NP-MRD: Showing NP-Card for icos-9-yne (NP0230600)

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Record Information

Version

2.0

Created at

2022-09-06 11:05:58 UTC

Updated at

2022-09-06 11:05:58 UTC

NP-MRD ID

NP0230600

Secondary Accession Numbers

None

Natural Product Identification

Common Name

icos-9-yne

Description

9-Icosyne belongs to the class of organic compounds known as terminal alkynes. These are alkynes featuring a carbon substituent on one acetylenic carbon, and a hydrogen on the other carbon. 9-Icosyne is possibly neutral. Outside of the human body, 9-Icosyne has been detected, but not quantified in, green vegetables. icos-9-yne is found in Basella alba and Portulaca oleracea. This could make 9-icosyne a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 58 57  0  0  0  0  0  0  0  0999 V2000
   -8.8046   -0.8456    0.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2529    0.4925   -0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9861    0.8233    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9302   -0.2282    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6445   -0.2962   -1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5899   -1.3348   -1.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2952   -1.0074   -0.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8117    0.3375   -1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5540    0.6861   -0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5261    0.9720    0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7316    1.3112    0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829    1.2632   -0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2119    1.5892    0.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442    0.6594    1.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7458   -0.7428    1.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6114   -1.2036    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0667   -1.0556    0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6020    0.3345    0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1535    0.3118    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5906   -0.3698   -1.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1653   -1.6911    0.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8993   -0.7930    1.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8089   -0.9394   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0175    1.2519    0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1274    0.5786   -1.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1850    0.8796    1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5979    1.7915    0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0536    0.0312    1.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2632   -1.2392    0.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4155    0.6806   -1.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5852   -0.6753   -1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3876   -1.2553   -2.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9927   -2.3182   -1.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -1.1117    0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5440   -1.7590   -1.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695    0.2794   -2.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5103    1.1589   -0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5632    2.3070    1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225    0.5833    1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6738    1.8516   -1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9430    0.1929   -0.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283    2.6522    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9657    1.4224   -0.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7350    0.7120    2.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4245    1.1311    2.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9556   -1.3867    2.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6837   -1.0822    0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4172   -2.3176   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2645   -0.7687   -0.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5942   -1.7312    0.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4318   -1.4844   -0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3812    0.8459    1.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3295    0.9181   -0.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5387   -0.2584    0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5030    1.3498    0.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0099    0.0806   -2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4977   -1.4624   -1.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6606   -0.1214   -1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  3  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  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 19 54  1  0
 19 55  1  0
 18 52  1  0
 18 53  1  0
 17 50  1  0
 17 51  1  0
 16 48  1  0
 16 49  1  0
 15 46  1  0
 15 47  1  0
 14 44  1  0
 14 45  1  0
 13 42  1  0
 13 43  1  0
 12 40  1  0
 12 41  1  0
 11 38  1  0
 11 39  1  0
  8 36  1  0
  8 37  1  0
  7 34  1  0
  7 35  1  0
  6 32  1  0
  6 33  1  0
  5 30  1  0
  5 31  1  0
  4 28  1  0
  4 29  1  0
  3 26  1  0
  3 27  1  0
  2 24  1  0
  2 25  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END


  Mrv0541 05061312232D          

 20 19  0  0  0  0            999 V2000
    4.2355   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8105   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0960   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3815   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6671   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9526   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2381   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5237   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  3  0  0  0  0
 20 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0230600

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCC#CCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C20H38/c1-3-5-7-9-11-13-15-17-19-20-18-16-14-12-10-8-6-4-2/h3-17,19H2,1-2H3

> <INCHI_KEY>
ARULVMGJDAAVBD-UHFFFAOYSA-N

> <FORMULA>
C20H38

> <MOLECULAR_WEIGHT>
278.5157

> <EXACT_MASS>
278.297351216

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
40.25895103675729

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
icos-9-yne

> <ALOGPS_LOGP>
8.79

> <JCHEM_LOGP>
8.939805867333334

> <ALOGPS_LOGS>
-6.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
93.1836

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.81e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
icos-9-yne

> <JCHEM_VEBER_RULE>
0

$$$$

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      33.246  -6.875   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.240  -5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.913  -7.645   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.574  -6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.579  -6.875   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.907  -5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.245  -7.645   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.241  -6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      27.912  -6.875   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.575  -5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.578  -7.645   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.908  -6.105   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.244  -6.875   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.242  -5.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.911  -7.645   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.576  -6.105   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.577  -6.875   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.909  -5.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.243  -6.105   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   20                                                       
CONECT   20   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₈

Average Mass

278.5157 Da

Monoisotopic Mass

278.29735 Da

IUPAC Name

icos-9-yne

Traditional Name

icos-9-yne

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCC#CCCCCCCCC

InChI Identifier

InChI=1S/C20H38/c1-3-5-7-9-11-13-15-17-19-20-18-16-14-12-10-8-6-4-2/h3-17,19H2,1-2H3

InChI Key

ARULVMGJDAAVBD-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Basella alba	LOTUS Database	35616633
Portulaca oleracea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terminal alkynes. These are alkynes featuring a carbon substituent on one acetylenic carbon, and a hydrogen on the other carbon.

Kingdom

Organic compounds

Super Class

Hydrocarbons

Class

Unsaturated hydrocarbons

Sub Class

Acetylenes

Direct Parent

Terminal alkynes

Alternative Parents

Unsaturated aliphatic hydrocarbons

Substituents

Monosubstituted alkyne
Unsaturated aliphatic hydrocarbon
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	8.79	ALOGPS
logP	8.94	ChemAxon
logS	-6.2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	93.18 m³·mol⁻¹	ChemAxon
Polarizability	40.26 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

HMDB0041108

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020990

KNApSAcK ID

Not Available

Chemspider ID

484222

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

557019

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for icos-9-yne (NP0230600)

MOL for NP0230600 (icos-9-yne)

3D MOL for NP0230600 (icos-9-yne)

3D SDF for NP0230600 (icos-9-yne)

3D-SDF for NP0230600 (icos-9-yne)

PDB for NP0230600 (icos-9-yne)

3D PDB for NP0230600 (icos-9-yne)

SMILES for NP0230600 (icos-9-yne)

INCHI for NP0230600 (icos-9-yne)

Structure for NP0230600 (icos-9-yne)

3D Structure for NP0230600 (icos-9-yne)