NP-MRD: Showing NP-Card for Hydroxyhexanoycarnitine (NP0339193)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 20:19:14 UTC

Updated at

2024-09-11 20:19:14 UTC

NP-MRD ID

NP0339193

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hydroxyhexanoycarnitine

Description

Hydroxyhexanoycarnitine belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Thus, hydroxyhexanoycarnitine is considered to be a fatty ester lipid molecule. Hydroxyhexanoycarnitine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251208172D          

 19 18  0  0  1  0            999 V2000
   13.3348   -5.9035    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0473   -5.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7599   -5.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7599   -6.7262    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.3348   -6.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4724   -5.4921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6222   -5.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6222   -4.6693    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   13.4450   -4.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7995   -4.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6222   -3.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6202   -7.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9058   -6.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1912   -7.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4767   -6.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7621   -7.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0476   -6.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6202   -7.9638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1912   -7.9638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  1  5  1  6  0  0  0
  3  6  2  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 12  2  0  0  0  0
 12  5  1  0  0  0  0
 14 19  1  0  0  0  0
M  CHG  2   4  -1   8   1
M  END
> <DATABASE_ID>
NP0339193

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H25NO5/c1-5-6-10(15)7-13(18)19-11(8-12(16)17)9-14(2,3)4/h10-11,15H,5-9H2,1-4H3/t10?,11-/m0/s1

> <INCHI_KEY>
VYEONLJQPYRKAN-DTIOYNMSSA-N

> <FORMULA>
C13H25NO5

> <MOLECULAR_WEIGHT>
275.3413

> <EXACT_MASS>
275.173272915

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.675316380576454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-3-[(3-hydroxyhexanoyl)oxy]-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
-2.01

> <JCHEM_LOGP>
-3.6429498628050787

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.000584570038782

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.102434316471343

> <JCHEM_PKA_STRONGEST_BASIC>
-2.798544593356798

> <JCHEM_POLAR_SURFACE_AREA>
86.66000000000001

> <JCHEM_REFRACTIVITY>
92.58219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-3-[(3-hydroxyhexanoyl)oxy]-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      24.892 -11.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.222 -10.252   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.552 -11.020   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      27.552 -12.556   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0      24.892 -12.556   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      28.882 -10.252   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      23.562 -10.252   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      23.562  -8.716   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0      25.097  -8.716   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.026  -8.716   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.562  -7.180   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.558 -13.326   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.224 -12.556   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.890 -13.326   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.556 -12.556   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.223 -13.326   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.889 -12.556   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      23.558 -14.866   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      20.890 -14.866   0.000  0.00  0.00           O+0
CONECT    1    2    5    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3                                                            
CONECT    5    1   12                                                       
CONECT    6    3                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12   13   18    5                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   12                                                            
CONECT   19   14                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₂₅NO₅

Average Mass

275.3413 Da

Monoisotopic Mass

275.17327 Da

IUPAC Name

(3S)-3-[(3-hydroxyhexanoyl)oxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

(3S)-3-[(3-hydroxyhexanoyl)oxy]-4-(trimethylammonio)butanoate

CAS Registry Number

Not Available

SMILES

CCCC(O)CC(=O)O[C@@H](CC([O-])=O)C[N+](C)(C)C

InChI Identifier

InChI=1S/C13H25NO5/c1-5-6-10(15)7-13(18)19-11(8-12(16)17)9-14(2,3)4/h10-11,15H,5-9H2,1-4H3/t10?,11-/m0/s1

InChI Key

VYEONLJQPYRKAN-DTIOYNMSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Acyl carnitines

Alternative Parents

Substituents

Acyl-carnitine
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid salt
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic zwitterion
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Alcohol
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	-2	ALOGPS
logP	-3.6	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	86.66 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	92.58 m³·mol⁻¹	ChemAxon
Polarizability	29.68 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

HMDB0013131

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029304

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481699

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Hydroxyhexanoycarnitine (NP0339193)

MOL for NP0339193 (Hydroxyhexanoycarnitine)

3D MOL for NP0339193 (Hydroxyhexanoycarnitine)

3D SDF for NP0339193 (Hydroxyhexanoycarnitine)

3D-SDF for NP0339193 (Hydroxyhexanoycarnitine)

PDB for NP0339193 (Hydroxyhexanoycarnitine)

3D PDB for NP0339193 (Hydroxyhexanoycarnitine)

SMILES for NP0339193 (Hydroxyhexanoycarnitine)

INCHI for NP0339193 (Hydroxyhexanoycarnitine)

Structure for NP0339193 (Hydroxyhexanoycarnitine)

3D Structure for NP0339193 (Hydroxyhexanoycarnitine)