Basic information
- CAS
506-46-7- Standard SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O- InChIKey
XMHIUKTWLZUKEX-UHFFFAOYSA-N- Molecular formula
- C26H52O2
- Average molar mass
- 396.7 g/mol
- Monoisotopic mass
- 396.3967309
Overview
Hexacosanoic acid is a 26-carbon, straight-chain, saturated fatty acid. It is a fatty acid 26:0, a very long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a cerotate.
Names & identifiers
- Preferred name
- Hexacosanoic Acid
- IUPAC
- hexacosanoic acid
- English name
- Hexacosanoic acid
- Molecular formula
- C26H52O2
- Molecular weight
- 396.69
Names & synonyms
HEXACOSANOIC ACID506-46-7Cerotic acidCeratinic acidCeric acidCerinic acidn-Hexacosanoic acidCerylic acidCerotinic acidD42CQN6P36C26:0NSC-4205
Show more names
Hexacosanic acidNSC 4205CericacidC26:0 ACIDceroticaciCerinicacid
DTXSID7075050CHEBI:31009RefChem:785921Very Long Chain Fatty AcidC26:0 (VLCFA)DTXCID2040862CHEBI:27283208-040-2
Database identifiers
- CAS
506-46-7- PubChem CID
- 10469
- DTXSID
DTXSID7075050- ChEMBL
CHEMBL464787- ChEBI
CHEBI:31009- UNII
- D42CQN6P36
- EC Number
- 208-040-2
- Nikkaji
- J95.914F
Properties
Computed structural properties
- XLogP
- 11.8
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 24
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 301
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Organic Acids
Lipids
Lipids -> Unambiguous Lipids
Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Straight chain fatty acids [FA0101]
CosmeticsViscosity controlling
Melting Point88.5 °C
Physical Description
White solid; [Acros Organics MSDS]
Solid
Collision Cross Section
205.3 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Unambiguous Lipids]
201.57 Ų [M-H]- [CCS Type: TIMS; Method: single field calibrated]
Physicochemical properties
- Melting point
- 84 · 84-88 °C
- Boiling point
- 250 °C · 250 °C
- Density
- 0.81 · 0.81
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 66.7% (2 of 3) of all reports.
Warning
H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Hexacosanoic acid
Hexacosanoic acid: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Hexacosanoic acid: Human health tier I assessment
Hazards SummaryMay cause irritation; [Acros Organics MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)
Toxicology
Treatment
Treatment options for adrenoleukodystrophy (ALD) are limited. Dietary treatment is with Lorenzo's oil. For the childhood cerebral form, stem cell transplant and gene therapy are options if the disease is detected early in the clinical course. Adrenal insufficiency in ALD patients can be successfully treated. (Wikipedia)
Health Effects
Chemistry & industry
Pharmacology
Tissue LocationsAdrenal Gland
Cellular LocationsCytoplasm
Metabolite PathwaysAcylcarnitine Hexacosanoylcarnitine
Uses & manufacturing
UsesHexacosanoic acid is most commonly found in beeswax and carnauba wax (Wikipedia). It is also an endogenously produced metabolite found in the human body.
Use ClassificationCosmetics -> Viscosity controlling
Applications
UsesHexacosanoic acid may be used as a reference standard for the determination of hexacosanoic acid in human serum and plasma samples for the screening of peroxisomal disorders by gas chromatography-mass spectrometry (GC-MS) operating under selected-ion monitoring (SIM) modein biological samples by GC-MSin microalgal lipids by solid-phase extraction (SPE) followed by GC-MS analysisas a naphthoxyethyl derivative by high performance liquid chromatography (HPLC) coupled with fluorometric detection
General DescriptionHexacosanoic acid is classified under the very long chain fatty acids (VLCFAs) group of biologically important compounds.
Upstream & downstream products
Upstream raw materials
Related reactions
1 records
Compound notes
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