1,2-Dioctanoyl-sn-glycerol - Moligand™, ≥96% , CAS No.60514-48-9

CAS: 60514-48-9 Cat. No.: S135213 Molecular Weight: 344.49 Beilstein Registry Number: 1714754 PubChem CID: 148879

GRADE & PURITY Moligand™, ≥96%

Synonyms

KBioSS_000011 | Octanoic acid 1-hydroxymethyl-2-octanoyloxy-ethyl ester | GTPL2435 | sn-1,2-dicaprilin | Bio2_000011 | Bio2_000491 | D-alpha,beta-Dicaprylin | HMS3402A13 | 1,2-octanoyl-sn-diglyceride | BSPBio_001291 | HMS1361A13 | KBio3_000022 | [(2S)-1-h

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

1,2-Dioctanoyl-sn-glycerol is a cell-permeable activator of PKC (protein kinase C). Exhibits lower affinity for PKCa than for other isozymes. Shown to mimic the effects of tumor-promoting phorbol diesters on mitogenesis and epidermal growth factor binding and action in intact cells.
To study its stimulatory effect on protein kinase C (PKC) in human cell lines
As a lipid cofactor in PKC activity assay
In vesicular-fusion protein Sec-18 binding studies

Specifications

Synonyms

KBioSS_000011 | Octanoic acid 1-hydroxymethyl-2-octanoyloxy-ethyl ester | GTPL2435 | sn-1, 2-dicaprilin | Bio2_000011 | Bio2_000491 | D-alpha, beta-Dicaprylin | HMS3402A13 | 1, 2-octanoyl-sn-diglyceride | BSPBio_001291 | HMS1361A13 | KBio3_000022 | [(2S)-1-h

Specifications & Purity

Moligand™, ≥96%

Biochemical and Physiological Mechanisms

Cell-permeable, diacylglycerol (DAG) analog, and activator of protein kinase C (PKC). Shown to possess a lower affinity for the α isoform of PKC than for the other isoforms. Mimics the action of tumor-promoting phorbol esters, such as phorbol 12-myristate

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥96%

Names and Identifiers

• Canonical Smiles: CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC
• IUPAC Name: [(2S)-3-hydroxy-2-octanoyloxypropyl] octanoate
• InChIKey: ZQBULZYTDGUSSK-KRWDZBQOSA-N
• INCHI: 1S/C19H36O5/c1-3-5-7-9-11-13-18(21)23-16-17(15-20)24-19(22)14-12-10-8-6-4-2/h17,20H,3-16H2,1-2H3/t17-/m0/s1
• Isomeric SMILES: CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC
• PubChem CID: 148879
• Molecular Weight: 344.49
• Beilstein: 1714754

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Glycerolipids
      • Subclass Diradylglycerols
        • Level5 Diacylglycerols
          • Level6 1,2-diacylglycerols

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerolipids
• Subclass: Diradylglycerols
• Intermediate Tree Nodes: Diacylglycerols
• Direct Parent: 1,2-diacylglycerols
• Alternative Parents: Fatty acid esters Dicarboxylic acids and derivatives Carboxylic acid esters Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: 1,2-acyl-sn-glycerol - Fatty acid ester - Fatty acyl - Dicarboxylic acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2.
• External Descriptors: octanoate ester - 1,2-diacyl-sn-glycerol

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

Associated Targets(Human)

TRPC7 Tchem Short transient receptor potential channel 7 (0 Activities)

Discover Target: TRPC7

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

PRKCE Tchem Protein kinase C epsilon (1520 Activities)

Discover Target: PRKCE

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

PRKCA Tchem Protein kinase C alpha (5923 Activities)

Discover Target: PRKCA

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

PRKCQ Tchem Protein kinase C theta (3319 Activities)

Discover Target: PRKCQ

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

Associated Targets(non-human)

Prkcd Protein kinase C delta (192 Activities)

Discover Target: Prkcd

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO (7 mg/ml), chloroform, 100% ethanol, dichloromethane, ether, ethyl acetate, methanol, most organic solvents, DMF (7 mg/ml), PBS (pH 7.2) (250 ug/ml), water (>250 ug/ml) at 25 °C, and cyclohexane.
• Boil Point(°C): 81-82° C
• Molecular Weight: 344.500 g/mol
• XLogP3: 5.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 18
• Exact Mass: 344.256 Da
• Monoisotopic Mass: 344.256 Da
• Topological Polar Surface Area: 72.800 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 317.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1