NP-MRD: Showing NP-Card for β-farnesene (NP0204484)

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Record Information

Version

1.0

Created at

2022-09-05 00:09:57 UTC

Updated at

2022-09-05 00:09:57 UTC

NP-MRD ID

NP0204484

Secondary Accession Numbers

None

Natural Product Identification

Common Name

β-farnesene

Description

(E)-β-farnesene belongs to the class of organic compounds known as sesquiterpenoids. β-farnesene is found in Acca sellowiana, Acorus calamus, Alligator sinensis, Anthriscus sylvestris, Antidorcas marsupialis, Artemisia herba-alba, Artemisia pontica, Artemisia vulgaris, Bedfordia arborescens, Blumea mollis, Callitropsis nootkatensis, Dasystenella acanthina, Dipteryx lacunifera, Duhaldea cuspidata, Erigeron philadelphicus, Grindelia camporum, Helichrysum cephaloideum, Helichrysum chrysargyrum, Helichrysum cymosum, Humulus lupulus, Hydrocotyle sibthorpioides, Isocoma tenuisecta, Larix gmelinii, Rhododendron tomentosum, Matricaria discoidea, Matricaria matricarioides, Mentha suaveolens, Mosla chinensis, Paleosuchus palpebrosus, Picradeniopsis multiflora, Pimpinella anisum, Pinus koraiensis, Pinus pinaster, Roldana aschenborniana, Rugelia nudicaulis, Santalum spicatum, Schefflera arboricola, Senecio erosus, Senecio inaequidens, Senecio lydenburgensis, Senecio nebrodensis, Sideritis tragoriganum, Smallanthus uvedalia, Solidago nemoralis and Symphyopappus reticulatus. These are terpenes with three consecutive isoprene units (E)-β-farnesene is possibly neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 38  0  0  0  0  0  0  0  0999 V2000
    5.2128    1.2919   -0.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5160    0.2484   -0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6929   -0.2818    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1037   -1.3312    1.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3954    0.3200    1.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135   -0.0508    0.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750    0.5377    0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0411   -0.1666    0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0936   -1.6319    0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3161    0.5614    0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3436    0.2709   -0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6137    1.0011   -0.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7466    0.3384    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7678   -1.1337    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9929    1.1051    0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9317    1.6077   -1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3541    1.9215   -0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4779   -0.2456   -0.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5209   -1.7642    2.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0425   -1.7787    1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537    1.4272    1.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0143   -0.1084    2.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7765    0.3127   -0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3809   -1.1685    0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0384    1.6190    0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191   -1.9825    0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1659   -2.0006   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7817   -2.1456    0.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6930    0.3312    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1459    1.6597    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0059    0.5435   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036   -0.8263   -0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5917    2.0794   -0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7803   -1.5403    0.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122   -1.4257   -1.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0597   -1.5957    0.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8941    0.6099   -0.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0598    1.2779    1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9354    2.1135   -0.1383 H   0  0  0  0  0  0  0  0  0  0  0  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
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  7 25  1  0
  6 23  1  0
  6 24  1  0
  5 21  1  0
  5 22  1  0
  4 19  1  0
  4 20  1  0
  2 18  1  0
  1 16  1  0
  1 17  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

Farnesene-beta
  Mrv1572001071617122D          

 16 15  0  0  0  0            999 V2000
   -0.2858    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2858    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1432    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7147    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8576   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4292   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0010    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4287   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4287   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  4  0  0  0
 15  4  1  0  0  0  0
  2  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
  8 10  1  0  0  0  0
  8 11  2  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  2  0  0  0  0
 15 16  1  4  0  0  0
M  END
> <DATABASE_ID>
NP0204484

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C(CCC(=C)C=C)=C(C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9,12H,1,4,7-8,10-11H2,2-3,5H3

> <INCHI_KEY>
JSNRRGGBADWTMC-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.893005093467124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,11-dimethyl-3-methylidenedodeca-1,6,10-triene

> <ALOGPS_LOGP>
5.70

> <JCHEM_LOGP>
5.196814411666667

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
72.18159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.38e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-farnesene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Farnesene-beta                                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      -0.533   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.867  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.533   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.134   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.201   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.468  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.535  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.801   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.868   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.135  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.801   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.202  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.868   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.469   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.800  -0.770   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       0.800  -2.310   0.000  0.00  0.00           H+0
CONECT    1   15    2    3                                                  
CONECT    2    1    5                                                       
CONECT    3    1                                                            
CONECT    4   15    6                                                       
CONECT    5    2    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10   11                                                  
CONECT    9    7   12   13                                                  
CONECT   10    8   14                                                       
CONECT   11    8                                                            
CONECT   12    9                                                            
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15    1    4   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Value	Source
7,11-Dimethyl-3-methylenedodeca-1,6,10-triene	ChEBI

Chemical Formula

C₁₅H₂₄

Average Mass

204.3570 Da

Monoisotopic Mass

204.18780 Da

IUPAC Name

7,11-dimethyl-3-methylidenedodeca-1,6,10-triene

Traditional Name

β-farnesene

CAS Registry Number

Not Available

SMILES

[H]C(CCC(=C)C=C)=C(C)CCC=C(C)C

InChI Identifier

InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9,12H,1,4,7-8,10-11H2,2-3,5H3

InChI Key

JSNRRGGBADWTMC-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
Acca sellowiana	LOTUS Database	35616633
Acorus calamus	LOTUS Database	35616633
Alligator sinensis	LOTUS Database	35616633
Anthriscus sylvestris	LOTUS Database	35616633
Antidorcas marsupialis	LOTUS Database	35616633
Artemisia herba-alba	LOTUS Database	35616633
Artemisia pontica	LOTUS Database	35616633
Artemisia vulgaris	LOTUS Database	35616633
Bedfordia arborescens	LOTUS Database	35616633
Blumea mollis	LOTUS Database	35616633
Callitropsis nootkatensis	LOTUS Database	35616633
Dasystenella acanthina	LOTUS Database	35616633
Dipteryx lacunifera	LOTUS Database	35616633
Duhaldea cuspidata	LOTUS Database	35616633
Erigeron philadelphicus	LOTUS Database	35616633
Grindelia camporum	LOTUS Database	35616633
Helichrysum cephaloideum	LOTUS Database	35616633
Helichrysum chrysargyrum	LOTUS Database	35616633
Helichrysum cymosum	LOTUS Database	35616633
Humulus lupulus	LOTUS Database	35616633
Hydrocotyle sibthorpioides	LOTUS Database	35616633
Isocoma tenuisecta	LOTUS Database	35616633
Larix gmelini	LOTUS Database	35616633
Ledum palustre	LOTUS Database	35616633
Matricaria discoidea	LOTUS Database	35616633
Matricaria matricarioides	LOTUS Database	35616633
Mentha rotundifolia	LOTUS Database	35616633
Mosla chinensis	LOTUS Database	35616633
Paleosuchus palpebrosus	LOTUS Database	35616633
Picradeniopsis multiflora	LOTUS Database	35616633
Pimpinella anisum	LOTUS Database	35616633
Pinus koraiensis	LOTUS Database	35616633
Pinus pinaster	LOTUS Database	35616633
Roldana aschenborniana	LOTUS Database	35616633
Rugelia nudicaulis	LOTUS Database	35616633
Santalum spicatum	LOTUS Database	35616633
Schefflera arboricola	LOTUS Database	35616633
Senecio erosus	LOTUS Database	35616633
Senecio inaequidens	LOTUS Database	35616633
Senecio lydenburgensis	LOTUS Database	35616633
Senecio nebrodensis	LOTUS Database	35616633
Sideritis tragoriganum	LOTUS Database	35616633
Smallanthus uvedalia	LOTUS Database	35616633
Solidago nemoralis	LOTUS Database	35616633
Symphyopappus reticulatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Alkatetraene
Branched unsaturated hydrocarbon
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Acyclic olefin
Hydrocarbon
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

farnesene (CHEBI:39241 )
a sesquiterpenoid (CPD-8239 )

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	5.7	ALOGPS
logP	5.2	ChemAxon
logS	-4.8	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	72.18 m³·mol⁻¹	ChemAxon
Polarizability	26.89 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

FDB030142

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10407

PDB ID

Not Available

ChEBI ID

39241

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for β-farnesene (NP0204484)

MOL for NP0204484 (β-farnesene)

3D MOL for NP0204484 (β-farnesene)

3D SDF for NP0204484 (β-farnesene)

3D-SDF for NP0204484 (β-farnesene)

PDB for NP0204484 (β-farnesene)

3D PDB for NP0204484 (β-farnesene)

SMILES for NP0204484 (β-farnesene)

INCHI for NP0204484 (β-farnesene)

Structure for NP0204484 (β-farnesene)

3D Structure for NP0204484 (β-farnesene)