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 Summenformel: C₂₀H₃₂O₃ Molekulargewicht: 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

Vor Licht geschützt,Lagerung bei -20°C,Argon geladen

Shipped In

Eistruhe + Eispads

Übersicht

12(S)-HETE ist ein Arachidonsäure-Metabolit, der in Thrombozyten und Makrophagen über den 12-Lipoxygenase-Weg synthetisiert wird. Studien legen nahe, dass 12(S)-HETE die Migration von glatten Muskelzellen und Leukozyten stark stimuliert. Darüber hinaus kann dieser Metabolit eine reversible Retraktion von Endothelzellen bewirken, wodurch Tumorzellen Zugang zur subendothelialen Matrix erhalten, die durch 12(R)-HETE nicht aktiviert wird. Darüber hinaus zeigen Studien, dass ein potenzieller Nutzen dieses Moleküls darin bestehen könnte, Eosinophile bevorzugt zu Gewebereaktionen zu locken, die mit einer Thrombozytenaktivierung einhergehen.

Specifications

Synonyme

(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

Spezifikationen & Reinheit

Moligand™, ≥98%, 100μg/mL in Ethanol

Biochemische und physiologische Mechanismen

12(S)-HETE ist ein bioaktives Lipid, das bei Tumorzelllinien und in Tiermodellen mit Angiogenese, Wachstum und Metastasenbildung in Verbindung gebracht wird. Die Arachidonat-12-Lipoxygenase (12-LOX) wandelt Arachidonsäure in 12(S)-(HETE) um. Eine Veränder

Storage

Vor Licht geschützt,Lagerung bei -20°C,Argon geladen

Verschickt in

Eistruhe + Eispads

Note

Moligand™

Aktionsart

AGONIST

Mechanismus der Wirkung

Agonist of BLT 2 receptor;Agonist of GPR31

Reinheit

≥98%

Produkteigenschaften

• pKa: pKa: 4.75

Namen und Kennungen

• Pubchem Sid: 504763456
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763456
• Kanonisches Lächeln: 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
• Isomere SMILES: CCCCC/C=C\C[C@@H](/C=C/C=C\C/C=C\CCCC(=O)O)O
• WGK Deutschland: 1
• Alternative CAS-Nummer: 54397-83-0
• MeSH-Eintrag: 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
• Molekulargewicht: 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
    • Klasse Fatty Acyls
      • Subclass Eicosanoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Klasse: 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
• Beschreibung: 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

Zugehörige Ziele (menschlich)

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

Zugehörige Ziele (nicht menschlich)

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

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Soluble in DMSO, ethanol (1 mg/ml), DMF, PBS (pH 7.2) (~0.8 mg/ml), and 0.1M Na2CO3 (2 mg/ml).
• Empfindlichkeit: Air sensitive;light sensitive
• Brechungsindex: n20D1.51
• Siedepunkt (°C): 78° C
• Molekulargewicht: 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

Referenzen

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]