NP-MRD: Showing NP-Card for 9-Decenoic acid (NP0086508)

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Record Information

Version

2.0

Created at

2022-05-11 16:22:45 UTC

Updated at

2022-05-11 16:22:45 UTC

NP-MRD ID

NP0086508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-Decenoic acid

Description

9-Decenoic acid, also known as caproleic acid or δ(9)-decenoate, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 9-Decenoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 9-Decenoic acid is a fatty, fruity, and green tasting compound. Outside of the human body, 9-Decenoic acid is found, on average, in the highest concentration within milk (cow). 9-Decenoic acid has also been detected, but not quantified in, a few different foods, such as alcoholic beverages, milk and milk products, and mollusks. This could make 9-decenoic acid a potential biomarker for the consumption of these foods. 9-Decenoic acid is found in Xerula longipes. A decenoic acid having the double bond at position 9.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 29  0  0  0  0  0  0  0  0999 V2000
    3.9544    1.5537   -0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8378    0.9426   -0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5954    0.5227    0.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3958   -0.9894    0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193   -1.4418    0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0792   -0.8164    0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1591   -1.3667   -0.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5211   -0.8034   -0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5848    0.6871   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9663    1.1168    0.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8641    0.2949    0.5060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3318    2.4538    0.1373 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7426    1.7759   -0.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1615    1.8765   -1.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1050    0.7553   -1.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6731    1.0013    1.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4761    0.7766    1.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032   -1.4363    0.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3712   -1.3101    2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1249   -2.5251    0.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4127   -1.1562   -0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3202   -1.0333    1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0705    0.2942    0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8841   -1.2025   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2110   -2.4632   -0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2267   -1.2450   -0.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8373   -1.1028    0.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274    1.1210    0.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743    1.0297   -1.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1152    2.6901   -0.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
 12 30  1  0
  9 28  1  0
  9 29  1  0
  8 26  1  0
  8 27  1  0
  7 24  1  0
  7 25  1  0
  6 22  1  0
  6 23  1  0
  5 20  1  0
  5 21  1  0
  4 18  1  0
  4 19  1  0
  3 16  1  0
  3 17  1  0
  2 15  1  0
  1 13  1  0
  1 14  1  0
M  END

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       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+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                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol

Synonyms

Value	Source
Caproleic acid	ChEBI
Delta(9)-Decenoic acid	ChEBI
Caproleate	Generator
delta(9)-Decenoate	Generator
Δ(9)-decenoate	Generator
Δ(9)-decenoic acid	Generator
9-Decenoate	Generator
9-Decylenic acid	HMDB
Dec-9-enoic acid	HMDB
FEMA 3660	HMDB
9-Decenoic acid	ChEBI

Chemical Formula

C₁₀H₁₈O₂

Average Mass

170.2487 Da

Monoisotopic Mass

170.13068 Da

IUPAC Name

dec-9-enoic acid

Traditional Name

9-decenoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCCCCCC=C

InChI Identifier

InChI=1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2H,1,3-9H2,(H,11,12)

InChI Key

KHAVLLBUVKBTBG-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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Xerula longipes	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

decenoic acid (CHEBI:32381 )
Unsaturated fatty acids (LMFA01030033 )

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	3.36	ALOGPS
logP	3.29	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	49.52 m³·mol⁻¹	ChemAxon
Polarizability	20.65 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

HMDB0031003

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002992

KNApSAcK ID

Not Available

Chemspider ID

55635

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cis-2-Decenoic acid

METLIN ID

Not Available

PubChem Compound

61743

PDB ID

Not Available

ChEBI ID

32381

Good Scents ID

Not Available

References

General References

Showing NP-Card for 9-Decenoic acid (NP0086508)

MOL for NP0086508 (9-Decenoic acid)

3D MOL for NP0086508 (9-Decenoic acid)

3D SDF for NP0086508 (9-Decenoic acid)

3D-SDF for NP0086508 (9-Decenoic acid)

PDB for NP0086508 (9-Decenoic acid)

3D PDB for NP0086508 (9-Decenoic acid)

SMILES for NP0086508 (9-Decenoic acid)

INCHI for NP0086508 (9-Decenoic acid)

Structure for NP0086508 (9-Decenoic acid)

3D Structure for NP0086508 (9-Decenoic acid)