ChemicalBook--->CAS DataBase List--->6192-62-7

6192-62-7

6192-62-7 Structure

6192-62-7 Structure
IdentificationBack 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 PropertiesBack 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
[InChIKey]

SXXHVPYRDFJKPG-GSTSPNSONA-N
[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
Hazard InformationBack 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.
[IC 50]

p65; JNK
[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.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P501
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Spectrum DetailBack Directory
[Spectrum Detail]

Tomatidine hydrochloride(6192-62-7)1HNMR
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