Showing Compound Octanedioic acid (FDB003340)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:45 UTC

Update date

2019-11-26 02:58:58 UTC

Primary ID

FDB003340

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Octanedioic acid

Description

Isolated from the roots of Phaseolus vulgaris (kidney bean) Suberic acid, also octanedioic acid, is a dicarboxylic acid, with formula C6H12(COOH)2. It is present in the urine of patients with Fatty Acid Oxidation Disorders (PMID 10404733); ; A metabolic breakdown product derived from oleic acid. Elevated levels of this unstaruated dicarboxylic acid are found in individuals with dicarboxylic acid and medium-chain acyl-CoA dehydrogenase deficiency (MCAD).

CAS Number

505-48-6

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
1,6-Dicarboxyhexane	ChEBI
1,6-Hexanedicarboxylic acid	ChEBI
1,8-Octanedioic acid	ChEBI
Cork acid	ChEBI
Hexamethylenedicarboxylic acid	ChEBI
Korksaeure	ChEBI
Octane-1,8-dioic acid	ChEBI
Octanedioic acid	ChEBI
Oktandisaeure	ChEBI
Suberinsaeure	ChEBI
1,6-Hexanedicarboxylate	Generator
1,8-Octanedioate	Generator
Hexamethylenedicarboxylate	Generator
Octane-1,8-dioate	Generator
Octanedioate	Generator
Suberate	Generator
Suberic acid, manganese (+2) (1:1) salt	HMDB
Suberic acid, disodium salt	HMDB
Suberic acid, cadmium (1:1) salt	HMDB
Suberic acid, monosodium salt	HMDB
Suberic acid, dipotassium salt	HMDB
Suberic acid	MeSH
1, 8-Octanedioic acid	biospider
Carboxylic acids, di-, C4-11	biospider
Octanedioc acid	biospider
Octanedioic acid suberic acid	biospider
Suberic acid, 8CI	db_source
suberic acid, cadmium (1:1) salt	biospider
suberic acid, manganese (+2) (1:1) salt	biospider

Predicted Properties

Property	Value	Source
Water Solubility	5.8 g/L	ALOGPS
logP	1	ALOGPS
logP	1.38	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	4.15	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	41.94 m³·mol⁻¹	ChemAxon
Polarizability	18.41 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H14O4

IUPAC name

octanedioic acid

InChI Identifier

InChI=1S/C8H14O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-6H2,(H,9,10)(H,11,12)

InChI Key

TYFQFVWCELRYAO-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)CCCCCCC(O)=O

Average Molecular Weight

174.1944

Monoisotopic Molecular Weight

174.089208936

Classification

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Dicarboxylic 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

alpha,omega-dicarboxylic acid (CHEBI:9300 )
Dicarboxylic acids (C08278 )
Dicarboxylic acids (LMFA01170001 )

Ontology

Physiological effect

Health effect:

Health condition:

Metabolism and nutrition disorders:

Glutaric aciduria type 2

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Fabaceae

Biological location:

Subcellular:

Biofluid and excreta:

Organ and components:

Prostate

Process

Naturally occurring process:

Biological process:

Biochemical process:

Biochemical pathway:

Lipid metabolism pathway

Chemical reaction:

Lipid peroxidation

Role

Biological role:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 55.16%; H 8.10%; O 36.74%	DFC
Melting Point	Mp 144°	DFC
Boiling Point	Bp100 279°	DFC
Experimental Water Solubility	11.9 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	Not Available
Experimental pKa	pKa2 5.52 (25°, 0.1M KNO3)	DFC
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
GC-MS	Octanedioic acid, non-derivatized, GC-MS Spectrum	splash10-00kk-1910000000-952e95dc54b5db1c622b	Spectrum
GC-MS	Octanedioic acid, 2 TMS, GC-MS Spectrum	splash10-00kr-4910000000-5746b8e489013c10f927	Spectrum
GC-MS	Octanedioic acid, non-derivatized, GC-MS Spectrum	splash10-066u-9000000000-a1f08eaef174c2d608c2	Spectrum
GC-MS	Octanedioic acid, non-derivatized, GC-MS Spectrum	splash10-00kk-1910000000-e6b559f2a680d7643eff	Spectrum
GC-MS	Octanedioic acid, non-derivatized, GC-MS Spectrum	splash10-00kk-1910000000-952e95dc54b5db1c622b	Spectrum
GC-MS	Octanedioic acid, non-derivatized, GC-MS Spectrum	splash10-00kr-4910000000-5746b8e489013c10f927	Spectrum
Predicted GC-MS	Octanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dl-9500000000-ae7c5b26647d1fa9e9fc	Spectrum
Predicted GC-MS	Octanedioic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0079-9630000000-e4a77be109073df5c29d	Spectrum
Predicted GC-MS	Octanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Octanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Octanedioic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Octanedioic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Octanedioic acid, TBDMS_2_1, 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, Negative (Annotated)	splash10-00di-0900000000-06eceea912f97922f307	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-053r-9400000000-89400a660cc11e2dbf37	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-053r-9200000000-fd72cf0bb8c1688e773e	Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-066u-9000000000-53eb5eaccee7a26c26c9	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-00di-0900000000-844f655c35c880c5f7dd	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-03di-0900000000-a817a3858303459fad6e	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-03e9-5900000000-5cd959b0437224a4617f	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-053r-9200000000-36bb7dd756513f3371f9	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-003r-9000000000-060ff759568c0e7409a3	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0pb9-0900000000-d3f20c39439fdb1997c6	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-052b-9800000000-3c750dfd59f5f942ad1d	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0pc0-9600000000-ac31ff4a1eb241fe7a55	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-0a5i-9100000000-f235866b0941a9c8e495	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-0a4i-9300000000-1abec6742a0a70596a3a	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00di-0900000000-844f655c35c880c5f7dd	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-03di-0900000000-a817a3858303459fad6e	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-03e9-5900000000-13bb8c4a5147c1290eec	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-053r-9200000000-36bb7dd756513f3371f9	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-003r-9000000000-c2d5f21cf3c5f42b1ee0	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-0900000000-0ce1109135b91db83e1a	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-056r-4900000000-497b35b2ed425bc2c1e0	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-067l-9100000000-bb0a668a71757557492d	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0900000000-a2ea6904052f6faa706b	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05fr-1900000000-0632d4666e090256224d	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9300000000-da94304d9610cbd18197	Spectrum

NMR

Type	Description	View
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Spectrum