Tomatidine hydrochloride

Catalog Number	ACM6192627-1
CAS Number	6192-62-7
Description	Tomatidine is a steroidal alkaloid found in the skins of unripe tomatoes. An LPS-stimulated macrophage model of inflammation was used to investigate the anti-inflammatory effects of tomatidine and it was found that the alkaloid could decrease inducible nitric oxide synthase and cyclooxygenase-2 expression through suppression of I-kappa B alpha phosphorylation. Thus it may be possible that Tomatidine can be developed as a useful agent for the chemoprevention of cancer or inflammatory diseases. When incorporated into growth media (agar) at 0.3 mM, tomatine and tomatidine inhibited the growth of three fungal bioherbicidal phytopathogens.
Synonyms	(3β,5α,22β,25S)-Spirosolan-3-ol hydrochloride
Molecular Weight	452.11 g/mol
Molecular Formula	C27H45NO2·HCl
Canonical SMILES	C[C@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C)C)NC1.Cl
InChI	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
InChI Key	SXXHVPYRDFJKPG-VXJLCZPPSA-N
Melting Point	281-284 °C
Purity	95%+
Storage	store at 2℃-8℃
Complexity	696
Covalently-Bonded Unit Count	2
Defined Atom Stereocenter Count	12
Exact Mass	451.3217074
Harmonized Tariff Code	Switzerland: 29397900 - USA: 2939790000 - Slovakia: 2939791000 - UK: 2939490000 - China: 2939799099
Heavy Atom Count	31
Hydrogen Bond Acceptor Count	3
Hydrogen Bond Donor Count	3
Isomeric SMILES	C[C@H]1CC[C@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C)C)NC1.Cl
MDL Number	MFCD11521518
Monoisotopic Mass	451.3217074
PhysicalState	Powder
Rotatable Bond Count	0
Topological Polar Surface Area	41.5 Ų

Custom Q&A

What is the chemical formula of Tomatidine hydrochloride?

The chemical formula of Tomatidine hydrochloride is C27H46ClNO2.

At what temperature does Tomatidine hydrochloride melt?

Tomatidine hydrochloride melts at 281-284°C.

In what form does Tomatidine hydrochloride exist?

Tomatidine hydrochloride exists as an off-white solid.

What is the usage of Tomatidine hydrochloride?

Tomatidine hydrochloride is a steroidal alkaloid that protects against muscle atrophy and boosts muscle growth. It can be used as a negative control for Cyclopamine.

What biological activity does Tomatidine hydrochloride exhibit?

Tomatidine suppresses NF-κB signaling, inhibits acid sphingomyelinase activity, has antibacterial properties, and prevents skeletal muscle atrophy.

How does Tomatidine hydrochloride act as an anti-inflammatory agent?

Tomatidine hydrochloride acts as an anti-inflammatory agent by blocking NF-κB and JNK signaling.

What is the storage temperature recommended for Tomatidine hydrochloride?

The storage temperature recommended for Tomatidine hydrochloride is 2-8°C.

What solvent is Tomatidine hydrochloride slightly soluble in?

Tomatidine hydrochloride is slightly soluble in methanol.

Which pathway does Tomatidine hydrochloride not inhibit, despite being structurally similar to Cyclopamine?

Tomatidine hydrochloride does not inhibit the hedgehog pathway, despite being structurally similar to Cyclopamine.

What is the molecular weight of Tomatidine hydrochloride?

The molecular weight of Tomatidine hydrochloride is 452.11.

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