NP-MRD: Showing NP-Card for 2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane (NP0163671)

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Record Information

Version

2.0

Created at

2022-09-02 22:23:05 UTC

Updated at

2022-09-02 22:23:05 UTC

NP-MRD ID

NP0163671

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane

Description

Panaquinquecol 5, also known as panaxyne epoxide or PQ 5, belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms). Panaquinquecol 5 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Panaquinquecol 5 has been detected, but not quantified in, tea. 2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane is found in Panax ginseng. This could make panaquinquecol 5 a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
    5.5913   -1.8310    2.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1102   -1.2717    1.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5498   -0.6056    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0685   -0.0159   -0.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4870    0.7163   -1.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4066    1.6705   -1.2172 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1587    1.8071    0.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2295    0.9933   -0.5056 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1441    1.5030   -0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503    0.4592   -1.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1181   -0.8166   -0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7944   -0.6478    0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1933   -0.0653    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8541    0.0977    1.7226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9876   -0.5456    1.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0059   -2.3009    3.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1119   -0.0293   -2.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594    1.3147   -2.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1378    2.5009   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3232   -0.0752   -0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6453    1.9231    0.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    2.3653   -1.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3818    0.1872   -2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8973    0.8810   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7964   -1.4660   -1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855   -1.3958   -0.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2088   -0.0740    1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9537   -1.6568    1.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7642   -0.7839   -0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1517    0.8788   -0.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4019    0.7388    2.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5255   -0.4723    2.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4363   -1.1860    1.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  2  3
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  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  3  0
  3  2  1  0
  2  1  3  0
  6  8  1  0
 15 32  1  0
 15 33  1  0
 14 31  1  0
 13 29  1  0
 13 30  1  0
 12 27  1  0
 12 28  1  0
 11 25  1  0
 11 26  1  0
 10 23  1  0
 10 24  1  0
  9 21  1  0
  9 22  1  0
  8 20  1  1
  6 19  1  6
  5 17  1  0
  5 18  1  0
  1 16  1  0
M  END


  Mrv0541 05061311032D          

 15 15  0  0  0  0            999 V2000
    2.5855    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1263    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1263    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1263    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1263    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1263    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4118    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5868    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  3  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  7  1  0  0  0  0
  9  6  3  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
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0163671

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C=CCCCCCC1OC1CC#CC#C

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O/c1-3-5-7-8-10-12-14-13(15-14)11-9-6-4-2/h2-3,13-14H,1,5,7-8,10-12H2

> <INCHI_KEY>
TVKDYKYMRUCXKP-UHFFFAOYSA-N

> <FORMULA>
C14H18O

> <MOLECULAR_WEIGHT>
202.2921

> <EXACT_MASS>
202.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.338450285245727

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane

> <ALOGPS_LOGP>
4.38

> <JCHEM_LOGP>
3.8613325656666664

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.68179971697488

> <JCHEM_PKA_STRONGEST_BASIC>
-4.209526518122196

> <JCHEM_POLAR_SURFACE_AREA>
12.53

> <JCHEM_REFRACTIVITY>
63.604200000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane

> <JCHEM_VEBER_RULE>
1

$$$$

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       4.826   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.036   9.597   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.036   8.057   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.036   6.517   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.827   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.161   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.036   4.977   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.495   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.036   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.828   3.437   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.702   2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.162   2.667   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.932   1.334   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    9                                                       
CONECT    7    5    8                                                       
CONECT    8    7   10                                                       
CONECT    9    6   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   14   15                                                  
CONECT   14   12   13   15                                                  
CONECT   15   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Value	Source
2-(6-Heptenyl)-3-(2,4-pentadiynyl)oxirane, 9ci	HMDB
2-Hept-6-enyl-3-penta-2,4-diynyl-oxirane	HMDB
8,9-Epoxy-1-tetradecene-11,13-diyne	HMDB
Panaxyne epoxide	HMDB
PQ 5	HMDB

Chemical Formula

C₁₄H₁₈O

Average Mass

202.2921 Da

Monoisotopic Mass

202.13577 Da

IUPAC Name

2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane

Traditional Name

2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane

CAS Registry Number

Not Available

SMILES

C=CCCCCCC1OC1CC#CC#C

InChI Identifier

InChI=1S/C14H18O/c1-3-5-7-8-10-12-14-13(15-14)11-9-6-4-2/h2-3,13-14H,1,5,7-8,10-12H2

InChI Key

TVKDYKYMRUCXKP-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
Panax ginseng	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Epoxides

Sub Class

Not Available

Direct Parent

Epoxides

Alternative Parents

Substituents

Acetylide
Oxacycle
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	4.38	ALOGPS
logP	3.86	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	18.68	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.53 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	63.6 m³·mol⁻¹	ChemAxon
Polarizability	25.34 Å³	ChemAxon
Number of Rings	1	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

HMDB0039356

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018913

KNApSAcK ID

Not Available

Chemspider ID

156728

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

180093

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane (NP0163671)

MOL for NP0163671 (2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane)

3D MOL for NP0163671 (2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane)

3D SDF for NP0163671 (2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane)

3D-SDF for NP0163671 (2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane)

PDB for NP0163671 (2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane)

3D PDB for NP0163671 (2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane)

SMILES for NP0163671 (2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane)

INCHI for NP0163671 (2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane)

Structure for NP0163671 (2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane)

3D Structure for NP0163671 (2-(hept-6-en-1-yl)-3-(penta-2,4-diyn-1-yl)oxirane)