ABTL-0812 - 10mM in DMSO , CAS No.57818-44-7

CAS: 57818-44-7 Cat. No.: A424863 Molecular Weight: 296.44

GRADE & PURITY 10mM in DMSO

Synonyms

9,12-Octadecadienoic acid, 2-hydroxy-, (Z,Z)- | 2-hydroxylinoleic acid | MS-24253 | UNII-0DE74TJ7EZ | (9Z,12Z)-2-hydroxyoctadeca-9,12-dienoic acid | (alpha)-Hydroxylinoleic acid | hydroxylinoleic acid | LMFA02000290 | s9611 | a-Hydroxylinoleic acid | 9,12

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

ABTL-0812 ABTL0812 (α-Hydroxylinoleic acid, LP-10218, SCLN-0812) inhibits Akt/mTOR axis by inducing the overexpression of TRIB3 and activating autophagy in lung squamous carcinoma cell lines. ABTL0812 also induces AMPK activation and ROS accumulation.

Targets

Akt ; mTOR

In vitro

ABTL0812 inhibits Akt/mTOR axis by inducing the overexpression of TRIB3 and activating autophagy in lung squamous carcinoma cell lines. Furthermore, treatment with ABTL0812 also induces AMPK activation and ROS accumulation. Moreover, combination of ABTL0812 with chemotherapy markedly increases the therapeutic effect of chemotherapy without increasing toxicity. Combination of ABTL0812 and chemotherapy induces nonapoptotic cell death mediated by TRIB3 activation and autophagy induction.

In vivo

ABTL0812 enhances carboplatin and paclitaxel antitumor activity both in adenocarcinomas and squamous lung xenografts.

Cell Research(from reference)

Cell lines：Human adenocarcinoma cell lines (A549, NCI-H1975), squamous-cell carcinoma (NCI-H520, NCI-H157) 

Concentrations：0–200 μM 

Incubation Time：72 h 

Specifications

Synonyms

9, 12-Octadecadienoic acid, 2-hydroxy-, (Z, Z)- | 2-hydroxylinoleic acid | MS-24253 | UNII-0DE74TJ7EZ | (9Z, 12Z)-2-hydroxyoctadeca-9, 12-dienoic acid | (alpha)-Hydroxylinoleic acid | hydroxylinoleic acid | LMFA02000290 | s9611 | a-Hydroxylinoleic acid | 9, 12

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

ABTL0812 (α-Hydroxylinoleic acid, LP-10218, SCLN-0812) inhibits Akt/mTOR axis by inducing the overexpression of TRIB3 and activating autophagy in lung squamous carcinoma cell lines. ABTL0812 also induces AMPK activation and ROS accumulation.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Product Properties

• ALogP: 5.629
• hba_count: 1
• HBD Count: 1
• Rotatable Bond: 14

Names and Identifiers

• Canonical Smiles: CCCCCC=CCC=CCCCCCCC(C(=O)O)O
• IUPAC Name: (9Z,12Z)-2-hydroxyoctadeca-9,12-dienoic acid
• InChIKey: AFDSETGKYZMEEA-HZJYTTRNSA-N
• INCHI: 1S/C18H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h6-7,9-10,17,19H,2-5,8,11-16H2,1H3,(H,20,21)/b7-6-,10-9-
• Isomeric SMILES: CCCCC/C=C\C/C=C\CCCCCCC(C(=O)O)O
• Molecular Weight: 296.44
• Reaxy-Rn: 22428168
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=22428168&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Lineolic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Lineolic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Lineolic acids and derivatives
• Alternative Parents: Long-chain fatty acids Hydroxy fatty acids Unsaturated fatty acids Monosaccharides Alpha hydroxy acids and derivatives Secondary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Octadecanoid - Long-chain fatty acid - Hydroxy fatty acid - Alpha-hydroxy acid - Hydroxy acid - Fatty acid - Unsaturated fatty acid - Monosaccharide - Secondary alcohol - Carboxylic acid - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organooxygen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
• 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

Chemical and Physical Properties

• Molecular Weight: 296.400 g/mol
• XLogP3: 5.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 296.235 Da
• Monoisotopic Mass: 296.235 Da
• Topological Polar Surface Area: 57.500 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 295.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1