NP-MRD: Showing NP-Card for beta-Springene (NP0064998)

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Record Information

Version

2.0

Created at

2022-04-28 09:17:19 UTC

Updated at

2024-11-20 00:04:56 UTC

NP-MRD ID

NP0064998

Natural Product DOI

https://doi.org/10.57994/3473

Secondary Accession Numbers

None

Natural Product Identification

Common Name

beta-Springene

Description

(E,E)-7,11,15-Trimethyl-3-methylene-hexadeca-1,6,10,14-tetraene belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. beta-Springene is found in Alligator mississippiensis, Antidorcas marsupialis, Habrobracon hebetor, Nicotiana tabacum, Paleosuchus trigonatus, Pinus nigra and Pinus sylvestris . Based on a literature review very few articles have been published on (E,E)-7,11,15-Trimethyl-3-methylene-hexadeca-1,6,10,14-tetraene.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 52 51  0  0  0  0  0  0  0  0999 V2000
    6.8256   -0.8199   -0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3679   -0.0270   -0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6808    0.5434    1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3813    1.3366    1.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2635    0.2915    1.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054    0.9608    0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8966    0.6288    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0924    0.0100   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6454   -0.3407   -1.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6825   -0.3204    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2843    0.3683   -0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6823    0.0322   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4387   -0.5864   -1.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9403   -0.9614   -2.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8603   -0.9422   -0.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2272   -0.5039    0.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6429   -0.8964    0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5555    0.0264    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1550    1.4626    0.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9763   -0.3177    1.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8044   -1.1111   -0.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3828   -1.2415   -1.7873 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4429    0.2127   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4258    1.5490    1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8990    1.7786    2.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0290    0.7160    2.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0402   -0.8104    1.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5961    0.7981   -0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3899    2.0837    0.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365    0.9049    1.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8476   -0.8019   -2.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4717   -1.0686   -1.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528    0.5836   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4311   -0.0505    1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5912   -1.4332    0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1535    1.4473   -0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    0.0563   -1.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0845    0.2887    0.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6549   -1.6212   -3.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8699   -0.0345   -3.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9860   -1.5242   -2.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0063   -2.0188   -1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5310   -0.3874   -1.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1191    0.5703    0.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6215   -1.1028    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9756   -1.9266    0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4292    1.6284    1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7135    1.6996   -0.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0444    2.1119    1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6426    0.4034    0.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2242   -1.3500    0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2636   -0.2946    2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 20  1  0
 18 17  2  3
 17 16  1  0
 16 15  1  0
 15 13  1  0
 13 14  1  0
 13 12  2  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  3
  3  2  1  0
  2  1  2  3
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 17 46  1  0
 16 44  1  0
 16 45  1  0
 15 42  1  0
 15 43  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 12 38  1  0
 11 36  1  0
 11 37  1  0
 10 34  1  0
 10 35  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
  7 30  1  0
  6 28  1  0
  6 29  1  0
  5 26  1  0
  5 27  1  0
  4 24  1  0
  4 25  1  0
  2 23  1  0
  1 21  1  0
  1 22  1  0
M  END


  Mrv1652304282211172D          

 20 19  0  0  0  0            999 V2000
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0967    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8112    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5256    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8112   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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  2  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  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 12 19  1  0  0  0  0
  8 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0064998

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC(=C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C20H32/c1-7-18(4)12-9-14-20(6)16-10-15-19(5)13-8-11-17(2)3/h7,11,14-15H,1,4,8-10,12-13,16H2,2-3,5-6H3/b19-15+,20-14+

> <INCHI_KEY>
XSIVJVJUIXOEPW-YTOAGJIJSA-N

> <FORMULA>
C20H32

> <MOLECULAR_WEIGHT>
272.476

> <EXACT_MASS>
272.25040103

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.67206186286089

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6E,10E)-7,11,15-trimethyl-3-methylidenehexadeca-1,6,10,14-tetraene

> <ALOGPS_LOGP>
6.72

> <JCHEM_LOGP>
6.856528686666666

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
95.9842

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.35e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E,10E)-7,11,15-trimethyl-3-methylidenehexadeca-1,6,10,14-tetraene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.645   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.978   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.312   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.646   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.979   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.313   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.647   1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.980   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.314   1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.648   2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.314  -0.206   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.979  -0.206   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.645  -0.206   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1                                                            
CONECT    3    1    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   12                                                            
CONECT   20    8                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂

Average Mass

272.4760 Da

Monoisotopic Mass

272.25040 Da

IUPAC Name

(6E,10E)-7,11,15-trimethyl-3-methylidenehexadeca-1,6,10,14-tetraene

Traditional Name

(6E,10E)-7,11,15-trimethyl-3-methylidenehexadeca-1,6,10,14-tetraene

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC(=C)C=C

InChI Identifier

InChI=1S/C20H32/c1-7-18(4)12-9-14-20(6)16-10-15-19(5)13-8-11-17(2)3/h7,11,14-15H,1,4,8-10,12-13,16H2,2-3,5-6H3/b19-15+,20-14+

InChI Key

XSIVJVJUIXOEPW-YTOAGJIJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C6D6, experimental)	weixiuting@ufl.edu	University of Florida	Xiuting Wei	2024-11-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C6D6, experimental)	weixiuting@ufl.edu	University of Florida	Xiuting Wei	2024-11-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C6D6, experimental)	weixiuting@ufl.edu	University of Florida	Xiuting Wei	2024-11-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C6D6, experimental)	weixiuting@ufl.edu	University of Florida	Xiuting Wei	2024-11-18	View Spectrum

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
Alligator mississippiensis	LOTUS Database	35616633
Antidorcas marsupialis	Animalia	KNApSAcK
Habrobracon hebetor	LOTUS Database	35616633
Melittangium boletus		Not Available
Nicotiana tabacum	LOTUS Database	35616633
Paleosuchus trigonatus	LOTUS Database	35616633
Pinus nigra	Plant	KNApSAcK
Pinus sylvestris	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Acyclic diterpenoids

Alternative Parents

Substituents

Acyclic diterpenoid
Branched unsaturated hydrocarbon
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Acyclic olefin
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	6.72	ALOGPS
logP	6.86	ChemAxon
logS	-5.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	95.98 m³·mol⁻¹	ChemAxon
Polarizability	36.67 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

C00022077

Chemspider ID

4517837

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5365895

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for beta-Springene (NP0064998)

MOL for NP0064998 (beta-Springene)

3D MOL for NP0064998 (beta-Springene)

3D SDF for NP0064998 (beta-Springene)

3D-SDF for NP0064998 (beta-Springene)

PDB for NP0064998 (beta-Springene)

3D PDB for NP0064998 (beta-Springene)

SMILES for NP0064998 (beta-Springene)

INCHI for NP0064998 (beta-Springene)

Structure for NP0064998 (beta-Springene)

3D Structure for NP0064998 (beta-Springene)