NP-MRD: Showing NP-Card for 1,2-dibutyrin (NP0339781)

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Record Information

Version

2.0

Created at

2024-09-11 23:31:41 UTC

Updated at

2024-09-11 23:31:41 UTC

NP-MRD ID

NP0339781

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,2-dibutyrin

Description

1,2-Dibutyrin is also known as beta-dibutyrin. 1,2-Dibutyrin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 1,2-dibutyrin.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272302032D          

 16 15  0  0  0  0            999 V2000
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 13  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
  4 16  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339781

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)OCC(CO)OC(=O)CCC

> <INCHI_IDENTIFIER>
InChI=1/C11H20O5/c1-3-5-10(13)15-8-9(7-12)16-11(14)6-4-2/h9,12H,3-8H2,1-2H3

> <INCHI_KEY>
AWHAUPZHZYUHOM-UHFFFAOYNA-N

> <FORMULA>
C11H20O5

> <MOLECULAR_WEIGHT>
232.276

> <EXACT_MASS>
232.131073744

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.144795008792546

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(butanoyloxy)-3-hydroxypropan-2-yl butanoate

> <JCHEM_LOGP>
1.3334458220000005

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.577784012023345

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9834772731409887

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
57.2749

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1,2-dibutyrin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      11.907   5.335   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      15.908   6.105   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      17.242   3.795   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.575   3.795   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      15.908   3.025   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      10.574   7.645   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    9                                                            
CONECT   14    7   15                                                       
CONECT   15   14                                                            
CONECT   16    4                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Value	Source
(2-Butanoyloxy-3-hydroxypropyl) butanoate	ChEBI
2,3-Dibutyrin	ChEBI
alpha,beta-Dibutyrine	ChEBI
beta-Dibutyrin	ChEBI
Glycerin-1,2-dibutyrate	ChEBI
Glycerin-alpha,beta-dibutyrin	ChEBI
Glycerol-1,2-dibutanoate	ChEBI
Glycerol-1,2-dibutyrate	ChEBI
Glycerol-alpha,beta-dibutanozte	ChEBI
Glycerol-alpha,beta-dibutyrate	ChEBI
Glycerol-alpha,beta-dibutyrin	ChEBI
(2-Butanoyloxy-3-hydroxypropyl) butanoic acid	Generator
a,b-Dibutyrine	Generator
Α,β-dibutyrine	Generator
b-Dibutyrin	Generator
Β-dibutyrin	Generator
Glycerin-1,2-dibutyric acid	Generator
Glycerin-a,b-dibutyrin	Generator
Glycerin-α,β-dibutyrin	Generator
Glycerol-1,2-dibutanoic acid	Generator
Glycerol-1,2-dibutyric acid	Generator
Glycerol-a,b-dibutanozte	Generator
Glycerol-α,β-dibutanozte	Generator
Glycerol-a,b-dibutyrate	Generator
Glycerol-a,b-dibutyric acid	Generator
Glycerol-alpha,beta-dibutyric acid	Generator
Glycerol-α,β-dibutyrate	Generator
Glycerol-α,β-dibutyric acid	Generator
Glycerol-a,b-dibutyrin	Generator
Glycerol-α,β-dibutyrin	Generator

Chemical Formula

C₁₁H₂₀O₅

Average Mass

232.2760 Da

Monoisotopic Mass

232.13107 Da

IUPAC Name

1-(butanoyloxy)-3-hydroxypropan-2-yl butanoate

Traditional Name

1,2-dibutyrin

CAS Registry Number

Not Available

SMILES

CCCC(=O)OCC(CO)OC(=O)CCC

InChI Identifier

InChI=1/C11H20O5/c1-3-5-10(13)15-8-9(7-12)16-11(14)6-4-2/h9,12H,3-8H2,1-2H3

InChI Key

AWHAUPZHZYUHOM-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Diradylglycerols

Direct Parent

1,2-diacylglycerols

Alternative Parents

Substituents

1,2-acyl-sn-glycerol
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

primary alcohol (CHEBI:76537 )
dibutyrin (CHEBI:76537 )
a 1,2-diacylglycerol (CPD-13040 )

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	1.33	ChemAxon
pKa (Strongest Acidic)	14.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	57.27 m³·mol⁻¹	ChemAxon
Polarizability	25.14 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

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-13040

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

76537

Good Scents ID

Not Available

References

General References

Showing NP-Card for 1,2-dibutyrin (NP0339781)

MOL for NP0339781 (1,2-dibutyrin)

3D MOL for NP0339781 (1,2-dibutyrin)

3D SDF for NP0339781 (1,2-dibutyrin)

3D-SDF for NP0339781 (1,2-dibutyrin)

PDB for NP0339781 (1,2-dibutyrin)

3D PDB for NP0339781 (1,2-dibutyrin)

SMILES for NP0339781 (1,2-dibutyrin)

INCHI for NP0339781 (1,2-dibutyrin)

Structure for NP0339781 (1,2-dibutyrin)

3D Structure for NP0339781 (1,2-dibutyrin)