Showing NP-Card for Octanal (NP0001118)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Show more...Show more...
Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-08-19 23:58:48 UTC
NP-MRD IDNP0001118
Secondary Accession NumbersNone
Natural Product Identification
Common NameOctanal
DescriptionOctanal, also known as 1-caprylaldehyde or aldehyde C-8, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, octanal is considered to be a fatty aldehyde lipid molecule. A saturated fatty aldehyde formally arising from reduction of the carboxy group of caprylic acid (octanoic acid). Octanal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Octanal exists in all eukaryotes, ranging from yeast to humans. Octanal is an aldehydic, citrus, and fat tasting compound. Octanal is commonly found in high concentrations in limes, caraway, and mandarin orange (clementine, tangerine) and in lower concentrations in wild carrots and carrots. Octanal has also been detected, but not quantified in several different foods, such as cherry tomato, brussel sprouts, alaska wild rhubarbs, sweet marjorams, and sunflowers.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001118 (Octanal)

  Mrv1652303202019012D          

  9  8  0  0  0  0            999 V2000
    0.0000   -0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127    0.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161    0.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4356   -0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4356   -0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551    0.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1517    0.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8677   -0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8677   -0.1825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
Download

3D MOL for NP0001118 (Octanal)

HMDB0001140
     RDKit          3D
Octanal
 25 24  0  0  0  0  0  0  0  0999 V2000
   -3.6951   -0.8019   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7616    0.3043    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394   -0.2272    0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3989    0.8807    0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0349    0.4058    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5687   -0.1177   -0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -0.5710   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9351    0.5017   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5457    1.6469    0.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8111   -0.8420   -1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7236   -0.6619    0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3268   -1.8082   -0.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564    0.6467    1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8670    1.1213   -0.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803   -0.5714   -0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394   -1.0577    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172    1.7746   -0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6962    1.1727    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0183   -0.4362    1.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6558    1.1766    1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9071   -0.9756   -0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5250    0.6403   -1.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3508   -1.1022   -1.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0813   -1.3764    0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9985    0.2778    0.1685 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
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
M  END
Download

3D SDF for NP0001118 (Octanal)

  Mrv1652303202019012D          

  9  8  0  0  0  0            999 V2000
    0.0000   -0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127    0.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161    0.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4356   -0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4356   -0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551    0.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1517    0.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8677   -0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8677   -0.1825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0001118

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16O/c1-2-3-4-5-6-7-8-9/h8H,2-7H2,1H3

> <INCHI_KEY>
NUJGJRNETVAIRJ-UHFFFAOYSA-N

> <FORMULA>
C8H16O

> <MOLECULAR_WEIGHT>
128.212

> <EXACT_MASS>
128.120115134

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
16.4514327113307

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
octanal

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
2.5414172053333326

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.785516056058132

> <JCHEM_PKA_STRONGEST_BASIC>
-6.944305999531319

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
39.3502

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.89e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
octanal

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0001118 (Octanal)

HMDB0001140
     RDKit          3D
Octanal
 25 24  0  0  0  0  0  0  0  0999 V2000
   -3.6951   -0.8019   -0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7616    0.3043    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394   -0.2272    0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3989    0.8807    0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0349    0.4058    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5687   -0.1177   -0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -0.5710   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9351    0.5017   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5457    1.6469    0.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8111   -0.8420   -1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7236   -0.6619    0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3268   -1.8082   -0.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564    0.6467    1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8670    1.1213   -0.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803   -0.5714   -0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394   -1.0577    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172    1.7746   -0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6962    1.1727    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0183   -0.4362    1.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6558    1.1766    1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9071   -0.9756   -0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5250    0.6403   -1.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3508   -1.1022   -1.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0813   -1.3764    0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9985    0.2778    0.1685 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
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
M  END
Download

PDB for NP0001118 (Octanal)

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       0.000  -0.341   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.330   0.424   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.337   0.424   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.680  -0.341   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.680  -0.341   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.023   0.424   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.017   0.424   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.353  -0.341   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.353  -0.341   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
Download

3D PDB for NP0001118 (Octanal)

COMPND    HMDB0001140
HETATM    1  C1  UNL     1      -3.695  -0.802  -0.309  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.762   0.304   0.109  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.339  -0.227   0.185  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.399   0.881   0.604  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.035   0.406   0.699  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.569  -0.118  -0.581  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.992  -0.571  -0.424  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.935   0.502  -0.046  1.00  0.00           C  
HETATM    9  O1  UNL     1       3.546   1.647   0.033  1.00  0.00           O  
HETATM   10  H1  UNL     1      -3.811  -0.842  -1.424  1.00  0.00           H  
HETATM   11  H2  UNL     1      -4.724  -0.662   0.104  1.00  0.00           H  
HETATM   12  H3  UNL     1      -3.327  -1.808  -0.007  1.00  0.00           H  
HETATM   13  H4  UNL     1      -3.056   0.647   1.108  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.867   1.121  -0.631  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.080  -0.571  -0.825  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.339  -1.058   0.903  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.517   1.775  -0.025  1.00  0.00           H  
HETATM   18  H9  UNL     1      -0.696   1.173   1.643  1.00  0.00           H  
HETATM   19  H10 UNL     1       1.018  -0.436   1.438  1.00  0.00           H  
HETATM   20  H11 UNL     1       1.656   1.177   1.143  1.00  0.00           H  
HETATM   21  H12 UNL     1       0.907  -0.976  -0.891  1.00  0.00           H  
HETATM   22  H13 UNL     1       1.525   0.640  -1.399  1.00  0.00           H  
HETATM   23  H14 UNL     1       3.351  -1.102  -1.357  1.00  0.00           H  
HETATM   24  H15 UNL     1       3.081  -1.376   0.363  1.00  0.00           H  
HETATM   25  H16 UNL     1       4.999   0.278   0.169  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4   15   16
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9    9   25
END
Download

SMILES for NP0001118 (Octanal)

CCCCCCCC=O
Download

INCHI for NP0001118 (Octanal)

InChI=1S/C8H16O/c1-2-3-4-5-6-7-8-9/h8H,2-7H2,1H3
Download
View in JSmol
Synonyms
Chemical FormulaC8H16O
Average Mass128.2120 Da
Monoisotopic Mass128.12012 Da
IUPAC Nameoctanal
Traditional Nameoctanal
CAS Registry Number124-13-0
SMILES
CCCCCCCC=O
InChI Identifier
InChI=1S/C8H16O/c1-2-3-4-5-6-7-8-9/h8H,2-7H2,1H3
InChI KeyNUJGJRNETVAIRJ-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species Where Detected
Species NameSourceReference
Homo sapiens (Skin)KNApSAcK Database
Penicillium expansumKNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentMedium-chain aldehydes
Alternative Parents
Substituents
  • Medium-chain aldehyde
  • Alpha-hydrogen aldehyde
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-23 °CNot Available
Boiling Point171.00 to 173.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.56 mg/mLNot Available
LogP2.951 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
Water Solubility0.29 g/LALOGPS
logP3.19ALOGPS
logP2.54ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)17.79ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity39.35 m³·mol⁻¹ChemAxon
Polarizability16.45 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001140
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003339
KNApSAcK IDC00030880
Chemspider ID441
KEGG Compound IDC01545
BioCyc IDCPD-371
BiGG IDNot Available
Wikipedia LinkOctanal
METLIN ID6033
PubChem Compound454
PDB IDNot Available
ChEBI ID17935
Good Scents IDrw1000251
References
General References
  1. Orhan H, van Holland B, Krab B, Moeken J, Vermeulen NP, Hollander P, Meerman JH: Evaluation of a multi-parameter biomarker set for oxidative damage in man: increased urinary excretion of lipid, protein and DNA oxidation products after one hour of exercise. Free Radic Res. 2004 Dec;38(12):1269-79. [PubMed:15763951 ]
  2. Sansone-Land A, Takeoka GR, Shoemaker CF: Volatile constituents of commercial imported and domestic black-ripe table olives (Olea europaea). Food Chem. 2014 Apr 15;149:285-95. doi: 10.1016/j.foodchem.2013.10.090. Epub 2013 Oct 31. [PubMed:24295708 ]
  3. Mathure SV, Jawali N, Thengane RJ, Nadaf AB: Comparative quantitative analysis of headspace volatiles and their association with BADH2 marker in non-basmati scented, basmati and non-scented rice (Oryza sativa L.) cultivars of India. Food Chem. 2014 Jan 1;142:383-91. doi: 10.1016/j.foodchem.2013.07.066. Epub 2013 Jul 24. [PubMed:24001856 ]
  4. Song MK, Lee HS, Choi HS, Shin CY, Kim YJ, Park YK, Ryu JC: Octanal-induced inflammatory responses in cells relevant for lung toxicity: expression and release of cytokines in A549 human alveolar cells. Hum Exp Toxicol. 2014 Jul;33(7):710-21. doi: 10.1177/0960327113506722. Epub 2013 Oct 15. [PubMed:24130214 ]