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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H30O7
Molecular Weight 358.4266
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ASCORBYL LAURATE

SMILES

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

InChI

InChIKey=DWKSHXDVQRZSII-SUMWQHHRSA-N
InChI=1S/C18H30O7/c1-2-3-4-5-6-7-8-9-10-11-14(20)24-12-13(19)17-15(21)16(22)18(23)25-17/h13,17,19,21-22H,2-12H2,1H3/t13-,17+/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H30O7
Molecular Weight 358.4266
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Ascorbyl laurate or L-ascorbyl-6-laurate is a lipophilic derivative of Vitamin C, a popular antioxidant. It was shown, that L-ascorbyl-6-laurate possessed a "double-faced" effect on free-radical-induced hemolysis of human erythrocytes: antioxidant and prooxidant, that might be useful for the safe use of lipophilic vitamin C.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The "double-faced" effect of VC-12 on free-radical-induced haemolysis of human erythrocytes: antioxidant and prooxidant.
2007-05
Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes.
2007-03-01
Evaluation of the free-radical-scavenging activity of diclofenac acid on the free-radical-induced haemolysis of human erythrocytes.
2006-05
The antioxidant effect of hydroxyl-substituent Schiff bases on the free-radical-induced hemolysis of human erythrocytes.
2005-09-20
A kinetic study of the synthesis of ascorbate fatty acid esters catalysed by immobilized lipase in organic media.
2000-08
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
It was investigated the effect of a high concentration of L-ascorbyl-6-laurate (VC-12) on 2,2'-azobis(2-amidinopropane hydrochloride) (AAPH)-induced haemolysis of human erythrocytes. The findings indicated that VC-12 was capable of protecting erythrocytes against AAPH-induced haemolysis when its concentration was below 60 microM. With an increase in the concentration of VC-12 and a decrease in the concentration of AAPH, VC-12 promoted haemolysis remarkably, the mechanism of which has been proposed as VC-12-mediated peroxidation.
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:44:53 GMT 2025
Edited
by admin
on Mon Mar 31 21:44:53 GMT 2025
Record UNII
FM8S1O02OG
Record Status Validated (UNII)
Record Version
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Name Type Language
L-6-MONOLAUROYLASCORBIC ACID
Preferred Name English
ASCORBYL LAURATE
Common Name English
LAURIC ACID, 6-ESTER WITH L-ASCORBIC ACID
Common Name English
L-ASCORBIC ACID, 6-DODECANOATE
Common Name English
L-ASCORBYL 6-LAURATE
Common Name English
L-ASCORBIC ACID, 6-LAURATE
Common Name English
L-ASCORBYL LAURATE
Common Name English
Code System Code Type Description
PUBCHEM
54702628
Created by admin on Mon Mar 31 21:44:53 GMT 2025 , Edited by admin on Mon Mar 31 21:44:53 GMT 2025
PRIMARY
FDA UNII
FM8S1O02OG
Created by admin on Mon Mar 31 21:44:53 GMT 2025 , Edited by admin on Mon Mar 31 21:44:53 GMT 2025
PRIMARY
EPA CompTox
DTXSID50937256
Created by admin on Mon Mar 31 21:44:53 GMT 2025 , Edited by admin on Mon Mar 31 21:44:53 GMT 2025
PRIMARY
CAS
16690-40-7
Created by admin on Mon Mar 31 21:44:53 GMT 2025 , Edited by admin on Mon Mar 31 21:44:53 GMT 2025
PRIMARY