NP-MRD: Showing NP-Card for Hexyl 2-methylpropanoate (NP0044915)

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Record Information

Version

2.0

Created at

2022-03-10 18:51:03 UTC

Updated at

2022-03-10 22:21:11 UTC

NP-MRD ID

NP0044915

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hexyl 2-methylpropanoate

Description

Hexyl 2-methylpropanoate, also known as Hexyl isobutyrate, 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). Hexyl 2-methylpropanoate is neutral compound. Hexyl 2-methylpropanoate has a sweet, apple, and berry taste. Hexyl 2-methylpropanoate is found in highest concentrations in milk (cow). Hexyl 2-methylpropanoate has also been detected in evergreen blackberries. This could make hexyl 2-methylpropanoate a potential biomarker for the consumption of these foods. Hexyl 2-methylpropanoate is also found in cannabis plants (PMID:6991645 ) And in giant hogweed (Heracleum mantegazzianum) essential oil (PMID: 30682808 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 31  0  0  0  0  0  0  0  0999 V2000
    4.8310    0.6678    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0806   -0.5320    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6127   -0.1335    0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1320    0.3016   -0.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6972    0.7391   -0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1750   -0.3803   -0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637   -0.0062   -0.2203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765   -0.9687    0.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0368   -2.1000    0.4780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9214   -0.6203    0.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0822    0.5276    1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3326   -0.0882   -1.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8016    0.7183    0.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9840    0.5704   -1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3128    1.6263    0.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749   -0.9328    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0978   -1.3752   -0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5241    0.7204    1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0567   -1.0094    1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1892   -0.5696   -1.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.0925   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6146    1.6470   -0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4083    1.0728   -1.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1141   -1.1802   -1.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1154   -0.8415    0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5397   -1.4867    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1562    0.8047    1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554    1.3638    0.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7142    0.1848    2.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3159    0.3926   -1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2436   -0.8866   -1.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5804    0.6813   -1.4430 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
M  END

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      -7.287   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.716   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.382   1.127   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.620   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.286   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.953   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.619   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.382   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.048   3.437   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.048   4.977   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.715   2.667   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    9                                                            
CONECT    3    9                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   12                                                       
CONECT    9    2    3   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12    8   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol

Synonyms

Value	Source
Hexyl 2-methylpropanoic acid	Generator
(Phenylmethyl)-penicillin	HMDB
(Phenylmethyl)-penicillinic acid	HMDB
(Phenylmethyl)penicillin	HMDB
(Phenylmethyl)penicillinic acid	HMDB
1-Hexyl isobutyrate	HMDB
Abbocillin	HMDB
Benzopenicillin	HMDB
Benzyl-6-aminopenicillinic acid	HMDB
Benzyl-penicillinic acid	HMDB
Benzylpenicillin	HMDB
Benzylpenicillin g	HMDB
Benzylpenicillinic acid	HMDB
Caproyl isobutyrate	HMDB
Cilloral	HMDB
Cilopen	HMDB
Compocillin g	HMDB
Cosmopen	HMDB
Dropcillin	HMDB
Free benzylpenicillin	HMDB
Free penicillin g	HMDB
Free penicillin II	HMDB
Galofak	HMDB
Gelacillin	HMDB
Hexyl isobutanoate	HMDB
Hexyl isobutyrate	HMDB
Isobutyric acid, hexyl ester	HMDB
Liquacillin	HMDB
N-Hexyl isobutanoate	HMDB
N-Hexyl isobutyrate	HMDB
Penicillin	HMDB
Penicillin g	HMDB
Penicillin g potassium salt	HMDB
Pentids	HMDB
Pharmacillin	HMDB
Phenylacetamidopenicillanic acid	HMDB
Pradupen	HMDB
Specilline g	HMDB

Chemical Formula

C₁₀H₂₀O₂

Average Mass

172.2646 Da

Monoisotopic Mass

172.14633 Da

IUPAC Name

hexyl 2-methylpropanoate

Traditional Name

hexyl 2-methylpropanoate

CAS Registry Number

5421-12-5

SMILES

CCCCCCOC(=O)C(C)C

InChI Identifier

InChI=1S/C10H20O2/c1-4-5-6-7-8-12-10(11)9(2)3/h9H,4-8H2,1-3H3

InChI Key

CYHBDKTZDLSRMY-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Cannabis sativa	NULL	Not Available

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).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic 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 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	3.9	ALOGPS
logP	3.38	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	49.69 m³·mol⁻¹	ChemAxon
Polarizability	21.56 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0037849

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017000

KNApSAcK ID

Not Available

Chemspider ID

15988

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16872

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wiese B, Martin K: Determination of benzylpenicillin in plasma and lymph at the ng ml-1 level by reversed-phase liquid chromatography in combination with digital subtraction chromatography technique. J Pharm Biomed Anal. 1989;7(1):107-18. doi: 10.1016/0731-7085(89)80071-8. [PubMed:2488601 ]
TRENNER NR, BUHS RP: A crystalline form of benzylpenicillinic acid. J Am Chem Soc. 1948 Sep;70(9):2897-2900. doi: 10.1021/ja01189a019. [PubMed:18882518 ]
Matouskova M, Jurova J, Grulova D, Wajs-Bonikowska A, Renco M, Sedlak V, Poracova J, Gogalova Z, Kalemba D: Phytotoxic Effect of Invasive Heracleum mantegazzianum Essential Oil on Dicot and Monocot Species. Molecules. 2019 Jan 24;24(3). pii: molecules24030425. doi: 10.3390/molecules24030425. [PubMed:30682808 ]

Showing NP-Card for Hexyl 2-methylpropanoate (NP0044915)

MOL for NP0044915 (Hexyl 2-methylpropanoate)

3D MOL for NP0044915 (Hexyl 2-methylpropanoate)

3D SDF for NP0044915 (Hexyl 2-methylpropanoate)

3D-SDF for NP0044915 (Hexyl 2-methylpropanoate)

PDB for NP0044915 (Hexyl 2-methylpropanoate)

3D PDB for NP0044915 (Hexyl 2-methylpropanoate)

SMILES for NP0044915 (Hexyl 2-methylpropanoate)

INCHI for NP0044915 (Hexyl 2-methylpropanoate)

Structure for NP0044915 (Hexyl 2-methylpropanoate)

3D Structure for NP0044915 (Hexyl 2-methylpropanoate)