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Showing NP-Card for 4(10)-Thujene (NP0337533)

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Record Information
Version2.0
Created at2024-09-11 11:16:26 UTC
Updated at2024-09-11 11:16:27 UTC
NP-MRD IDNP0337533
Secondary Accession NumbersNone
Natural Product Identification
Common Name4(10)-Thujene
Description4(10)-Thujene is also known as sabinen. 4(10)-Thujene is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 4(10)-Thujene was first documented in 2014 (PMID: 24520907). Based on a literature review a small amount of articles have been published on 4(10)-Thujene (PMID: 30987396) (PMID: 24493662) (PMID: 24512040).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337533 (4(10)-Thujene)


  Mrv2104 05262313482D          

 10 11  0  0  0  0            999 V2000
   -0.5992   -1.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2213   -1.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7062   -2.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569   -0.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576   -0.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569    0.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3415    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964    1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8264   -0.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3415   -1.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
M  END
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3D MOL for NP0337533 (4(10)-Thujene)

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3D SDF for NP0337533 (4(10)-Thujene)

  Mrv2104 05262313482D          

 10 11  0  0  0  0            999 V2000
   -0.5992   -1.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2213   -1.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7062   -2.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569   -0.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576   -0.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569    0.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3415    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964    1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8264   -0.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3415   -1.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337533

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C12CC1C(=C)CC2

> <INCHI_IDENTIFIER>
InChI=1/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3

> <INCHI_KEY>
NDVASEGYNIMXJL-UHFFFAOYNA-N

> <FORMULA>
C10H16

> <MOLECULAR_WEIGHT>
136.238

> <EXACT_MASS>
136.125200515

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.245305994942544

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane

> <JCHEM_LOGP>
2.859595116666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
43.6498

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
sabinene

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0337533 (4(10)-Thujene)
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PDB for NP0337533 (4(10)-Thujene)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -1.119  -2.999   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.413  -2.838   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.318  -4.084   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.040  -1.431   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.294  -0.661   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.040   0.109   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.504   0.585   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.980   2.050   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.409  -0.661   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.504  -1.907   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6   10                                             
CONECT    5    4    6                                                       
CONECT    6    5    4    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    4                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END

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3D PDB for NP0337533 (4(10)-Thujene)
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SMILES for NP0337533 (4(10)-Thujene)
CC(C)C12CC1C(=C)CC2
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INCHI for NP0337533 (4(10)-Thujene)
InChI=1/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3
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Synonyms
ValueSource
1-Isopropyl-4-methylenebicyclo[3.1.0]hexaneChEBI
4-Methylene-1-(1-methylethyl)bicyclo[3.1.0]hexaneChEBI
SabinenChEBI
4(10)-ThujeneChEBI
Chemical FormulaC10H16
Average Mass136.2380 Da
Monoisotopic Mass136.12520 Da
IUPAC Name4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane
Traditional Namesabinene
CAS Registry NumberNot Available
SMILES
CC(C)C12CC1C(=C)CC2
InChI Identifier
InChI=1/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3
InChI KeyNDVASEGYNIMXJL-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentBicyclic monoterpenoids  
Alternative Parents
Substituents
  • Bicyclic monoterpenoid
    • 

  • Thujane monoterpenoid
    • 

  • 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
logP2.86ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity43.65 m³·mol⁻¹ChemAxon
Polarizability17.25 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00031258  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDCPD-4893  
BiGG IDNot Available
Wikipedia LinkSabinene  
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID50027  
Good Scents IDNot Available
References
General References
  1. Dai DN, Thang TD, Ogunwande IA: Chemical composition of essential oils from the leaves and stem barks of Vietnamese species of Polyalthia harmandii, Polyalthia jucunda and Polyalthia thorelii. Nat Prod Res. 2014;28(8):555-62. doi: 10.1080/14786419.2014.886209. Epub 2014 Feb  12. [PubMed:24520907  ] 
  2. Tulukcu E, Cebi N, Sagdic O: Chemical Fingerprinting of Seeds of Some Salvia Species in Turkey by Using GC-MS and FTIR. Foods. 2019 Apr 4;8(4):118. doi: 10.3390/foods8040118. [PubMed:30987396  ] 
  3. Fahnrich A, Neumann M, Piechulla B: Characteristic alatoid 'cineole cassette' monoterpene synthase present in Nicotiana noctiflora. Plant Mol Biol. 2014 May;85(1-2):135-45. doi: 10.1007/s11103-014-0176-y. Epub  2014 Feb 4. [PubMed:24493662  ] 
  4. Zhang H, Liu Q, Cao Y, Feng X, Zheng Y, Zou H, Liu H, Yang J, Xian M: Microbial production of sabinene--a new terpene-based precursor of advanced biofuel. Microb Cell Fact. 2014 Feb 10;13:20. doi: 10.1186/1475-2859-13-20. [PubMed:24512040  ]