NP-MRD: Showing NP-Card for (3e,5e)-heptadeca-1,3,5-triene (NP0190722)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 07:26:52 UTC

Updated at

2022-09-04 07:26:52 UTC

NP-MRD ID

NP0190722

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3e,5e)-heptadeca-1,3,5-triene

Description

Heptadecatriene belongs to the class of organic compounds known as alkatrienes. These are acyclic hydrocarbons that contain exactly three carbon-to-carbon double bonds. (3e,5e)-heptadeca-1,3,5-triene is found in Echinacea purpurea. (3e,5e)-heptadeca-1,3,5-triene was first documented in 2003 (PMID: 12542343). Based on a literature review a small amount of articles have been published on Heptadecatriene (PMID: 34592207) (PMID: 31741191) (PMID: 28558268) (PMID: 23979535).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 46  0  0  0  0  0  0  0  0999 V2000
    7.8805   -2.4965    1.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3881   -1.7949    0.6720 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0638   -1.2072    0.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5196   -0.4905   -0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1604    0.0809   -0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6352    0.7955   -1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2766    1.3935   -0.9118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6381    1.0731    0.3909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770    1.7095    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    1.2222   -0.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7697   -0.2634   -0.5555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3368   -0.7292    0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6834   -0.1275    0.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6570   -0.4861   -0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0122    0.1507    0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9808   -0.2181   -0.9234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3261    0.3935   -0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3111   -2.6524    2.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8601   -2.9222    1.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9601   -1.6422   -0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4393   -1.3359    1.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0577   -0.3097   -1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5954   -0.0736    0.8532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2180    0.9465   -1.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    2.4783   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6239    1.0150   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6056   -0.0217    0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3017    1.4467    1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3748    2.8370    0.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1816    1.4717    1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6300    1.6771   -0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2569    1.5638   -1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4094   -0.5929   -1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -0.7848   -0.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3973   -1.8548    0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6474   -0.4527    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5899    0.9608    1.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1011   -0.5675    1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3475   -0.0673   -1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7443   -1.5707   -0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9412    1.2393    0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3789   -0.2390    1.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6162    0.1435   -1.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0609   -1.3340   -0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1941    1.3673   -0.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9778   -0.2888   -0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8825    0.5576   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  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  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 16 43  1  0
 16 44  1  0
 15 41  1  0
 15 42  1  0
 14 39  1  0
 14 40  1  0
 13 37  1  0
 13 38  1  0
 12 35  1  0
 12 36  1  0
 11 33  1  0
 11 34  1  0
 10 31  1  0
 10 32  1  0
  9 29  1  0
  9 30  1  0
  8 27  1  0
  8 28  1  0
  7 25  1  0
  7 26  1  0
  6 24  1  0
  5 23  1  0
  4 22  1  0
  3 21  1  0
  2 20  1  0
  1 18  1  0
  1 19  1  0
M  END


  Mrv1652309042209262D          

 17 16  0  0  0  0            999 V2000
   -0.0513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    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
    5.6645    3.2704    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
    7.0934    3.2704    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
    8.5224    3.2704    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
    9.9513    3.2704    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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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  1  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
M  END
> <DATABASE_ID>
NP0190722

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCC\C=C\C=C\C=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H30/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2/h3,5,7,9,11H,1,4,6,8,10,12-17H2,2H3/b7-5+,11-9+

> <INCHI_KEY>
DQKNHNPHGVWPJF-JEGFTUTRSA-N

> <FORMULA>
C17H30

> <MOLECULAR_WEIGHT>
234.427

> <EXACT_MASS>
234.234750966

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
33.111527603652064

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E,5E)-heptadeca-1,3,5-triene

> <JCHEM_LOGP>
6.993561908

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
82.2965

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3E,5E)-heptadeca-1,3,5-triene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.096   6.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.238   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.572   6.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.905   5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.239   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.575   5.335   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      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+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                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₃₀

Average Mass

234.4270 Da

Monoisotopic Mass

234.23475 Da

IUPAC Name

(3E,5E)-heptadeca-1,3,5-triene

Traditional Name

(3E,5E)-heptadeca-1,3,5-triene

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCC\C=C\C=C\C=C

InChI Identifier

InChI=1S/C17H30/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2/h3,5,7,9,11H,1,4,6,8,10,12-17H2,2H3/b7-5+,11-9+

InChI Key

DQKNHNPHGVWPJF-JEGFTUTRSA-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
Echinacea purpurea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkatrienes. These are acyclic hydrocarbons that contain exactly three carbon-to-carbon double bonds.

Kingdom

Organic compounds

Super Class

Hydrocarbons

Class

Unsaturated hydrocarbons

Sub Class

Olefins

Direct Parent

Alkatrienes

Alternative Parents

Unsaturated aliphatic hydrocarbons

Substituents

Alkatriene
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	6.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	82.3 m³·mol⁻¹	ChemAxon
Polarizability	33.11 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

Not Available

Chemspider ID

67037151

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19377911

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sprengel J, Kratschmer K, Vetter W: A new synthesis approach for the generation of single chain CP mixtures composed of a few major compounds. Chemosphere. 2022 Jan;287(Pt 4):132372. doi: 10.1016/j.chemosphere.2021.132372. Epub 2021 Sep 27. [PubMed:34592207 ]
Arnold SEJ, Forbes SJ, Hall DR, Farman DI, Bridgemohan P, Spinelli GR, Bray DP, Perry GB, Grey L, Belmain SR, Stevenson PC: Floral Odors and the Interaction between Pollinating Ceratopogonid Midges and Cacao. J Chem Ecol. 2019 Oct;45(10):869-878. doi: 10.1007/s10886-019-01118-9. Epub 2019 Nov 18. [PubMed:31741191 ]
Twidle AM, Suckling DM, Seal AG, Fedrizzi B, Pilkington LI, Barker D: Identification of in situ flower volatiles from kiwifruit (Actinidia chinensis var. deliciosa) cultivars and their male pollenisers in a New Zealand orchard. Phytochemistry. 2017 Sep;141:61-69. doi: 10.1016/j.phytochem.2017.05.011. Epub 2017 May 27. [PubMed:28558268 ]
De Silva EC, Silk PJ, Mayo P, Hillier NK, Magee D, Cutler GC: Identification of sex pheromone components of blueberry spanworm Itame argillacearia (Lepidoptera: Geometridae). J Chem Ecol. 2013 Sep;39(9):1169-81. doi: 10.1007/s10886-013-0337-5. Epub 2013 Aug 27. [PubMed:23979535 ]
Rimando AM, Dayan FE, Streibig JC: PSII inhibitory activity of resorcinolic lipids from Sorghum bicolor. J Nat Prod. 2003 Jan;66(1):42-5. doi: 10.1021/np0203842. [PubMed:12542343 ]
LOTUS database [Link]

Showing NP-Card for (3e,5e)-heptadeca-1,3,5-triene (NP0190722)

MOL for NP0190722 ((3e,5e)-heptadeca-1,3,5-triene)

3D MOL for NP0190722 ((3e,5e)-heptadeca-1,3,5-triene)

3D SDF for NP0190722 ((3e,5e)-heptadeca-1,3,5-triene)

3D-SDF for NP0190722 ((3e,5e)-heptadeca-1,3,5-triene)

PDB for NP0190722 ((3e,5e)-heptadeca-1,3,5-triene)

3D PDB for NP0190722 ((3e,5e)-heptadeca-1,3,5-triene)

SMILES for NP0190722 ((3e,5e)-heptadeca-1,3,5-triene)

INCHI for NP0190722 ((3e,5e)-heptadeca-1,3,5-triene)

Structure for NP0190722 ((3e,5e)-heptadeca-1,3,5-triene)

3D Structure for NP0190722 ((3e,5e)-heptadeca-1,3,5-triene)