Showing NP-Card for isoamyl formate (NP0224098)

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Record Information
Version2.0
Created at2022-09-06 02:22:51 UTC
Updated at2022-09-06 02:22:52 UTC
NP-MRD IDNP0224098
Secondary Accession NumbersNone
Natural Product Identification
Common Nameisoamyl formate
Description3-Methylbutyl formate, also known as isoamyl methanoate or isopentyl formate, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). 3-Methylbutyl formate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 3-Methylbutyl formate is a blackcurrant, dry, and earthy tasting compound. Outside of the human body,. isoamyl formate is found in Plectranthus glabratus. The formate ester of isoamylol.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0224098 (isoamyl formate)

  Mrv0541 05061307372D          

  8  7  0  0  0  0            999 V2000
    4.3974   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  5  2  0  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
M  END
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3D MOL for NP0224098 (isoamyl formate)

     RDKit          3D

 20 19  0  0  0  0  0  0  0  0999 V2000
   -2.2365   -0.9243   -0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8941   -0.2062   -0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1008    1.1647   -0.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0725   -1.0554    0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610   -0.4981    0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5180    0.7486    0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7303    1.3764    1.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8066    0.8483    0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8319   -0.6530   -1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0810   -2.0329   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7839   -0.7545    0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5635   -0.0957   -1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0930    1.5304   -0.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3672    1.9045   -0.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596    1.2048    1.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3384   -1.2421    1.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1347   -2.0285   -0.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136   -0.4288   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0818   -1.2038    0.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7315    2.3456    1.5196 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  7 20  1  0
M  END
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3D SDF for NP0224098 (isoamyl formate)

  Mrv0541 05061307372D          

  8  7  0  0  0  0            999 V2000
    4.3974   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  5  2  0  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224098

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCOC=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O2/c1-6(2)3-4-8-5-7/h5-6H,3-4H2,1-2H3

> <INCHI_KEY>
XKYICAQFSCFURC-UHFFFAOYSA-N

> <FORMULA>
C6H12O2

> <MOLECULAR_WEIGHT>
116.1583

> <EXACT_MASS>
116.083729628

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
13.150121136552842

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methylbutyl formate

> <ALOGPS_LOGP>
2.01

> <JCHEM_LOGP>
1.4847677446666667

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.816485456670976

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
31.344500000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isoamyl formate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0224098 (isoamyl formate)

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PDB for NP0224098 (isoamyl formate)
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       8.208  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.875   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.541  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.875   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.206  -0.770   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.874  -0.770   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    6                                                            
CONECT    3    4    6                                                       
CONECT    4    3    8                                                       
CONECT    5    7    8                                                       
CONECT    6    1    2    3                                                  
CONECT    7    5                                                            
CONECT    8    4    5                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

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3D PDB for NP0224098 (isoamyl formate)
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SMILES for NP0224098 (isoamyl formate)
CC(C)CCOC=O
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INCHI for NP0224098 (isoamyl formate)
InChI=1S/C6H12O2/c1-6(2)3-4-8-5-7/h5-6H,3-4H2,1-2H3
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View in JSmol
Synonyms
ValueSource
Formic acid, isopentyl esterChEBI
Isoamyl methanoateChEBI
Isopentyl formateChEBI
Isopentyl methanoateChEBI
Formate, isopentyl esterGenerator
Isoamyl methanoic acidGenerator
Isopentyl formic acidGenerator
Isopentyl methanoic acidGenerator
3-Methylbutyl formic acidGenerator
1-Butanol, 3-methyl-, 1-formateHMDB
1-Butanol, 3-methyl-, formateHMDB
3-Methyl-1-butyl formateHMDB
Isoamyl formateHMDB
Isopentyl alcohol, formateHMDB
3-Methyl-2-butenyl formic acidGenerator
Chemical FormulaC6H12O2
Average Mass116.1583 Da
Monoisotopic Mass116.08373 Da
IUPAC Name3-methylbutyl formate
Traditional Nameisoamyl formate
CAS Registry NumberNot Available
SMILES
CC(C)CCOC=O
InChI Identifier
InChI=1S/C6H12O2/c1-6(2)3-4-8-5-7/h5-6H,3-4H2,1-2H3
InChI KeyXKYICAQFSCFURC-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Plectranthus glabratusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassCarboxylic acid derivatives  
Direct ParentCarboxylic acid esters  
Alternative Parents
Substituents
  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • 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
logP2.01ALOGPS
logP1.48ChemAxon
logS-1.3ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.34 m³·mol⁻¹ChemAxon
Polarizability13.15 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0034163  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012449  
KNApSAcK IDNot Available
Chemspider ID7761  
KEGG Compound IDC12293  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound8052  
PDB IDNot Available
ChEBI ID31726  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]