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Showing NP-Card for Octyl acetate (NP0049172)

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Record Information
Version2.0
Created at2022-03-17 21:08:15 UTC
Updated at2022-03-17 21:08:15 UTC
NP-MRD IDNP0049172
Secondary Accession NumbersNone
Natural Product Identification
Common NameOctyl acetate
DescriptionOctyl acetate, also known as octyl ethanoate or 1-octanol acetate, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. The acetate ester of octan-1-ol. Octyl acetate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Octyl acetate is an earthy, green, and herbal tasting compound. Outside of the human body, Octyl acetate is found, on average, in the highest concentration within sweet oranges and mandarin orange (clementine, tangerine). Octyl acetate has also been detected, but not quantified in, several different foods, such as muskmelons, cereals and cereal products, citrus, evergreen blackberries, and pears. This could make octyl acetate a potential biomarker for the consumption of these foods. Octyl acetate is found in Artemisia thuscula, Boswellia sacra, Bupleurum fruticosum, Citrus aurantium, Citrus iyo, Echinophora tenuifolia, Heracleum antasiaticum, Heracleum dissectum, Heracleum persicum, Heracleum sphondylium, Lavandula angustifolia, Lindera aggregata, Lonicera japonica, Mandragora autumnalis , Mentha aquatica, Micromeria myrtifolia, Ocimum basilicum, Ophrys sphegodes, Osmorhiza aristata, Polygala senega, Ruta angustifolia, Ruta graveolens, Thymus longicaulis, Thymus zygioides, Tipuana tipu and Zingiber officinale. Octyl acetate was first documented in 2014 (PMID: 24697288). Octyl acetate, with regard to humans, has been linked to the inborn metabolic disorder celiac disease (PMID: 26058155).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049172 (Octyl acetate)


  Mrv0541 05061310332D          

 12 11  0  0  0  0            999 V2000
   -4.8395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3052   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  2  1  0  0  0  0
 11 10  2  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
M  END
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3D MOL for NP0049172 (Octyl acetate)

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3D SDF for NP0049172 (Octyl acetate)

  Mrv0541 05061310332D          

 12 11  0  0  0  0            999 V2000
   -4.8395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3052   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1618   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8763   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  2  1  0  0  0  0
 11 10  2  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049172

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCOC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H20O2/c1-3-4-5-6-7-8-9-12-10(2)11/h3-9H2,1-2H3

> <INCHI_KEY>
YLYBTZIQSIBWLI-UHFFFAOYSA-N

> <FORMULA>
C10H20O2

> <MOLECULAR_WEIGHT>
172.2646

> <EXACT_MASS>
172.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
21.67027336624892

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
octyl acetate

> <ALOGPS_LOGP>
4.12

> <JCHEM_LOGP>
3.0247220163333326

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.993812176968582

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
49.69040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
octyl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0049172 (Octyl acetate)
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PDB for NP0049172 (Octyl acetate)
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      -9.034  -4.565   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.303  -4.565   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.700  -5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.366  -4.565   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.033  -5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.699  -4.565   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.365  -5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.032  -4.565   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.302  -5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.969  -5.335   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.969  -6.875   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.636  -4.565   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   10                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   12                                                       
CONECT   10    2   11   12                                                  
CONECT   11   10                                                            
CONECT   12    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

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3D PDB for NP0049172 (Octyl acetate)
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SMILES for NP0049172 (Octyl acetate)
CCCCCCCCOC(C)=O
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INCHI for NP0049172 (Octyl acetate)
InChI=1S/C10H20O2/c1-3-4-5-6-7-8-9-12-10(2)11/h3-9H2,1-2H3
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Synonyms
ValueSource
Caprylyl acetateChEBI
N-Octanyl acetateChEBI
Octyl ethanoateChEBI
Caprylyl acetic acidGenerator
N-Octanyl acetic acidGenerator
Octyl ethanoic acidGenerator
Octyl acetic acidGenerator
1-Octanol acetateHMDB
1-Octyl acetateHMDB
2-Ethylhexyl acetateHMDB
Acetate C-8HMDB
Acetic acid N-octyl esterHMDB
Acetic acid octyl esterHMDB
Acetic acid, octyl esterHMDB
FEMA 2806HMDB
N-Octyl acetateHMDB
N-Octyl ethanoateHMDB
Octanol acetateHMDB
Octyl acetate, normalHMDB
Octyl alcohol acetateHMDB
Chemical FormulaC10H20O2
Average Mass172.2646 Da
Monoisotopic Mass172.14633 Da
IUPAC Nameoctyl acetate
Traditional Nameoctyl acetate
CAS Registry Number112-14-1
SMILES
CCCCCCCCOC(C)=O
InChI Identifier
InChI=1S/C10H20O2/c1-3-4-5-6-7-8-9-12-10(2)11/h3-9H2,1-2H3
InChI KeyYLYBTZIQSIBWLI-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Artemisia thusculaLOTUS Database
Boswellia sacraLOTUS Database
Bupleurum fruticosumLOTUS Database
Citrus aurantiumLOTUS Database
Citrus iyoLOTUS Database
Citrus limonFooDB
Citrus reticulataFooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Cucumis meloFooDB
Echinophora tenuifoliaLOTUS Database
Heracleum antasiaticumLOTUS Database
Heracleum dissectumLOTUS Database
Heracleum persicumLOTUS Database
Heracleum sphondyliumLOTUS Database
Lavandula angustifoliaLOTUS Database
Lindera aggregataLOTUS Database
Lonicera japonicaLOTUS Database
Mandragora autumnalisPlant
Mentha aquaticaLOTUS Database
Micromeria myrtifoliaLOTUS Database
Ocimum basilicumLOTUS Database
Ophrys sphegodesLOTUS Database
Osmorhiza aristataLOTUS Database
Polygala senegaLOTUS Database
Psidium guajavaFooDB
Pyrus communisFooDB
    • Christian Chervin, Jim Speirs, Brian Loveys, Brian D Patterson. Influence of low oxygen storage o...
Pyrus pyrifoliaFooDB
    • Gary R. Takeoka, Ron G. Buttery, and Robert A. Flath. Volatile Constituents of Asian Pear (Pyrus ...
Ruta angustifoliaLOTUS Database
Ruta graveolensLOTUS Database
Thymus longicaulisLOTUS Database
Thymus zygioidesLOTUS Database
Tipuana tipuPlant
Zingiber officinaleLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty alcohol esters  
Direct ParentFatty alcohol esters  
Alternative Parents
Substituents
  • Fatty alcohol 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
logP4.12ALOGPS
logP3.02ChemAxon
logS-3.6ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity49.69 m³·mol⁻¹ChemAxon
Polarizability21.67 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038602  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017993  
KNApSAcK IDC00035557  
Chemspider ID7872  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkOctyl_acetate  
METLIN IDNot Available
PubChem Compound8164  
PDB IDNot Available
ChEBI ID87495  
Good Scents IDNot Available
References
General References
  1. Maggi F, Quassinti L, Bramucci M, Lupidi G, Petrelli D, Vitali LA, Papa F, Vittori S: Composition and biological activities of hogweed [Heracleum sphondylium L. subsp. ternatum (Velen.) Brummitt] essential oil and its main components octyl acetate and octyl butyrate. Nat Prod Res. 2014;28(17):1354-63. doi: 10.1080/14786419.2014.904311. Epub 2014 Apr 4. [PubMed:24697288  ] 
  2. Mishyna M, Laman N, Prokhorov V, Maninang JS, Fujii Y: Identification of octanal as plant growth inhibitory volatile compound released from Heracleum sosnowskyi fruit. Nat Prod Commun. 2015 May;10(5):771-4. [PubMed:26058155  ]