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1,2-Dioctanoyl-sn-glycerol - 99%, high purity , CAS No.60514-48-9, Activator of TRPC7

In stock
Item Number
S397171
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S397171-25mg
25mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$910.90

Cell permeable diacylglycerol.

Basic Description

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™, ≥99%
Biochemical and Physiological Mechanisms (1,2-dioctanoyl-sn-glycerol) mimics endogenous diacylglycerol andis a active phorbol compund It activates protein kinase C (PKC). It binds to the epidermal growth factor (EGF) receptor similar to 4β-phorbol 12β-myristate 13α-acetate (PMA). DiC8 elevates t
Storage Temp 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™
Action Type ACTIVATOR
Mechanism of action Activator of TRPC7
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.
Product Description

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.

(1,2-dioctanoyl-sn-glycerol), also referred as di-C8, is a short-chain[1] cell-permeable diacyl glycerol.In biochemical signaling, diacylglycerol (DAG) functions as a second messenger signaling lipid, and is a product of the hydrolysis of the phospholipid PIP2 (phosphatidylinositolbisphosphate) by the enzyme phospholipase C (PLC) (a membrane-bound enzyme) that, through the same reaction, produces inositol trisphosphate (IP3). Although inositol trisphosphate (IP3) diffuses into the cytosol, DAG remains within the plasma membrane due to its hydrophobic properties. IP3 stimulates the release of calcium ions from the smooth endoplasmic reticulum, whereas DAG is a physiological activator of protein kinase C (PKC). The production of DAG in the membrane facilitates translocation of PKC from the cytosol to the plasma membrane.Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.


Application:

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;
Cell permeable lipid shown to mimic the effect of tumor-promoting phorbol diesters on mitogenesis and EGF binding and action in intact cells.

Taxonomic Classification

Taxonomy Tree

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

Associated Targets(Human)

TRPC7 Tchem Short transient receptor potential channel 7 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
PRKCE Tchem Protein kinase C epsilon (1520 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PRKCA Tchem Protein kinase C alpha (5923 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PRKCQ Tchem Protein kinase C theta (3319 Activities)
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)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name [(2S)-3-hydroxy-2-octanoyloxypropyl] octanoate
INCHI 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
InChIKey ZQBULZYTDGUSSK-KRWDZBQOSA-N
Smiles CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC
Isomeric SMILES CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC
PubChem CID 148879
Molecular Weight 344.49
Beilstein 1714754

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

1 results found

Lot Number Certificate Type Date Item
K2115425 Certificate of Analysis Aug 21, 2023 S397171

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

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