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Ascorbyl palmitate

CAT: 0804-HY-B0987-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0987-01Size:100 mg
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Description
Ascorbyl palmitate is an orally active ester formed from ascorbic acid and palmitic acid, used as an antioxidant and food additive. Ascorbyl palmitate in preventing fat and oil oxidation is more efficient than Butylated hydroxyanisole and Butylated hydroxytoluene (HY-Y0172). Ascorbyl palmitate mitigates inhibition of collagen synthesis by select calcium and sodium channel blockers. Ascorbyl palmitate induces Apoptosis in human umbilical vein endothelial cells (HUVECs). Ascorbyl palmitate ameliorates inflammatory diseases by inhibition of NLRP3 inflammasome[1][2][3][4].
CAS Number
137-66-6
Product Name Alternative
L-Ascorbic acid 6-hexadecanoate; 6-O-Palmitoyl-L-ascorbic acid
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Bcl-2 Family; Calcium Channel; Caspase; Endogenous Metabolite; NOD-like Receptor (NLR) ; Reactive Oxygen Species (ROS) ; Sodium Channel
Type
Reference compound
Related Pathways
Apoptosis; Immunology/Inflammation; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB
Applications
Cancer-programmed cell death
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/Ascorbyl-palmitate.html
Purity
99.69
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL
Smiles
OC([C@H](O1)[C@H](COC(CCCCCCCCCCCCCCC)=O)O)=C(O)C1=O
Molecular Formula
C22H38O7
Molecular Weight
414.53
Precautions
H302, H315, H319, H335
References & Citations
[1]Sohrabi Y, et al. Cytotoxicity and Genotoxicity Assessment of Ascorbyl Palmitate (AP) Food Additive[J]. Adv Pharm Bull. 2018 Jun;8 (2) :341-346.|[2]Ivanov V, et al. Inhibition of collagen synthesis by select calcium and sodium channel blockers can be mitigated by ascorbic acid and ascorbyl palmitate. Am J Cardiovasc Dis. 2016 May 18;6 (2) :26-35.|[3]Zhang L, et al. Ascorbyl palmitate ameliorates inflammatory diseases by inhibition of NLRP3 inflammasome[J]. Int Immunopharmacol. 2024 Apr 20;131:111915. |[4]Jonker D, et al. Comparison of the effects of ascorbyl palmitate and L-ascorbic acid on paracetamol-induced hepatotoxicity in the mouse[J]. Toxicology. 1988 Nov 30;52 (3) :287-95.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Ascorbyl Palmitate

Ascorbyl palmitate is a fatty acid ester.

CAS Number137-66-6
PubChem CID54680660
IUPAC Name[(2S)-2-[(2R)-3,4-dihydroxy-5-oxo-2H-furan-2-yl]-2-hydroxyethyl] hexadecanoate
Molecular FormulaC22H38O7
Molecular Weight414.5
XLogP6.3
Topological Polar Surface Area113
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count18
Heavy Atom Count29
Formal Charge0
Complexity515
SMILES
CCCCCCCCCCCCCCCC(=O)OC[C@@H]([C@@H]1C(=C(C(=O)O1)O)O)O
InChI
InChI=1S/C22H38O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)28-16-17(23)21-19(25)20(26)22(27)29-21/h17,21,23,25-26H,2-16H2,1H3/t17-,21+/m0/s1
InChIKey
QAQJMLQRFWZOBN-LAUBAEHRSA-N
Chemical Structure
2D Structure
2D structure of Ascorbyl Palmitate
CAS: 137-66-6
CID: 54680660
Formula: C22H38O7
MW: 414.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight414.5
XLogP36.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count18
Exact Mass414.26175355
Monoisotopic Mass414.26175355
Topological Polar Surface Area113 Ų
Heavy Atom Count29
Formal Charge0
Complexity515
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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