Hexanoylglycine
Basic information
- CAS
24003-67-6- Standard SMILES
CCCCCC(=O)NCC(=O)O- InChIKey
UPCKIPHSXMXJOX-UHFFFAOYSA-N- Molecular formula
- C8H15NO3
- Average molar mass
- 173.21 g/mol
- Monoisotopic mass
- 173.10519334
Overview
N-hexanoylglycine is an N-acylglycine in which the acyl group is specified as hexanoyl. It has a role as a metabolite. It is a conjugate acid of a N-hexanoylglycinate.
Names & identifiers
- Preferred name
- Hexanoylglycine
- IUPAC
- 2-(hexanoylamino)acetic acid
- English name
- 2-Hexanamidoacetic acid
- Molecular formula
- C8H15NO3
- Molecular weight
- 173.21
Names & synonyms
Hexanoylglycine24003-67-62-hexanamidoacetic acidN-CaproylglycineCaproylglycineN-(1-oxohexyl)glycineGlycine, N-(1-oxohexyl)-DTXSID60178739UV44XX9H2JNSC-224460RefChem:146263DTXCID70101230
Show more names
NSC 224460(Hexanol Glycine)N-(1-oxohexyl)-glycineHexanoyl Glycine (NSC 224460)
HEXANOYL GLYCINEn-HexanoylglycineGlycine,N-(1-oxohexyl)-2-(hexanoylamino)acetic acidN-hexanoyl-Glycine2-hexanamidoaceticacidMFCD09909949NSC224460
Database identifiers
- CAS
24003-67-6- PubChem CID
- 99463
- DTXSID
DTXSID60178739- ChEBI
CHEBI:64390- UNII
- UV44XX9H2J
- EC Number
- 998-939-2
- Nikkaji
- J363.012I
Properties
Computed structural properties
- XLogP
- 1
- Topological polar surface area
- 66.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 156
Experimental & physicochemical properties
Physical DescriptionSolid
Collision Cross Section144.64 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Physicochemical properties
- Melting point
- 90 · 90-92°C
- Boiling point
- 387.2 · 387.2±25.0 °C(Predicted)
- Density
- 1.074 · 1.074±0.06 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 3.6 · 3.60±0.10(Predicted)
- color
- White to Off-White
- FDA UNII
- 44 XX9H2J · UV44XX9H2J
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P305+P351+P338-P332+P313-P362+P364-P337+P313
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.
Warning
H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (50%)
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P321-P305+P351+P338-P332+P313-P362+P364-P337+P313
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
DescriptionHexanoyl glycine is an acylated amino acid that is used as a urinary biomarker for several indications. It is normally biosynthesized from hexanoyl-CoA and glycine by the mitochondrial enzyme glycine N-acyltransferase. Increased urinary excretion of hexanoyl glycine in humans is indicative of a deficiency in medium-chain acyl-CoA dehydrogenase. Increased urinary hexanoyl glycine can also be used as a biomarker for exposure to gamma radiation. Levels of hexanyl glycine can also be elevated during cancer, while they are decreased 20-fold in mice following treatment with the PPARα ligand Wy 14643.
UsesAn acylaminoacid derivative as antipsychotic drug.
Additional notes
DefinitionChEBI: An N-acylglycine in which the acyl group is specified as hexanoyl.
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