NP-MRD: Showing NP-Card for Octyl caproate (NP0044978)

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Record Information

Version

2.0

Created at

2022-03-10 18:52:09 UTC

Updated at

2022-03-10 22:21:56 UTC

NP-MRD ID

NP0044978

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Octyl caproate

Description

Octyl caproate or Octyl hexanoate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of an alcohol with a medium to long chain aliphatic group. Octyl caproate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. It exists as a clear liquid and has a bland, fruity, mildly herbaceous odor. Octyl caproate is found naturally in a number of plants including muskmelon and parsnip. Fatty esters, such as octyl caproate, are often found in the cuticle of plant‚Äö√Ñ√¥s aerial parts. The hydrophobic properties of these molecules allow the cuticle to serve as a barrier for dehydration. Octyl caproate is one of several esters that are found in cannabis plants (PMID: 6991645 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 43  0  0  0  0  0  0  0  0999 V2000
   -6.1690   -1.5481   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5380   -0.9797    1.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9628    0.3718    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9162    0.2527   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4111    1.6655   -0.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3631    1.6462   -1.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1621    0.8223   -1.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4254    1.2499   -0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6820    0.4134    0.1503 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7549    0.2111   -0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7886    0.8287   -1.7656 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8840   -0.7191   -0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1316    0.0663    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1967   -0.9818    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4739   -0.2502    0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5348   -1.2605    1.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5935   -0.6662   -0.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0108   -2.2191    0.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3961   -1.9997   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3733   -0.7757    1.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8131   -1.6431    1.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4955    0.8745    1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7494    1.0565    0.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4015   -0.1383   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1115   -0.4190    0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0596    2.1385    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2487    2.2928   -0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8236    1.2179   -2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0566    2.6800   -1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4557   -0.2523   -1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813    0.8315   -2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294    2.3229   -0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1131    1.0952    0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5612   -1.2866    0.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1250   -1.3573   -1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4419    0.6588   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167    0.7302    0.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2970   -1.6403   -0.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8863   -1.5592    1.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2984    0.3832    1.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7939    0.3848   -0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1107   -2.2689    1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1428   -0.8750    1.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2401   -1.3543    0.2321 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
M  END


  Mrv1652303202018592D          

 16 15  0  0  0  0            999 V2000
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 C   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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044978

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCOC(=O)CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C14H28O2/c1-3-5-7-8-9-11-13-16-14(15)12-10-6-4-2/h3-13H2,1-2H3

> <INCHI_KEY>
CMNMHJVRZHGAAK-UHFFFAOYSA-N

> <FORMULA>
C14H28O2

> <MOLECULAR_WEIGHT>
228.376

> <EXACT_MASS>
228.208930142

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
29.88905363608352

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
octyl hexanoate

> <ALOGPS_LOGP>
5.65

> <JCHEM_LOGP>
5.058963858333334

> <ALOGPS_LOGS>
-5.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032727861315748

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
68.1203

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
octyl caproate

> <JCHEM_VEBER_RULE>
0

$$$$

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      12.526   8.772   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      23.196   8.772   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      24.529   6.462   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.530   8.772   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.198   8.772   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Value	Source
Octyl hexanoic acid	Generator

Chemical Formula

C₁₄H₂₈O₂

Average Mass

228.3760 Da

Monoisotopic Mass

228.20893 Da

IUPAC Name

octyl hexanoate

Traditional Name

octyl caproate

CAS Registry Number

4887-30-3

SMILES

CCCCCCCCOC(=O)CCCCC

InChI Identifier

InChI=1S/C14H28O2/c1-3-5-7-8-9-11-13-16-14(15)12-10-6-4-2/h3-13H2,1-2H3

InChI Key

CMNMHJVRZHGAAK-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
Heracleum antasiaticum	LOTUS Database	35616633
Heracleum persicum	LOTUS Database	35616633
Tordylium apulum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
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 Framework

Aliphatic acyclic compounds

External Descriptors

Wax monoesters (LMFA07010439 )

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	5.65	ALOGPS
logP	5.06	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-7	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	12	ChemAxon
Refractivity	68.12 m³·mol⁻¹	ChemAxon
Polarizability	29.89 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21006

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Octyl caproate (NP0044978)

MOL for NP0044978 (Octyl caproate)

3D MOL for NP0044978 (Octyl caproate)

3D SDF for NP0044978 (Octyl caproate)

3D-SDF for NP0044978 (Octyl caproate)

PDB for NP0044978 (Octyl caproate)

3D PDB for NP0044978 (Octyl caproate)

SMILES for NP0044978 (Octyl caproate)

INCHI for NP0044978 (Octyl caproate)

Structure for NP0044978 (Octyl caproate)

3D Structure for NP0044978 (Octyl caproate)