NP-MRD: Showing NP-Card for (Z)-9, 17-Octadecadienal (NP0083665)

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Record Information

Version

2.0

Created at

2022-04-29 04:38:02 UTC

Updated at

2022-04-29 04:38:02 UTC

NP-MRD ID

NP0083665

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(Z)-9, 17-Octadecadienal

Description

9,17-Octadecadienal belongs to the class of organic compounds known as fatty aldehydes. These are long chain aldehydes with a chain of at least 12 carbon atoms. (Z)-9, 17-Octadecadienal is found in Chamaemelum nobile . (Z)-9, 17-Octadecadienal was first documented in 2008 (PMID: 18618178). Based on a literature review a small amount of articles have been published on 9,17-Octadecadienal (PMID: 34466104) (PMID: 28670931) (PMID: 26667936) (PMID: 27379314).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 50  0  0  0  0  0  0  0  0999 V2000
    9.0048   -0.4709    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1135   -1.3676    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6456   -1.1048    0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3273    0.2618   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8250    0.4691   -0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2033    0.3291    1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302    0.5489    1.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -0.4371    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605   -0.1328    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0618    0.1881   -0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5226    0.5049   -0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562   -0.4433   -1.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6982   -0.0980   -1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4005   -0.1655   -0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512    0.2087   -0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6558    0.1730    0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1011    0.5541    0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9274    0.5311    1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8840    1.4282    2.2713 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7076    0.4979   -0.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0476   -0.7059    0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4128   -2.3499    0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1528   -1.8699   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3238   -1.1629    1.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7600    0.3809   -1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7952    1.0128    0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6315    1.4731   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4110   -0.2540   -0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6487    1.0699    1.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592   -0.7048    1.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3121    0.4185    2.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474    1.5848    0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4097   -0.3109   -0.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462   -1.4671    0.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0067   -0.1689    1.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4998    0.2256   -1.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9708    0.4818    0.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6234    1.5448   -1.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1726   -1.5020   -1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8632   -0.3868   -2.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2766   -0.7112   -2.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7757    0.9701   -2.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3287   -1.2258   -0.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9608    0.4518    0.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2616   -0.4632   -1.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8637    1.2405   -1.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6799   -0.8824    0.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2262    0.8080    1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5069   -0.1893   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1255    1.5365   -0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6002   -0.3187    1.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
M  END


  Mrv1652304292206382D          

 19 18  0  0  0  0            999 V2000
   -4.1467    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4322    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7177    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0083665

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C=CCCCCCC\C=C\CCCCCCCC=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h2,9-10,18H,1,3-8,11-17H2/b10-9+

> <INCHI_KEY>
RXORHYFDDNAOQS-MDZDMXLPSA-N

> <FORMULA>
C18H32O

> <MOLECULAR_WEIGHT>
264.453

> <EXACT_MASS>
264.24531565

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
35.489314632448654

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9E)-octadeca-9,17-dienal

> <ALOGPS_LOGP>
6.94

> <JCHEM_LOGP>
6.321194212333333

> <ALOGPS_LOGS>
-6.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.78551183539798

> <JCHEM_PKA_STRONGEST_BASIC>
-6.94430599953159

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
86.5209

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.86e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9E)-octadeca-9,17-dienal

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -7.740   4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.407   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.073   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.739   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.406   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.595   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      16.266   4.771   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                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₃₂O

Average Mass

264.4530 Da

Monoisotopic Mass

264.24532 Da

IUPAC Name

(9E)-octadeca-9,17-dienal

Traditional Name

(9E)-octadeca-9,17-dienal

CAS Registry Number

Not Available

SMILES

C=CCCCCCC\C=C\CCCCCCCC=O

InChI Identifier

InChI=1S/C18H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h2,9-10,18H,1,3-8,11-17H2/b10-9+

InChI Key

RXORHYFDDNAOQS-MDZDMXLPSA-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
Chamaemelum nobile	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty aldehydes. These are long chain aldehydes with a chain of at least 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty aldehydes

Direct Parent

Fatty aldehydes

Alternative Parents

Substituents

Fatty aldehyde
Alpha-hydrogen aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
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	6.94	ALOGPS
logP	6.32	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	17.79	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	86.52 m³·mol⁻¹	ChemAxon
Polarizability	35.49 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00052509

Chemspider ID

4936623

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6431297

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Farag SM, Essa EE, Alharbi SA, Alfarraj S, Abu El-Hassan GMM: Agro-waste derived compounds (flax and black seed peels): Toxicological effect against the West Nile virus vector, Culex pipiens L. with special reference to GC-MS analysis. Saudi J Biol Sci. 2021 Sep;28(9):5261-5267. doi: 10.1016/j.sjbs.2021.05.038. Epub 2021 May 24. [PubMed:34466104 ]
Yuan J, Gan T, Liu Y, Gao H, Xu W, Zhang T, Tan R, Cai Z, Jiang H: Composition and antimicrobial activity of the essential oil from the branches of Jacaranda cuspidifolia Mart. growing in Sichuan, China. Nat Prod Res. 2018 Jun;32(12):1451-1454. doi: 10.1080/14786419.2017.1346644. Epub 2017 Jul 3. [PubMed:28670931 ]
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Showing NP-Card for (Z)-9, 17-Octadecadienal (NP0083665)

MOL for NP0083665 ((Z)-9, 17-Octadecadienal)

3D MOL for NP0083665 ((Z)-9, 17-Octadecadienal)

3D SDF for NP0083665 ((Z)-9, 17-Octadecadienal)

3D-SDF for NP0083665 ((Z)-9, 17-Octadecadienal)

PDB for NP0083665 ((Z)-9, 17-Octadecadienal)

3D PDB for NP0083665 ((Z)-9, 17-Octadecadienal)

SMILES for NP0083665 ((Z)-9, 17-Octadecadienal)

INCHI for NP0083665 ((Z)-9, 17-Octadecadienal)

Structure for NP0083665 ((Z)-9, 17-Octadecadienal)

3D Structure for NP0083665 ((Z)-9, 17-Octadecadienal)