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

CAS: 18263-25-7 Cat. No.: B135567 분자식: CH₃(CH₂)₁₃CH(Br)CO₂H 분자량: 335.32 Beilstein Registry Number: 1726517 EC 번호: 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

Shipped In

Normal

개요

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

동의어

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,

사양 및 순도

Moligand™, ≥97%

보관 조건

Room temperature,Desiccated

배송

Normal

등급

Moligand™

작업 유형

INHIBITOR

순수함

≥97%

이름과 식별자

• Pubchem Sid: 488186058
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186058
• 정식 스마일: 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)
• 이성체 SMILES: CCCCCCCCCCCCCCC(C(=O)O)Br
• WGK 독일: 3
• 분자량: 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
    • 분류 Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• 분류: 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
• 설명: 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

관련 대상(인간)

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

관련 대상(비인간)

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

작용 메커니즘

화학 및 물리적 특성

• 발화점(°F): 235.4 °F
• 발화점(°C): 113 °C
• 녹는점(°C): 52-54°C
• 분자량: 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

참고 문헌

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]

4. Xiaoli Su, Xingli Tan, Ying Wang, Weiwei Liang, Di Wang, Di Huo, Hongyong Wang, Yan Qi, Wenmo Zhang, Ling Han, Dongmei Zhang, Ming Wang, Jing Xu, Shuyu Wang, Jing Wang, Honglin Feng.  (2026)  COMMD1 Induces Copper Deficiency of SOD1 by Inhibiting the Palmitoylation of CCS in ALS.  JOURNAL OF NEUROSCIENCE,      [PMID:42156174] [10.1523/JNEUROSCI.1803-25.2026]