12(S)-HETE - Moligand™, ≥98%, 100μg/mL in ethanol , Agonist of BLT 2 receptor;Agonist of GPR31, CAS No.54397-83-0, Agonist of BLT 2 receptor;Agonist of GPR31

CAS: 54397-83-0 Cat. No.: H342782 Peso molecular: 320.47 Beilstein Registry Number: 2656104

GRADE & PURITY Moligand™, ≥98%, 100μg/mL in ethanol

Synonyms

(E,Z,Z,Z)-12-hydroxy-5,8,10,14-Eicosatetraenoate | GTPL3404 | HMS3402A21 | 12(S)-Hydroxyeicosatetraenoic acid | 5,8,10,14-Eicosatetraenoic acid, 12-hydroxy-, (5Z,8Z,10E,12S,14Z)- | NCGC00161240-01 | 12(S)-HETE | SCHEMBL1242004 | 12(S)-hydroxy-5(Z),8(Z),10

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

12(S)-HETE is an arachidonic acid metabolite synthesized in the 12-lipoxygenase pathway in platelets and macrophages. Studies suggest that 12(S)-HETE is a potent stimulator of smooth muscle cell and leukocyte migration. In addition, this metabolite can induce reversible endothelial cell retraction allowing tumor cell access to the subendothelial matrix, which is not activated by 12(R)-HETE . Furthermore, studies show that a potential use of this molecule could be in preferentially attracting eosinophils to tissue reactions associated with platelet activation.

Specifications

Sinónimos

(E, Z, Z, Z)-12-hydroxy-5, 8, 10, 14-Eicosatetraenoate | GTPL3404 | HMS3402A21 | 12(S)-Hydroxyeicosatetraenoic acid | 5, 8, 10, 14-Eicosatetraenoic acid, 12-hydroxy-, (5Z, 8Z, 10E, 12S, 14Z)- | NCGC00161240-01 | 12(S)-HETE | SCHEMBL1242004 | 12(S)-hydroxy-5(Z), 8(Z), 10

Especificaciones y pureza

Moligand™, ≥98%, 100μg/mL in ethanol

Mecanismos bioquímicos y fisiológicos

12(S)-HETE is a bioactive lipid implicated in angiogenesis, growth, and metastasic action in tumor cell lines and in animal models. Arachidonate 12-lipoxygenase (12-LOX) converts arachidonic acid to 12(S)-(HETE). Alteration in 12-LOX expression or activit

Condiciones de almacenamiento de almacenamiento

Protected from light, Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

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

Grado

Moligand™

Tipo de acción

AGONIST

Mecanismo de acción

Agonist of BLT 2 receptor;Agonist of GPR31

Pureza

≥98%

Propiedades del producto

• pKa: pKa: 4.75

Nombres e identificadores

• Pubchem Sid: 504763456
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763456
• Sonrisas canónicas: CCCCCC=CCC(C=CC=CCC=CCCCC(=O)O)O
• IUPAC Name: (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
• InChIKey: ZNHVWPKMFKADKW-LQWMCKPYSA-N
• INCHI: 1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1
• Isómeros SMILES: CCCCC/C=C\C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)O)O
• WGK Alemania: 1
• CAS alternativo: 54397-83-0
• Términos de entrada MeSH: 12 S Hydroxyeicosatetraenoic Acid;12-HETE;12-Hydroxy-5,8,10,14-eicosatetraenoic Acid;12-R-HETE;12-S-HETE;12-S-Hydroxyeicosatetraenoic Acid;Acid, 12-S-Hydroxyeicosatetraenoic
• Peso molecular: 320.47
• Beilstein: 2656104
• Reaxy-Rn: 29757821
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=29757821&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Fatty Acyls
• Subclass: Eicosanoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroxyeicosatetraenoic acids
• Alternative Parents: Long-chain fatty acids Hydroxy fatty acids Unsaturated fatty acids Secondary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Hydroxyeicosatetraenoic acid - Long-chain fatty acid - Hydroxy fatty acid - Fatty acid - Unsaturated fatty acid - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds.
• External Descriptors: Hydroxy/hydroperoxyeicosatetraenoic 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)

GPR31 Tbio 12-(S)-hydroxy-5,8,10,14-eicosatetraenoic acid receptor (0 Activities)

Discover Target: GPR31

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

LTB4R2 Tchem Leukotriene B4 receptor 2 (0 Activities)

Discover Target: LTB4R2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

LTB4R2 Tchem Leukotriene B4 receptor 2 (146 Activities)

Discover Target: LTB4R2

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

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

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

Objetivos asociados (no humanos)

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

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, ethanol (1 mg/ml), DMF, PBS (pH 7.2) (~0.8 mg/ml), and 0.1M Na2CO3 (2 mg/ml).
• Sensibilidad: Air sensitive;light sensitive
• Índice de refracción: n20D1.51
• Punto de ebullición (°C): 78° C
• Peso molecular: 320.500 g/mol
• XLogP3: 5.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 320.235 Da
• Monoisotopic Mass: 320.235 Da
• Topological Polar Surface Area: 57.500 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 392.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 4
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 4
• Covalently-Bonded Unit Count: 1

Referencias

1. Yucheng Zhu, Ruiqi Yang, Zhangchao Deng, Bohua Deng, Kun Zhao, Chen Dai, Gang Wei, YanJiang Wang, Jinshui Zheng, Zhuqing Ren, Wentao Lv, Yingping Xiao, Zhinan Mei, Tongxing Song.  (2024)  Adipose Tissue-Resident Sphingomonas Paucimobilis Suppresses Adaptive Thermogenesis by Reducing 15-HETE Production and Inhibiting AMPK Pathway.  Advanced Science,      [PMID:39476363] [10.1002/advs.202310236]