Np mrd loader

Showing NP-Card for (e,z)-α-farnesene (NP0183733)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-03 22:41:34 UTC
Updated at2022-09-03 22:41:34 UTC
NP-MRD IDNP0183733
Secondary Accession NumbersNone
Natural Product Identification
Common Name(e,z)-α-farnesene
DescriptionAlpha-Farnesene, also known as α-farnesene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Alpha-Farnesene is possibly neutral. Outside of the human body, alpha-Farnesene is found, on average, in the highest concentration within spearmints and common oregano. Alpha-Farnesene has also been detected, but not quantified in, several different foods, such as gingers, apples, sweet basils, nutmegs, and roselles. (e,z)-α-farnesene is found in Chrysanthemum indicum and Frullania spinifera. This could make alpha-farnesene a potential biomarker for the consumption of these foods.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0183733 ((e,z)-α-farnesene)


  Mrv0541 02241214272D          

 15 14  0  0  0  0            999 V2000
    1.7890   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0570    0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0570    1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250    1.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071    1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570    1.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7890    1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7890    0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071   -1.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071   -2.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570    2.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7890   -1.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 13  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
  6 14  1  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
 10 15  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
Download

3D MOL for NP0183733 ((e,z)-α-farnesene)

     RDKit          3D

 39 38  0  0  0  0  0  0  0  0999 V2000
    6.1224    0.6412    0.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961   -0.1671    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7344    0.3410   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4166    1.7775   -0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7240   -0.5325   -0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3382   -0.0781   -0.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4460   -0.4137    0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040   -1.1988    0.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4427   -1.4736    2.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9754   -1.8163   -0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -1.4256   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4473    0.0319   -1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4012    0.7403   -0.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3746    0.0717    0.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5386    2.2091   -0.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1265    1.6983    0.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1145    0.1927    0.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2250   -1.2455    0.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3302    2.3942   -0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912    2.1458    0.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8806    1.9680   -1.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9723   -1.5958    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0136   -0.3524   -1.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3645    1.0644   -0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731    0.0260    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3386   -2.0437    1.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6874   -0.4607    2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8066   -1.9696    2.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2778   -1.7212   -1.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0633   -2.9298   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4070   -1.9082   -2.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -1.8394   -0.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7051    0.4957   -1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1944    0.7626    0.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9041   -0.3502    1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630   -0.7413   -0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5533    2.6839   -1.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0611    2.6571   -0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2246    2.3622   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 15  1  0
 13 12  2  3
 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  2  0
  3  4  1  0
  3  2  1  0
  2  1  2  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
 12 33  1  0
 11 31  1  0
 11 32  1  0
 10 29  1  0
 10 30  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
  7 25  1  0
  6 23  1  0
  6 24  1  0
  5 22  1  0
  4 19  1  0
  4 20  1  0
  4 21  1  0
  2 18  1  0
  1 16  1  0
  1 17  1  0
M  END
Download

3D SDF for NP0183733 ((e,z)-α-farnesene)


  Mrv0541 02241214272D          

 15 14  0  0  0  0            999 V2000
    1.7890   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0570    0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0570    1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250    1.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071    1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570    1.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7890    1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7890    0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071   -1.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4071   -2.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570    2.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7890   -1.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 13  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
  6 14  1  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
 10 15  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0183733

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9-10,12H,1,7-8,11H2,2-5H3/b14-10+,15-12-

> <INCHI_KEY>
CXENHBSYCFFKJS-DZKMRSEMSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
26.249049188759656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,6Z)-3,7,11-trimethyldodeca-1,3,6,10-tetraene

> <ALOGPS_LOGP>
5.70

> <JCHEM_LOGP>
5.138880741333333

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
73.2541

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(E,Z)-α-farnesene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0183733 ((e,z)-α-farnesene)

Download
PDB for NP0183733 ((e,z)-α-farnesene)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.339  -0.378   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.973   0.378   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.973   1.896   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.607   2.656   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.760   1.896   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.973   2.656   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.339   1.896   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.339   0.378   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.973  -0.378   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.973  -1.896   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.760  -2.656   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.760  -4.174   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.607  -0.378   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.973   4.174   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.339  -2.656   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    2                                                            
CONECT   14    6                                                            
CONECT   15   10                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

Download
3D PDB for NP0183733 ((e,z)-α-farnesene)
Download
SMILES for NP0183733 ((e,z)-α-farnesene)
CC(C)=CCC\C(C)=C/C\C=C(/C)C=C
Download
INCHI for NP0183733 ((e,z)-α-farnesene)
InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9-10,12H,1,7-8,11H2,2-5H3/b14-10+,15-12-
Download
View in JSmol
Synonyms
ValueSource
a-FarneseneGenerator
Α-farneseneGenerator
3,7,11-Trimethyl-1,3,6,10-dodecatetraeneHMDB
SesquicitronelleneHMDB
(e,Z)-a-FarneseneGenerator
(e,Z)-Α-farneseneGenerator
Chemical FormulaC15H24
Average Mass204.3511 Da
Monoisotopic Mass204.18780 Da
IUPAC Name(3E,6Z)-3,7,11-trimethyldodeca-1,3,6,10-tetraene
Traditional Name(E,Z)-α-farnesene
CAS Registry NumberNot Available
SMILES
CC(C)=CCC\C(C)=C/C\C=C(/C)C=C
InChI Identifier
InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9-10,12H,1,7-8,11H2,2-5H3/b14-10+,15-12-
InChI KeyCXENHBSYCFFKJS-DZKMRSEMSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Chrysanthemum indicumLOTUS Database
Frullania spiniferaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentSesquiterpenoids  
Alternative Parents
Substituents
  • Farsesane sesquiterpenoid
    • 

  • Sesquiterpenoid
    • 

  • Alkatetraene
    • 

  • Branched unsaturated hydrocarbon
    • 

  • Unsaturated aliphatic hydrocarbon
    • 

  • Unsaturated hydrocarbon
    • 

  • Olefin
    • 

  • Acyclic olefin
    • 

  • Hydrocarbon
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.7ALOGPS
logP5.14ChemAxon
logS-4.6ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity73.25 m³·mol⁻¹ChemAxon
Polarizability26.25 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036065  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014894  
KNApSAcK IDC00035167  
Chemspider ID4509866  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFarnesene  
METLIN IDNot Available
PubChem Compound5353086  
PDB IDNot Available
ChEBI ID39240  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]