NP-MRD: Showing NP-Card for casbene (NP0226527)

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Record Information

Version

2.0

Created at

2022-09-06 05:36:01 UTC

Updated at

2022-09-06 05:36:01 UTC

NP-MRD ID

NP0226527

Secondary Accession Numbers

None

Natural Product Identification

Common Name

casbene

Description

casbene is found in Ricinus communis.

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006081517462D          
 
 20 21  0  0  0  0            999 V2000
   14.5902  -10.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3947   -9.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1805   -9.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8937  -10.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5745   -9.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9972   -9.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8221   -9.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2623  -10.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2417   -8.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5040  -10.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4731   -8.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8182   -7.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7353  -10.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5176  -11.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6701   -8.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1142  -10.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4127   -9.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4074  -10.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5892   -9.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0471   -8.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  2  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 13 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
  2  3  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0226527

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C1=C/CC\C(C)=C\C2C(CC\C(C)=C\CC1)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H32/c1-15-8-6-10-16(2)12-13-18-19(20(18,4)5)14-17(3)11-7-9-15/h9-10,14,18-19H,6-8,11-13H2,1-5H3/b15-9+,16-10+,17-14+

> <INCHI_KEY>
ZJMVJDFTNPZVMB-QOCMWZQCSA-N

> <FORMULA>
C20H32

> <MOLECULAR_WEIGHT>
272.476

> <EXACT_MASS>
272.25040103

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
34.331064572055844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,6E,10E)-3,7,11,15,15-pentamethylbicyclo[12.1.0]pentadeca-2,6,10-triene

> <ALOGPS_LOGP>
6.34

> <JCHEM_LOGP>
6.121089996333334

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
92.3275

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
casbene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 08-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-15         0                                  
HETATM    1  C   UNK     0      27.235 -18.903   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.870 -17.417   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      28.337 -17.827   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.935 -19.723   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.339 -17.314   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.861 -18.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      29.535 -16.866   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.756 -18.736   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.718 -15.892   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.341 -19.345   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.283 -15.316   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.794 -14.791   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.906 -18.781   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.366 -21.036   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.784 -15.969   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.747 -19.793   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.304 -17.366   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.427 -19.005   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.767 -17.500   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.755 -16.341   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    3                                                  
CONECT    3    1    6    7    2                                             
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    3                                                            
CONECT    7    3                                                            
CONECT    8    4   10                                                       
CONECT    9    5   11   12                                                  
CONECT   10    8   13   14                                                  
CONECT   11    9   15                                                       
CONECT   12    9                                                            
CONECT   13   10   16                                                       
CONECT   14   10                                                            
CONECT   15   11   17                                                       
CONECT   16   13   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   19                                                       
CONECT   19   17   20   18                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂

Average Mass

272.4760 Da

Monoisotopic Mass

272.25040 Da

IUPAC Name

(2E,6E,10E)-3,7,11,15,15-pentamethylbicyclo[12.1.0]pentadeca-2,6,10-triene

Traditional Name

casbene

CAS Registry Number

Not Available

SMILES

C\C1=C/CC\C(C)=C\C2C(CC\C(C)=C\CC1)C2(C)C

InChI Identifier

InChI=1S/C20H32/c1-15-8-6-10-16(2)12-13-18-19(20(18,4)5)14-17(3)11-7-9-15/h9-10,14,18-19H,6-8,11-13H2,1-5H3/b15-9+,16-10+,17-14+

InChI Key

ZJMVJDFTNPZVMB-QOCMWZQCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ricinus communis	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as cembrane diterpenoids. These are diterpenoids with a structure based a cembrane skeleton, which is characterized by the presence of an isopropyl group at C-1 and by three symmetrically disposed methyl groups a the t C-4, -8 and -12 positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Cembrane diterpenoids

Alternative Parents

Substituents

Cembrane diterpenoid
Polycyclic hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Casbane diterpenoids (C01414 )
Cembrenes (C01414 )

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	6.34	ALOGPS
logP	6.12	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	92.33 m³·mol⁻¹	ChemAxon
Polarizability	34.33 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4444096

KEGG Compound ID

C01414

BioCyc ID

CPD-684

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280437

PDB ID

Not Available

ChEBI ID

17695

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for casbene (NP0226527)

MOL for NP0226527 (casbene)

3D MOL for NP0226527 (casbene)

3D SDF for NP0226527 (casbene)

3D-SDF for NP0226527 (casbene)

PDB for NP0226527 (casbene)

3D PDB for NP0226527 (casbene)

SMILES for NP0226527 (casbene)

INCHI for NP0226527 (casbene)

Structure for NP0226527 (casbene)

3D Structure for NP0226527 (casbene)