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Merck

76183

6-O-Palmitoyl-L-ascorbic acid

BioXtra, ≥99.0% (RT)

Synonym(s):

Ascorbyl palmitate, L-Ascorbic acid 6-hexadecanoate, L-Ascorbyl palmitate, Ascorbic acid 6-palmitate, NSC 402451

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About This Item

Empirical Formula (Hill Notation):
C22H38O7
CAS Number:
137-66-6
Molecular Weight:
414.53
UNSPSC Code:
12352205
NACRES:
NA.79
PubChem Substance ID:
57652625
EC Number:
205-305-4
Beilstein/REAXYS Number:
96552
MDL number:
MFCD00005377

Product Name

6-O-Palmitoyl-L-ascorbic acid, BioXtra, ≥99.0% (RT)

InChI key

QAQJMLQRFWZOBN-LAUBAEHRSA-N

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

SMILES string

CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O

biological source

synthetic

product line

BioXtra

assay

≥99.0% (RT)

form

powder

optical activity

[α]20/D +23±1°, c = 1% in ethanol

ign. residue

≤0.2% (as SO4)

loss

≤0.2% loss on drying

color

white to faint yellow

mp

113-116 °C

cation traces

Ca: ≤50 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤100 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

Quality Level

200

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Application

6-O-Palmitoyl-L-ascorbic acid has been used to study the effects of dietary supplement in Solea senegalensis larvae.

Biochem/physiol Actions

6-O-Palmitoyl-L-ascorbic acid possesses metastasis inhibitory and anti-tumor activity. Ascorbyl palmitate exhibits antioxidant activity by protecting the cell membranes from oxidative damage.

General description

6-O-Palmitoyl-L-ascorbic acid is a lipid soluble ester of ascorbic acid. Ascorbic acid 6-palmitate is a lipophilic derivative of ascorbic acid.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2994
BCCL9331
BCCF0261
BCBS8843V
BCBM8371V

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Condensation of L-ascorbic acid and medium-chain fatty acids by immobilized lipase in acetonitrile with low water content
Watanabe Y, et al.
Food Science and Technology Research, 5(2), 188-192 (1999)
Effect of dietary vitamin C level during early larval stages in Senegalese sole (Solea senegalensis)
Jimenez-Fernandez E, et al.
Aquaculture (Amsterdam, Netherlands), 443(2), 65-76 (2015)
The hydroxyl free radical reactions of ascorbyl palmitate as measured in various in vitro models
Perricone N, et al.
Biochemical and biophysical research communications, 262(3), 661-665 (1999)
Oxidation and oligomerization of ethyl linoleate under the influence of the combination of ascorbic acid 6-palmitate/iron-2-ethylhexanoate
Micciche F, et al.
Applied Catalysis A: General, 297(2), 174-181 (2006)
Bente M Jensen et al.
Journal of agricultural and food chemistry, 59(24), 13012-13017 (2011-11-11)
Whey fat has a relatively high level of unsaturated fatty acids, and as such, whey products with a high fat content are vulnerable to oxidation. The purposes of the present study were to assess the oxidative development in whey fat
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