NP-MRD: Showing NP-Card for 3,5-dimethylene-1,4,4-trimethylcyclopentene (NP0031279)

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Record Information

Version

2.0

Created at

2021-06-19 22:24:26 UTC

Updated at

2021-06-29 23:59:45 UTC

NP-MRD ID

NP0031279

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,5-dimethylene-1,4,4-trimethylcyclopentene

Provided By

JEOL Database JEOL Logo

Description

1,4,4-Trimethyl-3,5-dimethylidenecyclopent-1-ene belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. 3,5-dimethylene-1,4,4-trimethylcyclopentene is found in Lavandula luisieri. 3,5-dimethylene-1,4,4-trimethylcyclopentene was first documented in 2005 (Baldovini, N., et al.). Based on a literature review very few articles have been published on 1,4,4-trimethyl-3,5-dimethylidenecyclopent-1-ene.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100243D          

 24 24  0  0  0  0            999 V2000
   -1.7575   -3.6545    2.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7210   -2.7823    1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3248   -3.1149    0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800   -2.0520   -0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0362   -2.0571   -1.9867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8259   -0.8674    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9886    0.3573   -0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0701   -1.2939    1.6362 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5417   -1.0817    2.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472   -0.5238    2.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4829   -4.6957    2.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0640   -3.3475    3.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0224   -4.1084   -0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997   -1.7605   -2.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112   -1.3671   -2.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251   -3.0526   -2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7915    0.5713   -1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266    1.1859    0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8158   -0.0210    1.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2216   -1.6198    1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7372   -1.4345    3.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3585    0.5516    2.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0904   -0.6572    2.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2763   -0.8611    3.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  4  3  2  0  0  0  0
  4  5  1  0  0  0  0
  6  7  2  3  0  0  0
  3  2  1  0  0  0  0
  2  1  2  3  0  0  0
  2  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8  6  1  0  0  0  0
  8 10  1  0  0  0  0
  3 13  1  0  0  0  0
  5 14  1  0  0  0  0
  5 15  1  0  0  0  0
  5 16  1  0  0  0  0
  7 17  1  0  0  0  0
  7 18  1  0  0  0  0
  1 11  1  0  0  0  0
  1 12  1  0  0  0  0
  9 19  1  0  0  0  0
  9 20  1  0  0  0  0
  9 21  1  0  0  0  0
 10 22  1  0  0  0  0
 10 23  1  0  0  0  0
 10 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031279

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C1C([H])=C(C(=C([H])[H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H14/c1-7-6-8(2)10(4,5)9(7)3/h6H,2-3H2,1,4-5H3

> <INCHI_KEY>
ZYNJIWMABWRUJT-UHFFFAOYSA-N

> <FORMULA>
C10H14

> <MOLECULAR_WEIGHT>
134.222

> <EXACT_MASS>
134.109550451

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.927701349345266

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,4,4-trimethyl-3,5-dimethylidenecyclopent-1-ene

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
2.5700957270000004

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
46.0795

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4,4-trimethyl-3,5-dimethylidenecyclopent-1-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.758  -3.655   2.641  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.721  -2.782   1.627  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.325  -3.115   0.278  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.380  -2.052  -0.537  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.036  -2.057  -1.987  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.826  -0.867   0.182  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.989   0.357  -0.337  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.070  -1.294   1.636  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.542  -1.082   2.030  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.147  -0.524   2.596  0.00  0.00           C+0
HETATM   11  H   UNK     0      -1.483  -4.696   2.506  0.00  0.00           H+0
HETATM   12  H   UNK     0      -2.064  -3.348   3.636  0.00  0.00           H+0
HETATM   13  H   UNK     0      -1.022  -4.108  -0.023  0.00  0.00           H+0
HETATM   14  H   UNK     0      -1.900  -1.761  -2.591  0.00  0.00           H+0
HETATM   15  H   UNK     0      -0.211  -1.367  -2.192  0.00  0.00           H+0
HETATM   16  H   UNK     0      -0.725  -3.053  -2.321  0.00  0.00           H+0
HETATM   17  H   UNK     0      -1.792   0.571  -1.382  0.00  0.00           H+0
HETATM   18  H   UNK     0      -2.327   1.186   0.277  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.816  -0.021   1.997  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.222  -1.620   1.359  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.737  -1.435   3.050  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.359   0.552   2.577  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.090  -0.657   2.335  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.276  -0.861   3.631  0.00  0.00           H+0
CONECT    1    2   11   12                                                  
CONECT    2    3    1    8                                                  
CONECT    3    4    2   13                                                  
CONECT    4    6    3    5                                                  
CONECT    5    4   14   15   16                                             
CONECT    6    4    7    8                                                  
CONECT    7    6   17   18                                                  
CONECT    8    2    9    6   10                                             
CONECT    9    8   19   20   21                                             
CONECT   10    8   22   23   24                                             
CONECT   11    1                                                            
CONECT   12    1                                                            
CONECT   13    3                                                            
CONECT   14    5                                                            
CONECT   15    5                                                            
CONECT   16    5                                                            
CONECT   17    7                                                            
CONECT   18    7                                                            
CONECT   19    9                                                            
CONECT   20    9                                                            
CONECT   21    9                                                            
CONECT   22   10                                                            
CONECT   23   10                                                            
CONECT   24   10                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₄

Average Mass

134.2220 Da

Monoisotopic Mass

134.10955 Da

IUPAC Name

1,4,4-trimethyl-3,5-dimethylidenecyclopent-1-ene

Traditional Name

1,4,4-trimethyl-3,5-dimethylidenecyclopent-1-ene

CAS Registry Number

Not Available

SMILES

[H]C([H])=C1C([H])=C(C(=C([H])[H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C10H14/c1-7-6-8(2)10(4,5)9(7)3/h6H,2-3H2,1,4-5H3

InChI Key

ZYNJIWMABWRUJT-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lavandula luisieri	JEOL database	Baldovini, N., et al, Phytochemistry 66, 1651 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monocyclic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Branched unsaturated hydrocarbon
Cycloalkene
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	4.17	ALOGPS
logP	2.57	ChemAxon
logS	-2.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	46.08 m³·mol⁻¹	ChemAxon
Polarizability	16.93 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

Not Available

Chemspider ID

9732067

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11557292

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Baldovini, N., et al. (2005). Baldovini, N., et al, Phytochemistry 66, 1651 (2005) . Phytochem..

Showing NP-Card for 3,5-dimethylene-1,4,4-trimethylcyclopentene (NP0031279)

MOL for NP0031279 (3,5-dimethylene-1,4,4-trimethylcyclopentene )

3D MOL for NP0031279 (3,5-dimethylene-1,4,4-trimethylcyclopentene )

3D SDF for NP0031279 (3,5-dimethylene-1,4,4-trimethylcyclopentene )

3D-SDF for NP0031279 (3,5-dimethylene-1,4,4-trimethylcyclopentene )

PDB for NP0031279 (3,5-dimethylene-1,4,4-trimethylcyclopentene )

3D PDB for NP0031279 (3,5-dimethylene-1,4,4-trimethylcyclopentene )

SMILES for NP0031279 (3,5-dimethylene-1,4,4-trimethylcyclopentene )

INCHI for NP0031279 (3,5-dimethylene-1,4,4-trimethylcyclopentene )

Structure for NP0031279 (3,5-dimethylene-1,4,4-trimethylcyclopentene )

3D Structure for NP0031279 (3,5-dimethylene-1,4,4-trimethylcyclopentene )