Np mrd loader

Showing NP-Card for alpha-Cyperene (NP0048413)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 20:56:05 UTC
Updated at2022-03-17 20:56:05 UTC
NP-MRD IDNP0048413
Secondary Accession NumbersNone
Natural Product Identification
Common Namealpha-Cyperene
DescriptionAlpha-Cyperene, also known as α-cyperene or 4-isopatchoulene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Alpha-Cyperene is possibly neutral. Outside of the human body, alpha-cyperene has been detected, but not quantified in, burdocks and root vegetables. alpha-Cyperene is found in Aframomum melegueta, Anacardium occidentale , Anaphalis longifolia, Atractylodes lancea, Centaurea atropurpurea, Centaurea orientalis, Centaurea sessilis, Centrapalus pauciflorus, Cleistopholis patens, Copaifera langsdorffii, Critonia hebebotrya, Cyperus alopecuroides, Cyperus rotundus , Daniellia oliveri, Dimerostemma brasilianum, Coespeletia timotensis, Ichthyothere terminalis, Perezia carpholepis, Piper auritum, Piper fimbriulatum, Psiadia altissima, Rhaponticum carthamoides , Rolandra fruticosa, Tanacetum longifolium and Xylopia aethiopica. This could make alpha-cyperene a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048413 (alpha-Cyperene)


  Mrv0541 05061308502D          

 15 17  0  0  0  0            999 V2000
   -0.4932    0.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197    3.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5655    1.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418    1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7039    2.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8444    1.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1319    1.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5661    2.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4403    0.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418    1.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877    2.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1921    0.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8468    1.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9977    1.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2174    1.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  1  1  0  0  0  0
 10  7  1  0  0  0  0
 11  2  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
Download

3D MOL for NP0048413 (alpha-Cyperene)

Download
3D SDF for NP0048413 (alpha-Cyperene)

  Mrv0541 05061308502D          

 15 17  0  0  0  0            999 V2000
   -0.4932    0.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197    3.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5655    1.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418    1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7039    2.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8444    1.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1319    1.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5661    2.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4403    0.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418    1.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877    2.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1921    0.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8468    1.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9977    1.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2174    1.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  1  1  0  0  0  0
 10  7  1  0  0  0  0
 11  2  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048413

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2CC3=C(C)CCC13C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-10-7-8-15-11(2)5-6-12(9-13(10)15)14(15,3)4/h11-12H,5-9H2,1-4H3

> <INCHI_KEY>
RTBLDXVIGWSICW-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
25.630259034459108

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-ene

> <ALOGPS_LOGP>
5.51

> <JCHEM_LOGP>
4.057500361666667

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
65.42779999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-ene

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0048413 (alpha-Cyperene)
Download
PDB for NP0048413 (alpha-Cyperene)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.921   0.895   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.210   5.867   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.922   1.871   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.998   3.690   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.047   3.950   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.309   2.420   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.246   3.497   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.057   4.276   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.689   0.720   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.078   2.019   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.524   4.397   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.092   1.419   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.581   1.872   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.729   2.587   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.273   3.331   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5    6   11                                                       
CONECT    6    5   12                                                       
CONECT    7    8   10                                                       
CONECT    8    7   15                                                       
CONECT    9   12   13                                                       
CONECT   10    1    7   13                                                  
CONECT   11    2    5   15                                                  
CONECT   12    6    9   14                                                  
CONECT   13    9   10   15                                                  
CONECT   14    3    4   12   15                                             
CONECT   15    8   11   13   14                                             
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

Download
3D PDB for NP0048413 (alpha-Cyperene)
Download
SMILES for NP0048413 (alpha-Cyperene)
CC1CCC2CC3=C(C)CCC13C2(C)C
Download
INCHI for NP0048413 (alpha-Cyperene)
InChI=1S/C15H24/c1-10-7-8-15-11(2)5-6-12(9-13(10)15)14(15,3)4/h11-12H,5-9H2,1-4H3
Download
View in JSmol
Synonyms
ValueSource
(-)-CypereneKegg
a-CypereneGenerator
Α-cypereneGenerator
4-IsopatchouleneHMDB
4-PatchouleneHMDB
Cyperene IHMDB
Chemical FormulaC15H24
Average Mass204.3511 Da
Monoisotopic Mass204.18780 Da
IUPAC Name4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-ene
Traditional Name4,10,11,11-tetramethyltricyclo[5.3.1.0¹,⁵]undec-4-ene
CAS Registry Number2387-78-2
SMILES
CC1CCC2CC3=C(C)CCC13C2(C)C
InChI Identifier
InChI=1S/C15H24/c1-10-7-8-15-11(2)5-6-12(9-13(10)15)14(15,3)4/h11-12H,5-9H2,1-4H3
InChI KeyRTBLDXVIGWSICW-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aframomum meleguetaLOTUS Database
Anacardium occidentalePlant
Anaphalis longifoliaLOTUS Database
Arctium lappaFooDB
Atractylodes lanceaLOTUS Database
Centaurea atropurpureaPlant
Centaurea orientalisPlant
Centaurea sessilisPlant
Centrapalus pauciflorusLOTUS Database
Cleistopholis patensLOTUS Database
Copaifera langsdorffiiLOTUS Database
Critonia hebebotryaLOTUS Database
Cyperus alopecuroidesPlant
Cyperus rotundusPlant
Daniellia oliveriLOTUS Database
Dimerostemma brasilianumLOTUS Database
Espeletia timotensisLOTUS Database
Ichthyothere terminalisLOTUS Database
Perezia carpholepisPlant
Piper auritumLOTUS Database
Piper fimbriulatumPlant
Psiadia altissimaLOTUS Database
Rhaponticum carthamoidesPlant
Rolandra fruticosaLOTUS Database
Tanacetum longifoliumPlant
Xylopia aethiopicaLOTUS 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
  • Patchoulane sesquiterpenoid
    • 

  • Sesquiterpenoid
    • 

  • Branched unsaturated hydrocarbon
    • 

  • Polycyclic hydrocarbon
    • 

  • Cyclic olefin
    • 

  • Unsaturated aliphatic hydrocarbon
    • 

  • Unsaturated hydrocarbon
    • 

  • Olefin
    • 

  • Hydrocarbon
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP5.51ALOGPS
logP4.06ChemAxon
logS-4.3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity65.43 m³·mol⁻¹ChemAxon
Polarizability25.63 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036004  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014815  
KNApSAcK IDC00021283  
Chemspider ID90221  
KEGG Compound IDC17505  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound99856  
PDB IDNot Available
ChEBI ID81141  
Good Scents IDNot Available
References
General References