Monostearyl maleate

Name: Monostearyl maleate
Brand: ChemScene
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CAS No. 2424-62-6
Cat. No. CS-0199052
Molecule weight368.55
Purity≥98%
MDL No.MFCD08274815

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 2424-62-6

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General Information

CAS No. 2424-62-6
Cat. No. CS-0199052
Purity ≥98%
MDL No. MFCD08274815
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₄₀O₄
Molecular Weight 368.55
Synonym(s) Octadecyl fumarate
SMILES O=C(O)/C=C\C(OCCCCCCCCCCCCCCCCCC)=O

Description

Lysophosphatidic acid (LPA) belongs to a class of phospholipids, that has a glycerol backbone attached by a phosphate group, an aliphatic chain and a hydroxyl group. It has a phosphate group attached tosn-3 position, an aliphatic chain attached to sn-1 orsn-2 position and the hydroxyl group attached to the remainingsn-1 orsn-2 position.14:0 Lyso PA is suitable to use as internal standard to spike serum samples for the extraction of serum lipids. It is also suitable to use as standard lipids for extraction of lipids and for quality control in multiple reaction monitoring (MRM) assay.

Application

Monostearyl maleate serves as a versatile amphiphilic building block in surfactant and lipid-based formulation chemistry. Its maleate ester functionality enables controlled hydrolysis under physiological conditions, while the stearyl chain provides lipophilic character for membrane integration. This balance facilitates use in drug delivery systems, particularly for enhancing solubility and stability of poorly water-soluble actives. The compound exhibits good bench stability and is amenable to purification via standard chromatographic methods.

Synthesis

Route1
- 108-31-6
- In-stock
  
  112-92-5
- ~63%
- In-stock
  
  2424-62-6
References
- Rabe, J. P.; Rabolt, J. F.; Brown, C. A.; Swalen, J. D. Journal of Chemical Physics, 1986 , vol. 84, # 7 p. 4096 - 4102

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 63.6
LogP 6.4319
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 19

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Olefins

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain compounds

Key Words

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Monostearyl maleate

CAS No. 2424-62-6

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