| Identification | Back Directory | [Name]
TOMATIDINE HYDROCHLORIDE | [CAS]
6192-62-7 | [Synonyms]
TOMATIDINE HCL
TOMATIDINE HCL(RG)
TOMATIDINE HYDROCHLORIDE
ToMatidin Hydrochloride, >85%
Tomatidine, Hydrochloride, >85%
5α-Tomatidan-3β-ol hydrochloride
SPIRPSOLAN-3-OL-(3B,5A,22B,25C) HCL
3β-Hydroxy-5α-tomatidane hydrochloride
5ALPHA-TOMATIDAN-3BETA-OL HYDROCHLORIDE
3BETA-HYDROXY-5ALPHA-TOMATIDANE HYDROCHLORIDE
(3β,5α,22β,25S)-Spirosolan-3-ol Hydrochloride
(3beta,5alpha,22beta,25S)-Spirosolan-3-ol hydrochloride
(3beta,5alpha,22beta,25S)-Spirosolan-3-ol hydrochloride (1:1)
3β-Hydroxy-5α-tomatidane hydrochloride, 5α-Tomatidan-3β-ol hydrochloride | [Molecular Formula]
C27H46ClNO2 | [MDL Number]
MFCD00133866 | [MOL File]
6192-62-7.mol | [Molecular Weight]
452.11 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
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 | [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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