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Showing NP-Card for (-)-sabinene (NP0295380)

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Record Information
Version2.0
Created at2022-09-10 04:19:23 UTC
Updated at2022-09-10 04:19:23 UTC
NP-MRD IDNP0295380
Secondary Accession NumbersNone
Natural Product Identification
Common Name(-)-sabinene
Description(-)-4(10)-Thujene, also known as (1S,5S)-sabinene, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, (-)-4(10)-thujene is considered to be an isoprenoid lipid molecule (-)-4(10)-Thujene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, (-)-4(10)-Thujene has been detected, but not quantified in, several different foods, such as celeriacs, carrots, herbs and spices, celery stalks, and cauliflowers. (-)-sabinene is found in Conocephalum conicum, Laurus nobilis, Mosla chinensis, Picea abies and Vitex negundo. This could make (-)-4(10)-thujene a potential biomarker for the consumption of these foods.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0295380 ((-)-sabinene)


  Mrv0541 02241217292D          

 10 11  0  0  0  0            999 V2000
    0.0969    0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8114    1.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5259    0.7990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8114   -0.4384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0970   -0.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083   -0.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8114    2.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7833   -1.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4833   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0552   -1.6509    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
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  3  4  1  0  0  0  0
  4  6  1  6  0  0  0
  3  6  1  6  0  0  0
  2  7  2  0  0  0  0
  4  8  1  1  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
Download

3D MOL for NP0295380 ((-)-sabinene)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
    3.1216    1.2249    0.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1029    0.5200    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571   -0.6782   -0.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223   -1.0661   -0.9833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1503   -0.2210   -0.1283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5493   -0.0138   -0.5574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963   -1.1431    0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1642    1.2800   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0649   -0.2100    1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925    0.8180    0.4808 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0453    2.1025    1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187    0.9349    0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091   -1.5276   -0.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7085   -0.4698   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -2.1540   -0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5105   -0.8214   -2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506   -0.0792   -1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2299   -1.4000   -0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7435   -0.8764    1.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7381   -2.0369    0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9996    1.4996    0.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2799    1.1538   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997    2.1383   -0.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6771   -1.0032    1.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7598    0.1559    2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3679    1.8729    0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  5  6  1  1
  5  9  1  0
  9 10  1  0
 10  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
 10  5  1  0
  4  5  1  0
  7 18  1  0
  7 19  1  0
  7 20  1  0
  6 17  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  1
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
M  END
Download

3D SDF for NP0295380 ((-)-sabinene)


  Mrv0541 02241217292D          

 10 11  0  0  0  0            999 V2000
    0.0969    0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8114    1.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5259    0.7990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8114   -0.4384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0970   -0.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083   -0.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8114    2.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7833   -1.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4833   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0552   -1.6509    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
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  3  4  1  0  0  0  0
  4  6  1  6  0  0  0
  3  6  1  6  0  0  0
  2  7  2  0  0  0  0
  4  8  1  1  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0295380

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@]12C[C@H]1C(=C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3/t9-,10-/m0/s1

> <INCHI_KEY>
NDVASEGYNIMXJL-UWVGGRQHSA-N

> <FORMULA>
C10H16

> <MOLECULAR_WEIGHT>
136.234

> <EXACT_MASS>
136.125200512

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
17.245890195953077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,5S)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane

> <ALOGPS_LOGP>
3.04

> <JCHEM_LOGP>
2.859595116666666

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
43.64979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-sabinene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0295380 ((-)-sabinene)

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PDB for NP0295380 ((-)-sabinene)
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       0.181   1.492   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.515   2.261   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.848   1.491   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.515  -0.818   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.181  -0.048   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.002  -0.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.515   3.801   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.462  -2.357   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.769  -3.172   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.103  -3.082   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4    6                                                  
CONECT    4    5    3    6    8                                             
CONECT    5    4    1                                                       
CONECT    6    4    3                                                       
CONECT    7    2                                                            
CONECT    8    4    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END

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3D PDB for NP0295380 ((-)-sabinene)
Download
SMILES for NP0295380 ((-)-sabinene)
CC(C)[C@]12C[C@H]1C(=C)CC2
Download
INCHI for NP0295380 ((-)-sabinene)
InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3/t9-,10-/m0/s1
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View in JSmol
Synonyms
ValueSource
(1S,5S)-1-Isopropyl-4-methylenebicyclo[3.1.0]hexaneChEBI
(1S,5S)-SabineneChEBI
(-)-SabineneHMDB
(1S,5S)-4-Methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexaneHMDB
(1S,5S)-Thuj-4(10)-eneHMDB
(-)-4(10)-ThujeneHMDB
(1S,5S)-(-)-SabineneHMDB
(1S,5S)-4-Methylene-1-(1-methylethyl)bicyclo[3.1.0]hexaneHMDB
1-Isopropyl-4-methylenebicyclo[3.1.0]hexaneHMDB
4(10)-ThujeneHMDB
4-Methylene-1-(1-methylethyl)bicyclo[3.1.0]hexaneHMDB
SabeneneHMDB
SabinenHMDB
SabineneHMDB
Chemical FormulaC10H16
Average Mass136.2340 Da
Monoisotopic Mass136.12520 Da
IUPAC Name(1S,5S)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane
Traditional Name(-)-sabinene
CAS Registry NumberNot Available
SMILES
CC(C)[C@]12C[C@H]1C(=C)CC2
InChI Identifier
InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3/t9-,10-/m0/s1
InChI KeyNDVASEGYNIMXJL-UWVGGRQHSA-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
Conocephalum conicumLOTUS Database
Laurus nobilisLOTUS Database
Mosla chinensisLOTUS Database
Picea abiesLOTUS Database
Vitex negundoLOTUS Database
Chemical Taxonomy
Description 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
logP3.04ALOGPS
logP2.86ChemAxon
logS-3.3ALOGPS
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 IDHMDB0034928  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013517  
KNApSAcK IDC00011053  
Chemspider ID9226873  
KEGG Compound IDC20242  
BioCyc IDCPD-14012  
BiGG IDNot Available
Wikipedia LinkSabinene  
METLIN IDNot Available
PubChem Compound11051711  
PDB IDSNE  
ChEBI ID50028  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]