NP-MRD: Showing NP-Card for Thujopsene (NP0046793)

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Record Information

Version

2.0

Created at

2022-03-17 20:29:38 UTC

Updated at

2022-03-17 20:29:38 UTC

NP-MRD ID

NP0046793

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Thujopsene

Description

Thujopsene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thujopsene is found in Angelica archangelica, Angelica gigas, Arabidopsis thaliana, Basella alba, Bazzania trilobata, Callitris sulcata, Callitropsis nootkatensis, Cananga odorata , Centella asiatica, Chamaecyparis obtusa, Chamaecyparis pisifera, Curcuma longa , Curcuma phaeocaulis , Frullania falciloba, Juniperus horizontalis, Juniperus procera, Juniperus recurva, Juniperus recurva Buch. , Juniperus rigida, Juniperus thurifera, Lepidozia fauriana, Marchantia polymorpha, Marsupella emarginata, Microbiota decussata, Microcystis aeruginosa, Neocallitropsis pancheri, Perilla frutescens, Persicaria minor, Petasites albus , Petasites hybridus , Platycladus orientalis, Polygonum minus, Rhanterium epapposum, Schisandra chinensis , Tanacetum parthenium, Taxodium distichum, Thujopsis dolabrata, Trocholejeunea sandvicensis and Widdringtonia whytei. Thujopsene is possibly neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241221372D          

 15 17  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 11 13  1  0  0  0  0
  4 14  1  0  0  0  0
  1 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046793

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CCC2(C)CCCC(C)(C)C22CC12

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

> <INCHI_KEY>
WXQGPFZDVCRBME-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
25.629293344253057

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4a,8,8-tetramethyl-1H,4H,4aH,5H,6H,7H,8H,8bH-cyclopropa[e]naphthalene

> <ALOGPS_LOGP>
5.99

> <JCHEM_LOGP>
4.11418621

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
65.62089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thujopsene

> <JCHEM_VEBER_RULE>
1

$$$$

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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.991  -1.950   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.011  -1.950   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2   13   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11   14                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8    4   12   13                                             
CONECT   12   11   13                                                       
CONECT   13   12    1   11                                                  
CONECT   14    4                                                            
CONECT   15    1                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄

Average Mass

204.3511 Da

Monoisotopic Mass

204.18780 Da

IUPAC Name

2,4a,8,8-tetramethyl-1H,4H,4aH,5H,6H,7H,8H,8bH-cyclopropa[e]naphthalene

Traditional Name

thujopsene

CAS Registry Number

470-40-6

SMILES

CC1=CCC2(C)CCCC(C)(C)C22CC12

InChI Identifier

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

InChI Key

WXQGPFZDVCRBME-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Angelica archangelica	LOTUS Database	35616633
Angelica gigas	LOTUS Database	35616633
Arabidopsis thaliana	Plant	KNApSAcK
Basella alba	LOTUS Database	35616633
Bazzania trilobata	LOTUS Database	35616633
Callitris sulcata	Plant	KNApSAcK
Callitropsis nootkatensis	LOTUS Database	35616633
Cananga odorata	Plant	KNApSAcK
Centella asiatica	LOTUS Database	35616633
Chamaecyparis obtusa	LOTUS Database	35616633
Chamaecyparis pisifera	LOTUS Database	35616633
Curcuma longa	Plant	KNApSAcK
Curcuma phaeocaulis	Plant	KNApSAcK
Frullania falciloba	Plant	KNApSAcK
Juniperus horizontalis	LOTUS Database	35616633
Juniperus procera	LOTUS Database	35616633
Juniperus recurva	LOTUS Database	35616633
Juniperus recurva Buch.	Plant	KNApSAcK
Juniperus rigida	LOTUS Database	35616633
Juniperus thurifera	LOTUS Database	35616633
Lepidozia fauriana	Plant	KNApSAcK
Levisticum officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Marchantia polymorpha	LOTUS Database	35616633
Marsupella emarginata	Plant	KNApSAcK
Microbiota decussata	LOTUS Database	35616633
Microcystis aeruginosa	-	KNApSAcK
Neocallitropsis pancheri	Plant	KNApSAcK
Perilla frutescens	LOTUS Database	35616633
Persicaria minor	LOTUS Database	35616633
Petasites albus	Plant	KNApSAcK
Petasites hybridus	Plant	KNApSAcK
Platycladus orientalis	LOTUS Database	35616633
Polygonum minus	Plant	KNApSAcK
Rhanterium epapposum	LOTUS Database	35616633
Schisandra chinensis	Plant	KNApSAcK
Tanacetum parthenium	LOTUS Database	35616633
Taxodium distichum	LOTUS Database	35616633
Thujopsis dolabrata	Plant	KNApSAcK
Trocholejeunea sandvicensis	Plant	KNApSAcK
Widdringtonia whytei	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

Thujopsane sesquiterpenoid
Sesquiterpenoid
Branched unsaturated hydrocarbon
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a sesquiterpenoid (CPD-8236 )

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	5.99	ALOGPS
logP	4.11	ChemAxon
logS	-5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.62 m³·mol⁻¹	ChemAxon
Polarizability	25.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

FDB005932

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Thujopsene

METLIN ID

Not Available

PubChem Compound

97829

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Thujopsene (NP0046793)

MOL for NP0046793 (Thujopsene)

3D MOL for NP0046793 (Thujopsene)

3D SDF for NP0046793 (Thujopsene)

3D-SDF for NP0046793 (Thujopsene)

PDB for NP0046793 (Thujopsene)

3D PDB for NP0046793 (Thujopsene)

SMILES for NP0046793 (Thujopsene)

INCHI for NP0046793 (Thujopsene)

Structure for NP0046793 (Thujopsene)

3D Structure for NP0046793 (Thujopsene)