NP-MRD: Showing NP-Card for 7-keto-8-aminopelargonic acid (NP0182223)

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Record Information

Version

2.0

Created at

2022-09-03 20:52:00 UTC

Updated at

2022-09-03 20:52:00 UTC

NP-MRD ID

NP0182223

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-keto-8-aminopelargonic acid

Description

Polyethylene glycol, also known as KAPA or 8-amino-7-oxononanoate, 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. Thus, polyethylene glycol is considered to be a fatty acid lipid molecule. 7-keto-8-aminopelargonic acid is found in Ailuropoda melanoleuca and Apis cerana. Polyethylene glycol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.4752    0.3129    0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996   -0.5747   -0.1610 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9391   -1.2970    1.0191 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1219    0.1470   -0.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267    0.8221   -1.7424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7760    0.0756   -0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1763    0.9026   -0.9265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5935    0.8945   -0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1664   -0.4833   -0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587   -0.5113    0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6589   -0.0347    1.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6849    0.3115    2.3133 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9202    0.0450    2.2075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7969    0.3711    1.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3283    1.3529   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3768   -0.0580   -0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5780   -1.3429   -0.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6479   -0.7011    1.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2457   -2.0287    0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7905    0.3640    0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911   -0.9866   -0.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2371    0.5827   -1.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2227    1.9372   -0.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2382    1.5646   -0.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5158    1.3151    0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1808   -0.9560   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5427   -1.1640    0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066   -1.5845    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2479    0.0520   -0.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5884    0.6718    1.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  6
  3 18  1  0
  3 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 13 30  1  0
M  END

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       5.596   6.311   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       6.930   2.461   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    8                                                       
CONECT    6    4    9                                                       
CONECT    7    1    8   10                                                  
CONECT    8    5    7   11                                                  
CONECT    9    6   12   13                                                  
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    9                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

View in JSmol

Synonyms

Value	Source
8-Amino-7-oxononanoic acid	Kegg
7-Keto-8-aminopelargonic acid	Kegg
KAPA	Kegg
8-Amino-7-oxononanoate	Generator
7-Keto-8-aminopelargonate	Generator
1,2-Ethanediol	HMDB
a-hydro-W-Hydroxypoly(oxy-1,2-ethanediyl), 8ci	HMDB
Ethane-1,2-diol	HMDB
Ethylene alcohol	HMDB
Ethylene glycol	HMDB
Ethylene oxide polymer	HMDB
Glycol	HMDB
Glycol alcohol	HMDB
L-Glycol	HMDB
L-Glycols	HMDB
Miralax	HMDB
Monoethylene glycol	HMDB
MXE	HMDB
Poly(oxyethylene) glycol	HMDB
Polyethylene glycol 6000	HMDB
Polyethylene oxide	HMDB
KAPA CPD	MeSH

Chemical Formula

C₉H₁₇NO₃

Average Mass

187.2362 Da

Monoisotopic Mass

187.12084 Da

IUPAC Name

8-amino-7-oxononanoic acid

Traditional Name

8-amino-7-oxononanoic acid

CAS Registry Number

Not Available

SMILES

CC(N)C(=O)CCCCCC(O)=O

InChI Identifier

InChI=1S/C9H17NO3/c1-7(10)8(11)5-3-2-4-6-9(12)13/h7H,2-6,10H2,1H3,(H,12,13)

InChI Key

GUAHPAJOXVYFON-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ailuropoda melanoleuca	LOTUS Database	35616633
Apis cerana	LOTUS Database	35616633

Chemical Taxonomy

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
Amino fatty acid
Branched fatty acid
Methyl-branched fatty acid
Alpha-aminoketone
Amino acid
Amino acid or derivatives
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Organic nitrogen compound
Carbonyl group
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

amino acid (CHEBI:15830 )
7-oxo monocarboxylic acid (CHEBI:15830 )
Oxo fatty acids (C01092 )
Oxo fatty acids (LMFA01060168 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2	ALOGPS
logP	-1.3	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	4.45	ChemAxon
pKa (Strongest Basic)	8.08	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.39 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	48.74 m³·mol⁻¹	ChemAxon
Polarizability	20.5 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016934

KNApSAcK ID

C00000758

Chemspider ID

Not Available

KEGG Compound ID

C01092

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Polyethylene glycol

METLIN ID

Not Available

PubChem Compound

173

PDB ID

Not Available

ChEBI ID

15830

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-keto-8-aminopelargonic acid (NP0182223)

MOL for NP0182223 (7-keto-8-aminopelargonic acid)

3D MOL for NP0182223 (7-keto-8-aminopelargonic acid)

3D SDF for NP0182223 (7-keto-8-aminopelargonic acid)

3D-SDF for NP0182223 (7-keto-8-aminopelargonic acid)

PDB for NP0182223 (7-keto-8-aminopelargonic acid)

3D PDB for NP0182223 (7-keto-8-aminopelargonic acid)

SMILES for NP0182223 (7-keto-8-aminopelargonic acid)

INCHI for NP0182223 (7-keto-8-aminopelargonic acid)

Structure for NP0182223 (7-keto-8-aminopelargonic acid)

3D Structure for NP0182223 (7-keto-8-aminopelargonic acid)