PALMITOYL GLYCINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H35NO3
Molecular Weight	313.4754
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCCCCCCCCCC(=O)NCC(O)=O

InChI

InChIKey=KVTFEOAKFFQCCX-UHFFFAOYSA-N

InChI=1S/C18H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(21)22/h2-16H2,1H3,(H,19,20)(H,21,22)

HIDE SMILES / InChI

Molecular Formula	C18H35NO3
Molecular Weight	313.4754
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18424551 | https://www.ulprospector.com/en/na/PersonalCare/Detail/1432/91748/TIMECODE

N-palmitoyl glycine, an endogenous lipid that acts as a modulator of calcium influx and nitric oxide production in sensory neurons. N-palmitoyl glycine is used in cosmetic under the brand name TIMECODE™ for deep wrinkles and helps relieve chronic silent inflammation, increases micro-circulation due to poor oxygenation and lack of nutrients. This product is also recommended for sensitive skin and for tired skin.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Calcium Influx 2 Target ID: Calcium Influx Sources: https://www.ncbi.nlm.nih.gov/pubmed/18424551	Modulator 846

Conditions

Condition	Modality	Targets	Highest Phase	Product
Deep wrinkles 2 Sources: https://www.ulprospector.com/en/na/PersonalCare/Detail/1432/91748/TIMECODE	Palliative		Not Provided 511	TIMECODE Approved Use Unknown

PubMed

Title	Date	PubMed
N-arachidonoyl glycine, an abundant endogenous lipid, potently drives directed cellular migration through GPR18, the putative abnormal cannabidiol receptor.	2010-03-26	20346144
Two new lipoaminoacids with complementary modes of action: new prospects to fight out against skin aging.	2010-02	19732187
Orphan endogenous lipids and orphan GPCRs: a good match.	2009-09	19379823
Novel endogenous N-acyl glycines identification and characterization.	2009	19647113
A single mutation in P450BM-3 enhances acyl homoserine lactone: acyl homoserine substrate binding selectivity nearly 250-fold.	2008-07-31	18586345
Natural variation of potato allene oxide synthase 2 causes differential levels of jasmonates and pathogen resistance in Arabidopsis.	2008-07	18431595
N-palmitoyl glycine, a novel endogenous lipid that acts as a modulator of calcium influx and nitric oxide production in sensory neurons.	2008-07	18424551
Interactions of substrates at the surface of P450s can greatly enhance substrate potency.	2007-12-11	18004886
Conformational dynamics of the cytochrome P450 BM3/N-palmitoylglycine complex: the proposed "proximal-distal" transition probed by temperature-jump spectroscopy.	2007-07-12	17571881
Laser photoexcitation of NAD(P)H induces reduction of P450 BM3 heme domain on the microsecond time scale.	2007-05-23	17465554
Conformational dynamics of substrate in the active site of cytochrome P450 BM-3/NPG complex: insights from NMR order parameters.	2007-01-24	17226994
Conformational equilibrium of cytochrome P450 BM-3 complexed with N-palmitoylglycine: a replica exchange molecular dynamics study.	2006-05-03	16637647
Structure-guided recombination creates an artificial family of cytochromes P450.	2006-05	16594730
Observation of ligand binding to cytochrome P450 BM-3 by means of solid-state NMR spectroscopy.	2005-10-12	16201802
Thermal equilibrium of high- and low-spin forms of cytochrome P450 BM-3: repositioning of the substrate?	2005-10-05	16190718
Effects of feeding Spodoptera littoralis on lima bean leaves. I. Membrane potentials, intracellular calcium variations, oral secretions, and regurgitate components.	2004-04	15051862
HPLC analysis of fatty acyl-glycine in the aqueous methanesulfonic acid hydrolysates of N-terminally fatty acylated peptides.	2003-08	12913269
Pivotal role of water in the mechanism of P450BM-3.	2001-11-13	11695892

Sample Use Guides

In Vivo Use Guide

solution for skin firmness

Route of Administration: Topical

In Vitro Use Guide

To investigate the effect of N-palmitoyl glycine (PalGly) on primary sensory neurons, calcium influx was recorded in the DRG-like F-11 cells (rat dorsal root ganglion neuron × mouse neuroblastoma). PalGly (10 μM) induced a transient influx of calcium in F-11 cells. The effect was immediate, and the initial increase was followed by a gradual return to baseline after 5 min of PalGly addition, with an EC50 = 5.5 μM.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:07:46 GMT 2025` Edited by `admin` on `Mon Mar 31 20:07:46 GMT 2025`
Record UNII	M6V3RIU5KI
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

PALMITOYL GLYCINE

Official Name

English

PALMITOILGLICINA

Preferred Name

English

GLYCINE, N-(1-OXOHEXADECYL)-

Systematic Name

English

TIMECODE

Brand Name

English

Code System Code Type Description

DAILYMED

M6V3RIU5KI