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Merck
모든 사진(3)

주요 문서

T2909

Sigma-Aldrich

Tomatidine hydrochloride

≥85%

동의어(들):

3β-Hydroxy-5α-tomatidane hydrochloride, 5α-Tomatidan-3β-ol hydrochloride

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About This Item

실험식(Hill 표기법):
C27H45NO2 · HCl
CAS Number:
Molecular Weight:
452.11
Beilstein:
3920740
MDL number:
UNSPSC 코드:
41116107
PubChem Substance ID:
NACRES:
NA.77

Quality Level

분석

≥85%

저장 온도

2-8°C

SMILES string

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

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-XRWUXUKGSA-N

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일반 설명

Tomatidine is a glycoalkaloid and an aglycone metabolite of tomatine present in high levels in unripe tomato.

애플리케이션

Tomatidine hydrochloride has been used:
  • to evaluate its effect on nasopharyngeal carcinoma using cell proliferation and flow cytometry assay
  • as a negative control in the non-specific inhibition on hedgehog signaling in hepatocellular carcinoma cell lines
  • as a control for cell growth assay and expression studies in pancreatic cancer cells

생화학적/생리학적 작용

Potent inhibitor of Staphylococcus aureus small-colony variants typically seen as complications of cystic fibrosis, with little or no effect on normal S. aureus strains. Also shows antiinflammatory activity by indirectly inhibiting iNOS and COX-2 pathways.
Tomatidine induces the anti-oxidant nuclear factor E2-related factor 2 (Nrf2) and mitophagy, favoring the delay in aging process in C.elegans. It is an inhibitor of muscle atrophy and promotes anabolism in muscle by activating mammalian target of rapamycin complex 1 (mTORC1). It may be useful for treating skeletal muscle atrophy.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

이미 열람한 고객

Shuhong Huang et al.
Carcinogenesis, 27(7), 1334-1340 (2006-02-28)
Liver cancers, the majority of which are hepatocellular carcinomas (HCCs), rank as the fourth in cancer mortality worldwide and are the most rapidly increasing type of cancer in the United States. However, the molecular mechanisms underlying HCC development are not
Activation of the hedgehog pathway in human hepatocellular carcinomas
Huang S, et al.
Carcinogenesis, 27(7), 1334-1340 (2006)
Jessica L Cooperstone et al.
Scientific reports, 7(1), 5106-5106 (2017-07-13)
Prolonged tomato consumption can mitigate ultraviolet (UV) light induced sunburn via unknown mechanisms. Dietary carotenoids distributed to skin are hypothesized to protect skin against UV-induced damage, although other phytochemicals may play a role. We hypothesize that tomato consumption would protect
Tomatidine enhances lifespan and healthspan in C. elegans through mitophagy induction via the SKN-1/Nrf2 pathway
Fang EF, et al.
Scientific reports, 7, 46208-46208 (2017)
Maxime Lamontagne Boulet et al.
Antimicrobial agents and chemotherapy, 62(6) (2018-04-04)
Methicillin-resistant Staphylococcus aureus (MRSA) is a leading cause of deadly hospital-acquired infections. The discovery of anti-Staphylococcus antibiotics and new classes of drugs not susceptible to the mechanisms of resistance shared among bacteria is imperative. We recently showed that tomatidine (TO)

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