2-Bromohexadecanoic acid - Moligand™,≥97% , CAS No.18263-25-7

CAS: 18263-25-7 Cat. No.: B135567 Peso molecular: 335.32 Beilstein Registry Number: 1726517 Número EC: 242-137-0

GRADE & PURITY Moligand™, ≥97%

Synonyms

CAS-18263-25-7 | CHEBI:133152 | NCGC00164251-02 | PD165437 | FT-0611564 | SCHEMBL97565 | LMFA01090011 | Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-2',4',5',7'-tetraiodo-, disodium salt, monohydrate | 2-Bromohexadecanoic acid, purum,

Storage

Room temperature,Desiccated,Cool

Shipped In

Normal

Descripción general

2-Bromohexadecanoic acid (2-Bromopalmitate; 2-BP) is a palmitoylation inhibitor targeting DHHC (Asp-His-His-Cys) protein palmitoyltransferase. 2-Bromohexadecanoic acid inhibits palmitoylation of GSDME-C during pyroptosis and inhibits BAK/BAX-Caspase 3-GSDME pathway-mediated pyroptosis.

Specifications

Sinónimos

CAS-18263-25-7 | CHEBI:133152 | NCGC00164251-02 | PD165437 | FT-0611564 | SCHEMBL97565 | LMFA01090011 | Spiro(isobenzofuran-1(3H), 9'-(9H)xanthen)-3-one, 3', 6'-dihydroxy-2', 4', 5', 7'-tetraiodo-, disodium salt, monohydrate | 2-Bromohexadecanoic acid, purum,

Especificaciones y pureza

Moligand™, ≥97%

Condiciones de almacenamiento de almacenamiento

Room temperature, Desiccated, Cool

Enviado en

Normal

Grado

Moligand™

Tipo de acción

INHIBITOR

Pureza

≥97%

Nombres e identificadores

• Pubchem Sid: 488186058
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186058
• Sonrisas canónicas: CCCCCCCCCCCCCCC(C(=O)O)Br
• IUPAC Name: 2-bromohexadecanoic acid
• InChIKey: DPRAYRYQQAXQPE-UHFFFAOYSA-N
• INCHI: 1S/C16H31BrO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15H,2-14H2,1H3,(H,18,19)
• Isómeros SMILES: CCCCCCCCCCCCCCC(C(=O)O)Br
• WGK Alemania: 3
• Peso molecular: 335.32
• Beilstein: 1726517
• Reaxy-Rn: 1726517
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1726517&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Long-chain fatty acids
• Alternative Parents: Halogenated fatty acids Alpha-halocarboxylic acids Monocarboxylic acids and derivatives Carboxylic acids Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl bromides
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Long-chain fatty acid - Halogenated fatty acid - Alpha-halocarboxylic acid - Alpha-halocarboxylic acid or derivatives - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organobromide - Organohalogen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Alkyl bromide - Alkyl halide - Organooxygen compound - Hydrocarbon derivative - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
• External Descriptors: Halogenated fatty acids

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)

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

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

PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)

Discover Target: PPARA

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

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

Discover Target: THRB

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

RXRA Tclin Retinoid X receptor alpha (3637 Activities)

Discover Target: RXRA

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

ZDHHC20 Tbio Palmitoyltransferase ZDHHC20 (38 Activities)

Discover Target: ZDHHC20

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

Objetivos asociados (no humanos)

Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

Discover Target: Ppard

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

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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

Mecanismos de acción

Propiedades químicas y físicas

• Punto de inflamación (°F): 235.4 °F
• Punto de inflamación (°C): 113 °C
• Punto de fusión (°C): 52-54°C
• Peso molecular: 335.320 g/mol
• XLogP3: 7.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 334.151 Da
• Monoisotopic Mass: 334.151 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 207.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Yun Zhou, Song Yue, Lihua Li, Jiahua Zhang, Lei Chen, Jun Chen.  (2024)  SMPDL3B is palmitoylated and stabilized by ZDHHC5, and its silencing aggravates diabetic retinopathy of db/db mice: Activation of NLRP3/NF-κB pathway.  CELLULAR SIGNALLING,      [PMID:38266744] [10.1016/j.cellsig.2024.111064]

2. Fang Liu, Yaru Li, Yao Li, Zheng Wang, Xin Li, Yancheng Liu, Yanjun Zhao.  (2024)  Triggering multiple modalities of cell death via dual-responsive nanomedicines to address the narrow therapeutic window of β-lapachone.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:39270391] [10.1016/j.jcis.2024.09.063]

3. You Xujun, Li Honghan, Li Qixin, Zhang Qing, Cao Yiguo, Fu Wei, Wang Bin.  (2025)  Astragaloside IV-PESV facilitates pyroptosis by enhancing palmitoylation of GSDMD protein mediated by ZDHHC1.  NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY,      [PMID:40237800] [10.1007/s00210-025-04122-x]