Tomatidine hydrochloride
Tomatidine hydrochloride Basic information
- Product Name:
- Tomatidine hydrochloride
- Synonyms:
-
- 3BETA-HYDROXY-5ALPHA-TOMATIDANE HYDROCHLORIDE
- 5ALPHA-TOMATIDAN-3BETA-OL HYDROCHLORIDE
- TOMATIDINE HCL
- TOMATIDINE HYDROCHLORIDE
- SPIRPSOLAN-3-OL-(3B,5A,22B,25C) HCL
- (3beta,5alpha,22beta,25S)-Spirosolan-3-ol hydrochloride
- TOMATIDINE HCL(RG)
- Tomatidine, Hydrochloride, >85%
- CAS:
- 6192-62-7
- MF:
- C27H46ClNO2
- MW:
- 452.11
- Product Categories:
-
- Lipid signaling
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Steroids
- Mol File:
- 6192-62-7.mol
Tomatidine hydrochloride Chemical Properties
- Melting point:
- 281-284°C (dec.)
- storage temp.
- 2-8°C
- solubility
- Methanol (Slightly)
- form
- Off-white solid
- color
- White to Off-White
- BRN
- 3920740
Safety Information
- Safety Statements
- 22-24/25
- WGK Germany
- 3
MSDS
- Language:English Provider:SigmaAldrich
Tomatidine hydrochloride Usage And Synthesis
Chemical Properties
Off-White Solid
Uses
Tomatidine hydrochloride is a steriodal alkaloid structurally similar to Cyclopamine but does not inhibit hedgehog pathway. May be used as a negative control for Cyclopamine and KAAD-Cyclopamine.Tomatidine protects against muscle atrophy and boosting muscle growth (see also Ursolic Acid).
Biological Activity
Tomatidine is a steroidal alkaloid that has been found in the skins and leaves of tomatoes. It suppresses NF-κB signaling in LPS-stimulated macrophages, blocking induced expression of inducible nitric oxide synthase (iNOS) and COX-2. Tomatidine inhibits acid sphingomyelinase activity by 84.2% when used at a concentration of 10 mM. It also has antibacterial properties, preferentially blocking the replication of S. aureus variants that are pathogenic in cystic fibrosis over normal strains (MICs = 0.12 and >16 μg/ml, respectively). It prevents skeletal muscle atrophy associated with fasting or spinal cord injury in mice. Tomatidine has also been used as a negative control for cyclopamine (Item No. 11321) in studies involving signaling mediated by the hedgehog pathway.
Mode of action
Tomatidine hydrochloride acts as an anti-inflammatory agent by blocking NF-κB and JNK signaling. It activates autophagy either in mammal cells or C elegans.
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Tomatidine hydrochloride(6192-62-7)Related Product Information
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