Dipalmitoylphosphatidylglycerol

HCID 65144

Basic information

CAS
4537-77-3
Standard SMILES
CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCC
InChIKey
BIABMEZBCHDPBV-UHFFFAOYSA-N
Molecular formula
C38H75O10P
Average molar mass
723 g/mol
Monoisotopic mass
722.50978523

Overview

Dipalmitoyl phosphatidylglycerol is a phosphatidylglycerol in which the phosphatidyl acyl groups are both palmitoyl. It is functionally related to a hexadecanoic acid.

Names & identifiers

Preferred name
Dipalmitoylphosphatidylglycerol
IUPAC
[3-[2,3-dihydroxypropoxy(hydroxy)phosphoryl]oxy-2-hexadecanoyloxypropyl] hexadecanoate
English name
1,2-dipalmitoylphosphatidylglycerol
Molecular formula
C38H75O10P
Molecular weight
722.97

Names & synonyms

Dipalmitoylphosphatidylglycerol4537-77-31,2-Dipalmitoylphosphatidylglyceroldipalmitoyl phosphatidylglycerolVA9U6BR3SBCHEBI:60724DIPALMITOYLPHOSPHATIDYLGLYCEROL, DL-RefChem:9203991,2-Dipalmitoyl-sn-glycero-3-phosphoglycerolDPPG[3-[2,3-dihydroxypropoxy(hydroxy)phosphoryl]oxy-2-hexadecanoyloxypropyl] hexadecanoate3-(((2,3-Dihydroxypropoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl dipalmitate
Show more names
1,2-Dipalmitoyl-rac-glycero-3-pg1,2-Dipalmitoyl-rac-glycero-3-PG MaxSpec? StandardHexadecanoic acid, 1,1'-[1-[[[(2,3-dihydroxypropoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl] ester
3-{[(2,3-dihydroxypropoxy)(hydroxy)phosphoryl]oxy}-2-(hexadecanoyloxy)propyl hexadecanoate1,2-DIPALMITOYL-PHOSPHATIDYL-GLYCEROLEUNII-VA9U6BR3SBDTXSID70963375BIABMEZBCHDPBV-UHFFFAOYSA-Nstarbld0008282Epitope ID:969163C16:0 phosphatidylglycerol

Database identifiers

CAS
4537-77-3
PubChem CID
65144
DTXSID
DTXSID70963375
ChEMBL
CHEMBL2286758
ChEBI
CHEBI:60724
UNII
VA9U6BR3SB

Properties

Computed structural properties

XLogP
12.2
Topological polar surface area
149 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
10
Rotatable bonds
40
Heavy atoms
49

Experimental & physicochemical properties

Collision Cross Section278.8 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with phosphatidylcholines (ESI+) and phosphatidylethanolamines (ESI-) doubly charged cardiolipins calibrated with poly-DL-alanine]

Physicochemical properties

Boiling point
761.7 · 761.7±70.0 °C(Predicted)
Density
1.043 · 1.043±0.06 g/cm3(Predicted)
pka
1.39 · 1.39±0.50(Predicted)
FDA UNII
9 U6BR3SB · VA9U6BR3SB

Chemistry & industry

Applications · 1 item

Description1,2-Dipalmitoyl-rac-glycero-3-PG (1,2-DPPG) is a phosphoglycerol that contains palmitic acid at the sn-1 and sn-2 positions. It has been used as a component of monolayers to study the membrane insertion ability of melittin or apocytochrome c. 1,2-DPPG MaxSpec® standard is a quantitative grade standard of 1,2-DPPG (ammonium salt) that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This 1,2-DPPG MaxSpec® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.

Upstream & downstream products

Suppliers1 total

杭州杰恒化工有限公司0571-87396432 · [email protected]

Additional notes

DefinitionChEBI: A phosphatidylglycerol in which the phosphatidyl acyl groups are both palmitoyl.

Related reactions

2 records

Compound notes

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