Showing Compound Hexacosanoic acid (FDB003045)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:38 UTC

Update date

2020-04-21 18:02:58 UTC

Primary ID

FDB003045

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Hexacosanoic acid

Description

Cerate consists essentially of wax (for which resin or spermaceti is sometimes substituted) mixed with oil, lard, and various medicinal ingredients. The cerate (formerly called simply cerate) of the United States Pharmacopoeia is a mixture of three parts of white wax and seven parts of lard.; Cerate is an unctuous preparation for external application, of a consistency intermediate between that of an ointment and a plaster, so that it can be spread upon cloth without the use of heat, but does not melt when applied to the skin.; X-linked adrenoleukodystrophy (X-ALD) is a peroxisomal disorder biochemically characterized by the accumulation of very long chain fatty acids (VLCFA), particularly hexacosanoic acid (C(26:0)) and tetracosanoic acid (C(24:0)), in tissues and biological fluids. (PMID 16750542). Hexacosanoic acid is found in many foods, some of which are fig, mung bean, cottonseed, and flaxseed.

CAS Number

506-46-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
C26:0	ChEBI
Ceratinic acid	ChEBI
Ceric acid	ChEBI
Cerinic acid	ChEBI
Cerotic acid	ChEBI
Cerotinic acid	ChEBI
Cerylic acid	ChEBI
CH3-[CH2]24-COOH	ChEBI
Hexacosansaeure	ChEBI
Hexacosoic acid	ChEBI
Hexaeicosanoic acid	ChEBI
N-C26:0	ChEBI
N-Hexacosanoic acid	ChEBI
Ceratinate	Generator
Cerate	Generator
Cerinate	Generator
Cerotate	Generator
Cerotinate	Generator
Cerylate	Generator
Hexacosoate	Generator
Hexaeicosanoate	Generator
N-Hexacosanoate	Generator
Hexacosanoate	Generator
Hexacosanoate (N-C26:0)	HMDB
Hexacosanoic acid	PhytoBank
FA(26:0)	PhytoBank
Cerotic acid (6CI,7CI)	biospider
EB 82B	db_source
Hexacosanic acid	biospider
hexacosanoate (n-C26:0)	biospider
Hexacosanoic acid (8CI,9CI)	biospider
N-hexacosanoate	biospider
N-hexacosanoic acid	biospider

Predicted Properties

Property	Value	Source
Water Solubility	1.8e-05 g/L	ALOGPS
logP	9.87	ALOGPS
logP	10.7	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	123.09 m³·mol⁻¹	ChemAxon
Polarizability	55.83 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C26H52O2

IUPAC name

hexacosanoic acid

InChI Identifier

InChI=1S/C26H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h2-25H2,1H3,(H,27,28)

InChI Key

XMHIUKTWLZUKEX-UHFFFAOYSA-N

Isomeric SMILES

CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O

Average Molecular Weight

396.6899

Monoisotopic Molecular Weight

396.396730908

Classification

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

very long-chain fatty acid (CHEBI:31009 )
straight-chain saturated fatty acid (CHEBI:31009 )
Straight chain fatty acids (LMFA01010026 )

Ontology

No ontology term

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 78.72%; H 13.21%; O 8.07%	DFC
Melting Point	Mp 88-89°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0597-9201000000-41113a5b904c5db7332d	2014-09-20	View Spectrum
GC-MS	Hexacosanoic acid, 1 TMS, GC-MS Spectrum	splash10-0159-2900100000-dc0324482e5853e76290	Spectrum
GC-MS	Hexacosanoic acid, non-derivatized, GC-MS Spectrum	splash10-0159-2900100000-dc0324482e5853e76290	Spectrum
GC-MS	Hexacosanoic acid, non-derivatized, GC-MS Spectrum	splash10-0159-2900100000-dc0324482e5853e76290	Spectrum
GC-MS	Hexacosanoic acid, non-derivatized, GC-MS Spectrum	splash10-0159-1900000000-9d83fa08f63878dd9794	Spectrum
Predicted GC-MS	Hexacosanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-8890000000-a358b076f9e4d3b08976	Spectrum
Predicted GC-MS	Hexacosanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fmr-9550000000-f90d4cc6a83ff8e16245	Spectrum
Predicted GC-MS	Hexacosanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a4j-0109000000-bc2c74027165503fd92f	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0pb9-2193000000-cf0ac4a96f99022c7b3a	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0w30-6096000000-65025824de97c5fb5ff7	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 27V, negative	splash10-00lr-0009000000-998e2947790abd467bc7	2020-07-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0009000000-bd3c909a0431684b20e7	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ug1-3439000000-ca5336c838aa14069626	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000f-6974000000-93ebd8f603ed3f48dd9d	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-50e9c7751bdac41b78c8	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f6t-0009000000-fdc9aa019c323235312e	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9113000000-af814ec2317a697df1a0	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-87ff11014d638fb7aedd	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002b-1009000000-28b98f74e9fa6d052c38	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9003000000-9b4d6e9900769e9411a5	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-2009000000-459e9bac675c0081de3d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-056s-7039000000-16142145274003e6395d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9010000000-33f6f730f4cbdee5a975	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Spectrum