G5 - ≥98% , CAS No.108477-18-5

CAS: 108477-18-5 Cat. No.: G276270 분자식: C19H14N2O7S 분자량: 414.4
주문 가능
GRADE & PURITY ≥98%
Synonyms
3,5-Bis[(4-nitrophenyl)methylene]-2,3,5,6-tetrahydro-4H-thiopyran-4-one-1,1-dioxide | 3,5-bis((4-Nitrophenyl)methylene)-1,1-dioxide | tetrahydro-4H-thiopyran-4-one | NSC-144303 | Ubiquitin Isopeptidase Inhibitor I | tetrahydro-3,5-bis[(4-nitrophenyl)methy
Storage
Protected from light,Store at -20°C
Shipped In
Ice chest + Ice pads
★
Size
USA
독일 (EU)*
Price
Qty
5mg
G276270-5mg
주문제작 · 8~12주

US$15.90

US$23.90
저장 US$8.00 (33.47%)
10mg
G276270-10mg
주문제작 · 8~12주

US$28.90

US$43.90
저장 US$15.00 (34.17%)
25mg
G276270-25mg
주문제작 · 8~12주

US$62.90

US$94.90
저장 US$32.00 (33.72%)
50mg
G276270-50mg
주문제작 · 8~12주

US$111.90

US$167.90
저장 US$56.00 (33.35%)
100mg
G276270-100mg
주문제작 · 8~12주

US$200.90

US$301.90
저장 US$101.00 (33.45%)
250mg
G276270-250mg
주문제작 · 8~12주

US$362.90

US$544.90
저장 US$182.00 (33.40%)
Enter a quantity for the sizes you want to add.
🧪

Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Protected from light,Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

개요

A cell-permeable cross-conjugated α,β-unsaturated dienone compound that induces caspase activation and apoptosis (IC50 = 1.76 and 1.6 µM in E1A and E1A/C9DN cells, respectively) via the apoptosome-independent mitochondrial pathway by selectively inhibiting ubiquitin isopeptidase activity (IC50 ~30 µM). The cellular expression of Bax and Bak is essential for G5-activated apoptosis, while Bcl-2 appears to protect cells against the effect of G5. G5 is more potent than, but otherwise exhibits similar pharmacological effects as, Ubiquitin Isopeptidase Inhibitor II, F6. At higher concentrations (5-10 µM), shown to induce necrosis in apoptosis-resistant MEFs-DKO.
A cell-permeable cross-conjugated α,β-unsaturated dienone compound that induces caspase activation and apoptosis (IC50 = 1.76 and 1.6 µM in E1A and E1A/C9DN cells, respectively) via the apoptosome-independent mitochondrial pathway by selectively inhibiting ubiquitin isopeptidase activity (IC50 = ~ 30 µM). The cellular expression of Bax and Bak is essential for G5-activated apoptosis, while Bcl-2 appears to protect cells against the effect of G5. G5 is more potent than, but otherwise exhibits similar pharmacological effects as, Ubiquitin Isopeptidase Inhibitor II, F6 . At higher concentrations (5-10 µM), shown to induce necrosis in apoptosis-resistant MEFs-DKO.

Specifications

동의어
3,5-Bis[(4-nitrophenyl)methylene]-2,3,5,6-tetrahydro-4H-thiopyran-4-one-1,1-dioxide | 3,5-bis((4-Nitrophenyl)methylene)-1,1-dioxide | tetrahydro-4H-thiopyran-4-one | NSC-144303 | Ubiquitin Isopeptidase Inhibitor I | tetrahydro-3,5-bis[(4-nitrophenyl)methy
사양 및 순도
≥98%
생화학 및 생리적 메커니즘
Cell permeable: yes Primary Target Ubiquitin isopeptidase activity Product does not compete with ATP. Reversible: no Target IC50: ~ 30 µM against ubiquitin isopeptidase activity; 1.76 and 1.6 µM for the induction of caspase activation and apoptosis in E1A
보관 조건
Protected from light,Store at -20°C
배송
Ice chest + Ice pads
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참고
For maximum solubility we recommend this compound be dissolved in DMSO and then diluted with aqueous buffer of choice. This compound has a solubility of approximately 0.25 mg/ml in a 1:3 solution of DMSO:PBS (pH 7.2) using this method. We do not recommend storing the aqueous solution for more than one day. Also, DMSO solution needs to be purged with an inert gas for stability. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
순수함
≥98%
이름과 식별자
정식 스마일C1C(=CC2=CC=C(C=C2)[N+](=O)[O-])C(=O)C(=CC3=CC=C(C=C3)[N+](=O)[O-])CS1(=O)=O
IUPAC Name(3Z,5Z)-3,5-bis[(4-nitrophenyl)methylidene]-1,1-dioxothian-4-one
InChIKeySSAMIOWVUGBIJK-KAVGSWPWSA-N
INCHI1S/C19H14N2O7S/c22-19-15(9-13-1-5-17(6-2-13)20(23)24)11-29(27,28)12-16(19)10-14-3-7-18(8-4-14)21(25)26/h1-10H,11-12H2/b15-9+,16-10+
이성체 SMILES C\1S(=O)(=O)C/C(=C\C2=CC=C(C=C2)[N+](=O)[O-])/C(=O)/C1=C/C3=CC=C(C=C3)[N+](=O)[O-]
분자량 414.4
Reaxy-Rn 56949
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=56949&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
분류Benzene and substituted derivatives
SubclassNitrobenzenes
Intermediate Tree Nodes Not available
Direct ParentNitrobenzenes
Alternative Parents Nitroaromatic compounds  Thianes  Sulfones  Cyclic ketones  Propargyl-type 1,3-dipolar organic compounds  Organic oxoazanium compounds  Organopnictogen compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents Nitrobenzene - Nitroaromatic compound - Thiane - Sulfone - Ketone - C-nitro compound - Organic nitro compound - Cyclic ketone - Organic oxoazanium - Organoheterocyclic compound - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic oxide - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Carbonyl group - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Aromatic heteromonocyclic compound
설명This compound belongs to the class of organic compounds known as nitrobenzenes. These are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
External Descriptors Not available
3D 구조
상호 작용 화학 구조 모델





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작용 메커니즘
인증서(CoA, COO, BSE/TSE 및 분석 차트)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
화학 및 물리적 특성
용해성Soluble in a 1:3 solution of DMSO:PBS. Please see Handling instructions.
감도light sensitive
분자량414.400 g/mol
XLogP32.600
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass414.052 Da
Monoisotopic Mass414.052 Da
Topological Polar Surface Area151.000 Ų
Heavy Atom Count29
Formal Charge0
Complexity767.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds2
Covalently-Bonded Unit Count1
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리뷰

고객 리뷰

자주 묻는 질문

What is the purity of this product?
This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.
How should this product be stored?
Store at ?20 °C, protected from light. The material is light-sensitive — keep it in its original opaque or amber container.
How is this product shipped?
This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.
What are the CAS number, molecular formula and molecular weight?
The CAS Number is 108477-18-5, the molecular formula is C19H14N2O7S, and the molecular weight is 414.4 g/mol. InChIKey SSAMIOWVUGBIJK-KAVGSWPWSA-N.
What documentation is provided?
Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.

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