Basic information Safety Supplier Related

Tomatidine hydrochloride

Basic information Safety Supplier Related

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
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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
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3

MSDS

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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.

Tomatidine hydrochlorideSupplier

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