochloride, 5α-Tomatidan-3β-ol hydrochloride
• Fórmula empírica (notación de Hill): C₂₇H₄₅NO₂ · HCl
• Número de CAS: 6192-62-7
• Peso molecular: 452.11
• Beilstein: 3920740
• Número MDL: MFCD00133866
• Código UNSPSC: 41116107
• ID de la sustancia en PubChem: 24900092
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• Ensayo: ≥85%
• temp. de almacenamiento: 2-8°C
• cadena SMILES: Cl[H].[H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])C[C@]5([H])O[C@]6(CC[C@H](C)CN6)[C@@H](C)[C@]45[H])[C@@]1(C)CC[C@H](O)C2
• InChI: 1S/C27H45NO2.ClH/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4;/h16-24,28-29H,5-15H2,1-4H3;1H/t16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27+;/m0./s1
• Clave InChI: SXXHVPYRDFJKPG-XRWUXUKGSA-N

Descripción

Descripción general

Tomatidine is a glycoalkaloid and an aglycone metabolite of tomatine present in high levels in unripe tomato.[1]

Aplicación

Tomatidine hydrochloride has been used:

• to evaluate its effect on nasopharyngeal carcinoma using cell proliferation and flow cytometry assay[2]
• as a negative control in the non-specific inhibition on hedgehog signaling in hepatocellular carcinoma cell lines[3]
• as a control for cell growth assay and expression studies in pancreatic cancer cells[4]

Acciones bioquímicas o fisiológicas

Potent inhibitor of Staphylococcus aureus small-colony variants typically seen as complications of cystic fibrosis, with little or no effect on normal S. aureus strains. Also shows antiinflammatory activity by indirectly inhibiting iNOS and COX-2 pathways.

Tomatidine induces the anti-oxidant nuclear factor E2-related factor 2 (Nrf2) and mitophagy, favoring the delay in aging process in C.elegans.[1] It is an inhibitor of muscle atrophy and promotes anabolism in muscle by activating mammalian target of rapamycin complex 1 (mTORC1). It may be useful for treating skeletal muscle atrophy.[5]

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H302
• Consejos de prudencia: P264 - P270 - P301 + P312 - P501
• Clasificaciones de peligro: Acute Tox. 4 Oral
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)