C75 (racemic) - ≥98% , CAS No.191282-48-1

CAS: 191282-48-1 Cat. No.: C275352 分子式: C₁₄H₂₂O₄ 分子量: 254.33

GRADE & PURITY ≥98%

Synonyms

HMS3649D16 | EX-A3805 | C75 (racemic) | AKOS015960616 | E85140 | s8915 | (+/-)-C75 | 4-Hydroxy-N,N,N-trimethyl-9-oxo-7-(((1-oxotetradecyl)oxy)methyl)-3,5,8-trioxa-4-phosphahexacosan-1-aminium hydroxide, inner salt, 4-oxide, (R)- | 3-Carboxy-4-octyl-2-meth

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

概要

Product Describtion:

Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

Inhibition of fatty acid synthase (FASN) by the irreversible inhibitor cerulenin leads to cytotoxicity and apoptosis in human cancer cell lines.(±)-C75 is a stable inhibitor of FASN that leads to profound weight loss and feeding inhibition in both high-fat diet wild type obese and leptin-deficient ob/ob mice.(±)-C75 is also cytotoxic to many human cancer cell lines, an effect believed to be mediated by the accumulation of malonyl-coenzyme A in cells with an upregulated FASN pathway.

Specifications

同義語

HMS3649D16 | EX-A3805 | C75 (racemic) | AKOS015960616 | E85140 | s8915 | (+/-)-C75 | 4-Hydroxy-N,N,N-trimethyl-9-oxo-7-(((1-oxotetradecyl)oxy)methyl)-3,5,8-trioxa-4-phosphahexacosan-1-aminium hydroxide, inner salt, 4-oxide, (R)- | 3-Carboxy-4-octyl-2-meth

仕様と純度

≥98%

生化学的・生理学的メカニズム

Competitive, irreversible fatty acid synthase (FAS) inhibitor (IC 50 = 200 μM). Suppresses expression of neuropeptide Y and agouti-related protein. Antitumor and anti-obesity agent. Active in vivo and in vitro .

ソース

Synthetic

保管条件

Store at -20°C,Desiccated

入荷

Ice chest + Ice pads

この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。

アクションタイプ

INHIBITOR

注

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

純度

≥98%

名前と識別子

• パブケム・シド: 528763661
• パブケム・シド・ウル: https://pubchem.ncbi.nlm.nih.gov/substance/528763661
• カノニカル・スマイル: CCCCCCCCC1C(C(=C)C(=O)O1)C(=O)O
• IUPAC Name: (2R,3S)-4-methylidene-2-octyl-5-oxooxolane-3-carboxylic acid
• InChIKey: VCWLZDVWHQVAJU-NEPJUHHUSA-N
• INCHI: 1S/C14H22O4/c1-3-4-5-6-7-8-9-11-12(13(15)16)10(2)14(17)18-11/h11-12H,2-9H2,1H3,(H,15,16)/t11-,12+/m1/s1
• 異性体SMILES: CCCCCCCC[C@@H]1[C@H](C(=C)C(=O)O1)C(=O)O
• 分子量: 254.33
• Reaxy-Rn: 9925444
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9925444&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • 分類 Lactones
      • Subclass Gamma butyrolactones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• 分類: Lactones
• Subclass: Gamma butyrolactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Gamma butyrolactones
• Alternative Parents: Dicarboxylic acids and derivatives Oxolanes Enoate esters Oxacyclic compounds Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Gamma butyrolactone - Dicarboxylic acid or derivatives - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Oxolane - Carboxylic acid ester - Oxacycle - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound
• 説明: This compound belongs to the class of organic compounds known as gamma butyrolactones. These are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

関連ターゲット（人間）

FASN Tchem Fatty acid synthase (3390 Activities)

Discover Target: FASN

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KB (17409 Activities)

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関連ターゲット（非人間）

Cpt1a Carnitine palmitoyltransferase 1A (532 Activities)

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作用メカニズム

化学的性質と物理的性質

• 溶解度: Soluble in DMSO to 25 mM and in ethanol to 100 mM
• 分子量: 254.320 g/mol
• XLogP3: 4.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 254.152 Da
• Monoisotopic Mass: 254.152 Da
• Topological Polar Surface Area: 63.600 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 322.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1