Showing NP-Card for Butyl isovalerate (NP0085762)

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Record Information
Version2.0
Created at2022-04-29 06:14:17 UTC
Updated at2022-04-29 06:14:18 UTC
NP-MRD IDNP0085762
Secondary Accession NumbersNone
Natural Product Identification
Common NameButyl isovalerate
DescriptionButyl 3-methylbutanoate, also known as 1-butyl isovalerate or butyl isopentanoate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Butyl 3-methylbutanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Butyl 3-methylbutanoate is a sweet, apple, and fruit tasting compound. Outside of the human body, Butyl 3-methylbutanoate has been detected, but not quantified in, several different foods, such as alcoholic beverages, evergreen blackberries, fruits, and milk and milk products. Butyl isovalerate is found in Centaurea atropurpurea. This could make butyl 3-methylbutanoate a potential biomarker for the consumption of these foods.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0085762 (Butyl isovalerate)

  Mrv0541 05061306192D          

 11 10  0  0  0  0            999 V2000
   -2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  6  1  0  0  0  0
 11  9  1  0  0  0  0
M  END
Download

3D MOL for NP0085762 (Butyl isovalerate)

     RDKit          3D

 29 28  0  0  0  0  0  0  0  0999 V2000
    3.7803   -1.6401    1.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8866   -0.2515    0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5533    0.3826    0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7428   -0.3524   -0.6793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5211    0.3123   -0.8872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4353    0.5285    0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    0.1060    1.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960    1.2465   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8429    0.2710   -0.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0807   -0.5648    0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1292    0.9995   -0.7507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5341   -2.4025    0.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7932   -1.9204    1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1039   -1.7063    2.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063   -0.2998   -0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162    0.3828    1.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237    0.5948    1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842    1.3953   -0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5905   -1.4231   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941   -0.2820   -1.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6141    1.8638   -1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9550    1.9354    0.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5848   -0.4225   -1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0094   -1.1548    0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -1.2586    0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3117    0.0746    1.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9010    0.8493    0.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9237    2.0807   -0.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5869    0.6558   -1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  END
Download

3D SDF for NP0085762 (Butyl isovalerate)

  Mrv0541 05061306192D          

 11 10  0  0  0  0            999 V2000
   -2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  9  2  0  0  0  0
 11  6  1  0  0  0  0
 11  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0085762

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCOC(=O)CC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C9H18O2/c1-4-5-6-11-9(10)7-8(2)3/h8H,4-7H2,1-3H3

> <INCHI_KEY>
AYWJSCLAAPJZEF-UHFFFAOYSA-N

> <FORMULA>
C9H18O2

> <MOLECULAR_WEIGHT>
158.238

> <EXACT_MASS>
158.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
19.106638051333253

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
butyl 3-methylbutanoate

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
2.678570964666666

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0355757757927995

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
45.062900000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butyl isovalerate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0085762 (Butyl isovalerate)

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PDB for NP0085762 (Butyl isovalerate)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.414  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.256  -1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.922  -4.207   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.413  -2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.588  -1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.922  -2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.255  -2.667   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.255  -4.207   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.921  -1.897   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    8                                                            
CONECT    3    8                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5   11                                                       
CONECT    7    8    9                                                       
CONECT    8    2    3    7                                                  
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    6    9                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0085762 (Butyl isovalerate)
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SMILES for NP0085762 (Butyl isovalerate)
CCCCOC(=O)CC(C)C
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INCHI for NP0085762 (Butyl isovalerate)
InChI=1S/C9H18O2/c1-4-5-6-11-9(10)7-8(2)3/h8H,4-7H2,1-3H3
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View in JSmol
Synonyms
ValueSource
Butyl 3-methylbutanoic acidGenerator
1-Butyl isovalerateHMDB
Butanoic acid, 3-methyl-, butyl esterHMDB
Butyl 3-methylbutyrateHMDB
Butyl isopentanoateHMDB
Butyl isovalerateHMDB
Butyl isovalerianateHMDB
FEMA 2218HMDB
N-Butyl 3-methylbutanoateHMDB
N-Butyl isopentanoateHMDB
N-Butyl isovalerateHMDB
1-Methylbutyl 3-methylbutanoic acidGenerator
Chemical FormulaC9H18O2
Average Mass158.2380 Da
Monoisotopic Mass158.13068 Da
IUPAC Namebutyl 3-methylbutanoate
Traditional Namebutyl isovalerate
CAS Registry NumberNot Available
SMILES
CCCCOC(=O)CC(C)C
InChI Identifier
InChI=1S/C9H18O2/c1-4-5-6-11-9(10)7-8(2)3/h8H,4-7H2,1-3H3
InChI KeyAYWJSCLAAPJZEF-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Centaurea atropurpureaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acid esters  
Direct ParentFatty acid esters  
Alternative Parents
Substituents
  • Fatty acid ester
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.15ALOGPS
logP2.68ChemAxon
logS-2.4ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity45.06 m³·mol⁻¹ChemAxon
Polarizability19.11 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0032042  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008746  
KNApSAcK IDNot Available
Chemspider ID7693  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7981  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References