NP-MRD: Showing NP-Card for 6,9-Heptadecadiene (NP0083825)

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Record Information

Version

2.0

Created at

2022-04-29 04:44:57 UTC

Updated at

2022-04-29 04:44:57 UTC

NP-MRD ID

NP0083825

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,9-Heptadecadiene

Description

6,9-Heptadecadiene belongs to the class of organic compounds known as alkadienes. These are acyclic hydrocarbons that contain exactly two carbon-to-carbon double bonds. Thus, 6,9-heptadecadiene is considered to be a hydrocarbon. 6,9-Heptadecadiene is found in Nymphaea caerulea. 6,9-Heptadecadiene was first documented in 2019 (PMID: 30535939). Based on a literature review a small amount of articles have been published on 6,9-heptadecadiene (PMID: 34098255) (PMID: 35056722) (PMID: 32036757) (PMID: 31928365).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 49 48  0  0  0  0  0  0  0  0999 V2000
    7.4525    0.1194    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0059   -0.1673   -1.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5134    0.0290   -1.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1153    1.4470   -0.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858    1.4919   -1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0116    0.4925   -0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2552   -0.5190   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6718   -1.5279    0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2031   -1.5713    0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -1.3215    1.4342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9616   -1.3637    1.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4494    0.0098    1.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9538    0.1147    1.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5249   -0.1746    0.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0498   -0.0662    0.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5092   -0.3762   -0.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9976   -0.3117   -1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6057    0.1658    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0561    1.0505    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0692   -0.7551    0.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2056   -1.2194   -1.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4629    0.5535   -1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2002   -0.1674   -2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9901   -0.6824   -0.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5846    2.1921   -1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3259    1.5691    0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2627    2.4923   -0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2714    1.2122   -2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1996    0.5642    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0608   -0.6017   -1.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0434   -2.5354    0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090   -1.4079    1.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3013   -1.8087   -0.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0101   -1.0845    2.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3096   -1.6306    0.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3643   -2.1468    2.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095    0.3545    2.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0630    0.7292    1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3707   -0.6154    2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2675    1.1111    2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1209    0.5397   -0.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2921   -1.2438    0.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4770   -0.7477    1.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3651    0.9688    0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1914   -1.4224   -1.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9936    0.2857   -1.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2060   -0.0527   -2.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4346   -1.3182   -0.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4776    0.4645   -0.4857 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  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 16 45  1  0
 16 46  1  0
 15 43  1  0
 15 44  1  0
 14 41  1  0
 14 42  1  0
 13 39  1  0
 13 40  1  0
 12 37  1  0
 12 38  1  0
 11 35  1  0
 11 36  1  0
 10 34  1  0
  9 33  1  0
  8 31  1  0
  8 32  1  0
  7 30  1  0
  6 29  1  0
  5 27  1  0
  5 28  1  0
  4 25  1  0
  4 26  1  0
  3 23  1  0
  3 24  1  0
  2 21  1  0
  2 22  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END


  Mrv1652304292206442D          

 17 16  0  0  0  0            999 V2000
   -3.2408    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  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
M  END
> <DATABASE_ID>
NP0083825

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCC\C=C\C\C=C\CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C17H32/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2/h11,13,16-17H,3-10,12,14-15H2,1-2H3/b13-11+,17-16+

> <INCHI_KEY>
AGMLTHHZJKHNLS-OJWGMWDRSA-N

> <FORMULA>
C17H32

> <MOLECULAR_WEIGHT>
236.443

> <EXACT_MASS>
236.25040103

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
32.36141625421958

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6E,9E)-heptadeca-6,9-diene

> <ALOGPS_LOGP>
7.68

> <JCHEM_LOGP>
7.297549894333333

> <ALOGPS_LOGS>
-6.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
82.2524

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.74e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E,9E)-heptadeca-6,9-diene

> <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      -6.049  10.367   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.716   9.597   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.716   8.057   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.382   7.287   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.382   5.747   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.048   4.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.048   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.715   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.619   3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.288   3.437   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

C₁₇H₃₂

Average Mass

236.4430 Da

Monoisotopic Mass

236.25040 Da

IUPAC Name

(6E,9E)-heptadeca-6,9-diene

Traditional Name

(6E,9E)-heptadeca-6,9-diene

CAS Registry Number

Not Available

SMILES

CCCCCCC\C=C\C\C=C\CCCCC

InChI Identifier

InChI=1S/C17H32/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2/h11,13,16-17H,3-10,12,14-15H2,1-2H3/b13-11+,17-16+

InChI Key

AGMLTHHZJKHNLS-OJWGMWDRSA-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
Nymphaea caerulea	Plant	KNApSAcK

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Hydrocarbons

Class

Unsaturated hydrocarbons

Sub Class

Olefins

Direct Parent

Alkadienes

Alternative Parents

Unsaturated aliphatic hydrocarbons

Substituents

Alkadiene
Unsaturated aliphatic hydrocarbon
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Hydrocarbons (LMFA11000472 )

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	7.68	ALOGPS
logP	7.3	ChemAxon
logS	-6.9	ALOGPS
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	82.25 m³·mol⁻¹	ChemAxon
Polarizability	32.36 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

C00052752

Chemspider ID

4517657

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5365698

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ikeda MA, Nakamura H, Sawada K: Long-chain alkenes and alkadienes of eight lichen species collected in Japan. Phytochemistry. 2021 Sep;189:112823. doi: 10.1016/j.phytochem.2021.112823. Epub 2021 Jun 4. [PubMed:34098255 ]
Zhou Q, Shi M, Zhang H, Zhu Z: Comparative Study of the Petal Structure and Fragrance Components of the Nymphaea hybrid, a Precious Water Lily. Molecules. 2022 Jan 9;27(2):408. doi: 10.3390/molecules27020408. [PubMed:35056722 ]
Moriyama D, Shimizu N: Biosynthesis of the widely distributed hydrocarbon (Z,Z)-6,9-heptadecadiene in astigmatid mites. Biosci Biotechnol Biochem. 2020 Jun;84(6):1119-1122. doi: 10.1080/09168451.2020.1723403. Epub 2020 Feb 10. [PubMed:32036757 ]
Lei G, Song C, Luo Y: Chemical composition of hydrosol volatiles of flowers from ten Paeonia x suffruticosa Andr. cultivars from Luoyang, China. Nat Prod Res. 2021 Oct;35(20):3509-3513. doi: 10.1080/14786419.2019.1709192. Epub 2020 Jan 13. [PubMed:31928365 ]
Troger A, Svensson GP, Althoff DM, Segraves KA, Raguso RA, Francke W: The Pattern of Straight Chain Hydrocarbons Released by Yucca Flowers (Asparagaceae). J Chem Ecol. 2019 Jan;45(1):46-49. doi: 10.1007/s10886-018-1037-y. Epub 2018 Dec 10. [PubMed:30535939 ]

Showing NP-Card for 6,9-Heptadecadiene (NP0083825)

MOL for NP0083825 (6,9-Heptadecadiene)

3D MOL for NP0083825 (6,9-Heptadecadiene)

3D SDF for NP0083825 (6,9-Heptadecadiene)

3D-SDF for NP0083825 (6,9-Heptadecadiene)

PDB for NP0083825 (6,9-Heptadecadiene)

3D PDB for NP0083825 (6,9-Heptadecadiene)

SMILES for NP0083825 (6,9-Heptadecadiene)

INCHI for NP0083825 (6,9-Heptadecadiene)

Structure for NP0083825 (6,9-Heptadecadiene)

3D Structure for NP0083825 (6,9-Heptadecadiene)