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

CAS: 191282-48-1 Cat. No.: C275352 Peso molecular: 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

Descripción general

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

Sinónimos

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

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

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 .

Fuente

Synthetic

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Desiccated

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

INHIBITOR

Nota

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.

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: 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
• Isómeros SMILES: CCCCCCCC[C@@H]1[C@H](C(=C)C(=O)O1)C(=O)O
• Peso molecular: 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
    • Clase Lactones
      • Subclass Gamma butyrolactones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: 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
• Descripción: 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

Objetivos asociados (humanos)

FASN Tchem Fatty acid synthase (3390 Activities)

Discover Target: FASN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KB (17409 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

Cpt1a Carnitine palmitoyltransferase 1A (532 Activities)

Discover Target: Cpt1a

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rotavirus (147 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Danio rerio (3092 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in DMSO to 25 mM and in ethanol to 100 mM
• Peso molecular: 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