ChemFOnt: Showing chemical card for DL-2-Aminooctanoic acid (CFc000000785)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:45:17 UTC

Chemfont ID

CFc000000785

Molecule Identification

Common Name

DL-2-Aminooctanoic acid

Definition

DL-2-Aminooctanoic acid, also known as a-aminocaprylate or alpha-aminocaprylic acid, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). DL-2-Aminooctanoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Outside of the human body, DL-2-Aminooctanoic acid has been detected, but not quantified in cow milk.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-2-Aminooctanoic acid	ChEBI
(+/-)-2-aminooctanoic acid	ChEBI
2-Amino-DL-caprylic acid	ChEBI
2-Aminocaprylic acid	ChEBI
alpha-Aminocaprylic acid	ChEBI
alpha-Aminooctanoic acid	ChEBI
D,L-2-Aminooctanoic acid	ChEBI
DL-2-Aminocaprylic acid	ChEBI
DL-alpha-Amino-N-caprylic acid	ChEBI
DL-alpha-Aminocaprylic acid	ChEBI
NSC 20147	ChEBI
(+-)-2-Aminooctanoate	Generator
(+/-)-2-aminooctanoate	Generator
2-Amino-DL-caprylate	Generator
2-Aminocaprylate	Generator
a-Aminocaprylate	Generator
a-Aminocaprylic acid	Generator
alpha-Aminocaprylate	Generator
Α-aminocaprylate	Generator
Α-aminocaprylic acid	Generator
a-Aminooctanoate	Generator
a-Aminooctanoic acid	Generator
alpha-Aminooctanoate	Generator
Α-aminooctanoate	Generator
Α-aminooctanoic acid	Generator
D,L-2-Aminooctanoate	Generator
DL-2-Aminocaprylate	Generator
DL-a-Amino-N-caprylate	Generator
DL-a-Amino-N-caprylic acid	Generator
DL-alpha-Amino-N-caprylate	Generator
DL-Α-amino-N-caprylate	Generator
DL-Α-amino-N-caprylic acid	Generator
DL-a-Aminocaprylate	Generator
DL-a-Aminocaprylic acid	Generator
DL-alpha-Aminocaprylate	Generator
DL-Α-aminocaprylate	Generator
DL-Α-aminocaprylic acid	Generator
DL-2-Aminooctanoate	Generator
(+/-)-2-amino-octanoate	HMDB
(+/-)-2-amino-octanoic acid	HMDB
2-Amino-DL-octanoate	HMDB
2-Amino-DL-octanoic acid	HMDB
2-Aminooctanoate	HMDB
2-Aminooctanoic acid	HMDB
DL-2-Amino-octanoate	HMDB
DL-2-Aminooctanoic acid	ChEBI

Chemical Formula

C₈H₁₇NO₂

Average Molecular Weight

159.2261

Monoisotopic Molecular Weight

159.125928793

IUPAC Name

2-aminooctanoic acid

Traditional Name

(+-)-2-aminooctanoic acid

CAS Registry Number

644-90-6

SMILES

CCCCCCC(N)C(O)=O

InChI Identifier

InChI=1S/C8H17NO2/c1-2-3-4-5-6-7(9)8(10)11/h7H,2-6,9H2,1H3,(H,10,11)

InChI Key

AKVBCGQVQXPRLD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Fatty acid
Fatty acyl
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Carbonyl group
Organic oxygen compound
Amine
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha-amino fatty acid (CHEBI:75145 )
Amino fatty acids (LMFA01100056 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0000991)

Excreta

Biofluid or Excreta

Urine (PMID: 21543078)
Feces (PMID: 27275383)

Cellular substructure

Cytoplasm (HMDB: HMDB0000991)

Source

Endogenous

Endogenous (HMDB: HMDB0000991)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.36 g/L	ALOGPS
logP	-0.99	ALOGPS
logP	-0.54	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.89	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	43.43 m³·mol⁻¹	ChemAxon
Polarizability	18.72 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000991

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022354

KNApSAcK ID

Not Available

Chemspider ID

62727

KEGG Compound ID

Not Available

BioCyc ID

CPD-3687

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5923

PubChem Compound

69522

PDB ID

Not Available

ChEBI ID

75145

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Abderhalden, E. Specific action of enzymes. A contribution to the question of the possibility of determining by means of enzymes whether amino acids of definite configuration occur in nature and especially as constituents of proteins. Z. physiol. Chem. (1923), 130 205-7.

Showing chemical card for DL-2-Aminooctanoic acid (CFc000000785)

MOL for CFc000000785 (DL-2-Aminooctanoic acid)

3D MOL for CFc000000785 (DL-2-Aminooctanoic acid)

3D SDF for CFc000000785 (DL-2-Aminooctanoic acid)

3D-SDF for CFc000000785 (DL-2-Aminooctanoic acid)

PDB for CFc000000785 (DL-2-Aminooctanoic acid)

3D PDB for CFc000000785 (DL-2-Aminooctanoic acid)

SMILES for CFc000000785 (DL-2-Aminooctanoic acid)

INCHI for CFc000000785 (DL-2-Aminooctanoic acid)

Structure for CFc000000785 (DL-2-Aminooctanoic acid)

3D Structure for CFc000000785 (DL-2-Aminooctanoic acid)