NP-MRD: Showing NP-Card for 3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate (NP0265310)

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Record Information

Version

2.0

Created at

2022-09-08 09:14:41 UTC

Updated at

2022-09-08 09:14:41 UTC

NP-MRD ID

NP0265310

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate

Description

3-Hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]pentanoate belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. 3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate is found in Homo sapiens. Based on a literature review very few articles have been published on 3-hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]pentanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 30  0  0  0  0  0  0  0  0999 V2000
   -2.4226   -2.2373    0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4645   -1.1084    0.7143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9930   -1.0290    1.8293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -0.1566   -0.3258 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8833   -0.6174   -1.4897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7638    1.1747   -0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5091    1.8786    1.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9244    2.9950    1.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177    1.3372    2.3624 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.2608   -0.1451   -0.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323    0.1659   -0.1695 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.8127   -0.7778    0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6664    1.4944    0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164   -0.0536   -1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6244   -2.3912   -0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371   -1.9580    0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0599   -3.1766    0.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931    0.0340   -2.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5325    1.8886   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8889    1.0273   -0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2420    0.5503   -1.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4755   -1.1399   -1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9303   -0.9697    0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6386   -0.3488    1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3791   -1.7835    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2353    2.2722   -0.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4321    1.6575    1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849    1.6644    0.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4759    0.2713   -0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136    0.5879   -2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5096   -1.1063   -1.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  6
  4  6  1  0
  6  7  1  0
  7  9  1  0
  7  8  2  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
 10 21  1  0
 10 22  1  0
 12 23  1  0
 12 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
M  CHG  2   9  -1  11   1
M  END


  Mrv1652309082211142D          

 14 13  0  0  0  0            999 V2000
    1.3480   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0329   -1.6500    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
M  CHG  2   9  -1  11   1
M  END
> <DATABASE_ID>
NP0265310

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C(O)(CC([O-])=O)C[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C9H17NO4/c1-7(11)9(14,5-8(12)13)6-10(2,3)4/h14H,5-6H2,1-4H3

> <INCHI_KEY>
GJTJQSPLLQWKMB-UHFFFAOYSA-N

> <FORMULA>
C9H17NO4

> <MOLECULAR_WEIGHT>
203.238

> <EXACT_MASS>
203.115758031

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
20.433795689060588

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]pentanoate

> <JCHEM_LOGP>
-4.851750068138413

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.454931062604873

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.079259996596086

> <JCHEM_PKA_STRONGEST_BASIC>
-4.474088053234213

> <JCHEM_POLAR_SURFACE_AREA>
77.42999999999999

> <JCHEM_REFRACTIVITY>
73.1608

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       2.516  -3.644   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976  -3.644   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.206  -4.977   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.206  -2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.564  -0.976   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.127  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.461  -2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.461  -0.770   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -3.795  -3.080   0.000  0.00  0.00           O-1
HETATM   10  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.540   0.000   0.000  0.00  0.00           N+1
HETATM   12  C   UNK     0       1.540   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.080  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6   10                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
3-Hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]pentanoic acid	Generator

Chemical Formula

C₉H₁₇NO₄

Average Mass

203.2380 Da

Monoisotopic Mass

203.11576 Da

IUPAC Name

3-hydroxy-4-oxo-3-[(trimethylazaniumyl)methyl]pentanoate

Traditional Name

3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate

CAS Registry Number

Not Available

SMILES

CC(=O)C(O)(CC([O-])=O)C[N+](C)(C)C

InChI Identifier

InChI=1S/C9H17NO4/c1-7(11)9(14,5-8(12)13)6-10(2,3)4/h14H,5-6H2,1-4H3

InChI Key

GJTJQSPLLQWKMB-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
Homo sapiens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Gamma-keto acids and derivatives

Direct Parent

Gamma-keto acids and derivatives

Alternative Parents

Substituents

Gamma-keto acid
Branched fatty acid
Short-chain keto acid
Hydroxy fatty acid
Acyloin
Beta-aminoketone
Fatty acyl
Alpha-hydroxy ketone
Tetraalkylammonium salt
Tertiary alcohol
Quaternary ammonium salt
Carboxylic acid salt
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic salt
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	-4.9	ChemAxon
pKa (Strongest Acidic)	4.08	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.43 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	73.16 m³·mol⁻¹	ChemAxon
Polarizability	20.43 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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

65793113

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129627848

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate (NP0265310)

MOL for NP0265310 (3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate)

3D MOL for NP0265310 (3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate)

3D SDF for NP0265310 (3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate)

3D-SDF for NP0265310 (3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate)

PDB for NP0265310 (3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate)

3D PDB for NP0265310 (3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate)

SMILES for NP0265310 (3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate)

INCHI for NP0265310 (3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate)

Structure for NP0265310 (3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate)

3D Structure for NP0265310 (3-hydroxy-4-oxo-3-[(trimethylammonio)methyl]pentanoate)