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Details

Stereochemistry RACEMIC
Molecular Formula C15H30O4
Molecular Weight 274.3963
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLYCERYL 1-LAURATE

SMILES

CCCCCCCCCCCC(=O)OCC(O)CO

InChI

InChIKey=ARIWANIATODDMH-UHFFFAOYSA-N
InChI=1S/C15H30O4/c1-2-3-4-5-6-7-8-9-10-11-15(18)19-13-14(17)12-16/h14,16-17H,2-13H2,1H3

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: http://www.touroinstitute.com/natural%20bactericidal.pdf http://www.naturalcurelabs.com/monolaurin-top-10/

Monolaurin, derived naturally from coconut, is a source of the medium chain fatty acid lauric acid. Monolaurin has been widely researched for its antiviral, antibacterial, and antimicrobial properties, as it can break down and destroy the lipid layer of enveloped viruses where many pharmaceuticals fail. Fatty acids and monoglycerides produce their killing/inactivating effects by several mechanisms. An early postulated mechanism was the perturbing of the plasma membrane lipid bilayer. The antiviral action attributed to monolaurin is that of fluidizing the structure in the envelope of the virus, causing the disintegration of the microbial membrane. More recent studies, indicate that one antimicrobial effect in bacteria is related to monolaurin's interference with signal transduction/toxin formation. Another antimicrobial effect in viruses is due to lauric acid's interference with virus assembly and viral maturation. The third mode of action may be on the immune system itself. Monolaurin does not appear to have an adverse effect on desirable gut bacteria, but rather on only potentially pathogenic microorganisms. It is classified by the FDA as "generally regarded as safe" (GRAS).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P06886
Gene ID: NA
Gene Symbol: tst
Target Organism: Staphylococcus aureus
Target ID: P01583
Gene ID: 3552.0
Gene Symbol: IL1A
Target Organism: Homo sapiens (Human)
Conditions
PubMed

PubMed

TitleDatePubMed
Fatty acids and derivatives as antimicrobial agents.
1972 Jul
Glycerol monolaurate prevents mucosal SIV transmission.
2009 Apr 23
Patents

Patents

Sample Use Guides

In Vivo Use Guide
The recommended initial level is ~0.75 gram or less two or three times daily for a week before increasing the amount. The level can be then increased to 1.5 grams one, two or three times daily thereafter. A maintenance level can be 3.0 grams two or three times a day necessary for optimum health effects. Take with or after meals.
Route of Administration: Oral
In Vitro Use Guide
MIC dose range of 1-Monolaurin for 10 susceptible organisms from groups A and D is 0,045 uM/ml - NI (not inhibitory at concentrations tested). Max concentration tested was 3,63 uM/ml.
Name Type Language
GLYCERYL 1-LAURATE
Common Name English
1-MONOLAUROYL-RAC-GLYCEROL
Common Name English
GLYCERIN 1-MONOLAURATE
Common Name English
DODECANOIC ACID, 2,3-DIHYDROXYPROPYL ESTER
Common Name English
1-MONODODECANOYLGLYCEROL
Systematic Name English
(±)-2,3-DIHYDROXYPROPYL DODECANOATE
Systematic Name English
LAURIN, 1-MONO-
Common Name English
GLYCEROL 1-MONOLAURATE
Common Name English
1-MONOLAURIN
Common Name English
3-DODECANOYLOXY-1,2-PROPANEDIOL
Systematic Name English
DODECANOIC ACID .ALPHA.-MONOGLYCERIDE
Common Name English
GLYCEROL 1-LAURATE
Common Name English
NSC-698570
Code English
GLYCEROL .ALPHA.-MONOLAURATE
Common Name English
GLYCEROL 1-MONODODECANOATE
Common Name English
(±)-GLYCERYL 1-MONODODECANOATE
Common Name English
1-GLYCERYL LAURATE
Systematic Name English
.ALPHA.-MONOLAURIN
Common Name English
LAURIC ACID .ALPHA.-MONOGLYCERIDE
Common Name English
LAURIC ACID 1-MONOGLYCERIDE
Common Name English
Code System Code Type Description
NSC
698570
Created by admin on Fri Dec 15 15:10:49 GMT 2023 , Edited by admin on Fri Dec 15 15:10:49 GMT 2023
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EPA CompTox
DTXSID5041275
Created by admin on Fri Dec 15 15:10:49 GMT 2023 , Edited by admin on Fri Dec 15 15:10:49 GMT 2023
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ECHA (EC/EINECS)
205-526-6
Created by admin on Fri Dec 15 15:10:49 GMT 2023 , Edited by admin on Fri Dec 15 15:10:49 GMT 2023
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RXCUI
1990422
Created by admin on Fri Dec 15 15:10:49 GMT 2023 , Edited by admin on Fri Dec 15 15:10:49 GMT 2023
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CAS
142-18-7
Created by admin on Fri Dec 15 15:10:49 GMT 2023 , Edited by admin on Fri Dec 15 15:10:49 GMT 2023
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CHEBI
75539
Created by admin on Fri Dec 15 15:10:49 GMT 2023 , Edited by admin on Fri Dec 15 15:10:49 GMT 2023
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DAILYMED
WR963Y5QYW
Created by admin on Fri Dec 15 15:10:49 GMT 2023 , Edited by admin on Fri Dec 15 15:10:49 GMT 2023
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CHEBI
75543
Created by admin on Fri Dec 15 15:10:49 GMT 2023 , Edited by admin on Fri Dec 15 15:10:49 GMT 2023
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FDA UNII
WR963Y5QYW
Created by admin on Fri Dec 15 15:10:49 GMT 2023 , Edited by admin on Fri Dec 15 15:10:49 GMT 2023
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PUBCHEM
14871
Created by admin on Fri Dec 15 15:10:49 GMT 2023 , Edited by admin on Fri Dec 15 15:10:49 GMT 2023
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