NP-MRD: Showing NP-Card for (3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene (NP0250197)

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Record Information

Version

2.0

Created at

2022-09-07 12:57:56 UTC

Updated at

2022-09-07 12:57:56 UTC

NP-MRD ID

NP0250197

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene

Description

(3E,5R,6R,7E)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene belongs to the class of organic compounds known as ketene acetals. These are organic compounds comprising the ketene acetal functional group, with the general structure XC(Y)=C(R3)R4 (R1,R2=H, alkyl, aryl; X,Y=any hetero atom). (3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene is found in Plocamium cartilagineum. Based on a literature review very few articles have been published on (3E,5R,6R,7E)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072214572D          

 15 14  0  0  1  0            999 V2000
    0.4125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9520    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    5.0013    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    4.2868    0.0000 Br  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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  6  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  2 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0250197

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(\C=C\[C@@H](Cl)[C@](C)(Cl)\C=C\Br)=C(Br)Br

> <INCHI_IDENTIFIER>
InChI=1S/C10H11Br3Cl2/c1-7(9(12)13)3-4-8(14)10(2,15)5-6-11/h3-6,8H,1-2H3/b4-3+,6-5+/t8-,10-/m1/s1

> <INCHI_KEY>
KFRMUOXPJSGGJS-ARGRFEAMSA-N

> <FORMULA>
C10H11Br3Cl2

> <MOLECULAR_WEIGHT>
441.81

> <EXACT_MASS>
437.778795

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
31.113510136721747

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E,5R,6R,7E)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene

> <JCHEM_LOGP>
5.670031466333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
90.77720000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3E,5R,6R,7E)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       0.770   6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   6.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.080   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.080   2.667   0.000  0.00  0.00           C+0
HETATM    6 Cl   UNK     0       4.620   2.667   0.000  0.00  0.00          Cl+0
HETATM    7  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.644   0.564   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       0.976   2.104   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12 Br   UNK     0      -0.770  -1.334   0.000  0.00  0.00          Br+0
HETATM   13  C   UNK     0       3.080   8.002   0.000  0.00  0.00           C+0
HETATM   14 Br   UNK     0       2.310   9.336   0.000  0.00  0.00          Br+0
HETATM   15 Br   UNK     0       4.620   8.002   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    2   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₁Br₃Cl₂

Average Mass

441.8100 Da

Monoisotopic Mass

437.77880 Da

IUPAC Name

(3E,5R,6R,7E)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene

Traditional Name

(3E,5R,6R,7E)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene

CAS Registry Number

Not Available

SMILES

CC(\C=C\[C@@H](Cl)[C@](C)(Cl)\C=C\Br)=C(Br)Br

InChI Identifier

InChI=1S/C10H11Br3Cl2/c1-7(9(12)13)3-4-8(14)10(2,15)5-6-11/h3-6,8H,1-2H3/b4-3+,6-5+/t8-,10-/m1/s1

InChI Key

KFRMUOXPJSGGJS-ARGRFEAMSA-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
Plocamium cartilagineum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketene acetals. These are organic compounds comprising the ketene acetal functional group, with the general structure XC(Y)=C(R3)R4 (R1,R2=H, alkyl, aryl; X,Y=any hetero atom).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ketene acetals

Direct Parent

Ketene acetals

Alternative Parents

Substituents

Ketene acetal or derivatives
Bromoalkene
Haloalkene
Vinyl halide
Vinyl bromide
Hydrocarbon derivative
Organochloride
Organobromide
Organohalogen compound
Alkyl halide
Alkyl chloride
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	5.67	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.78 m³·mol⁻¹	ChemAxon
Polarizability	31.11 Å³	ChemAxon
Number of Rings	0	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

10355749

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23247408

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene (NP0250197)

MOL for NP0250197 ((3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene)

3D MOL for NP0250197 ((3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene)

3D SDF for NP0250197 ((3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene)

3D-SDF for NP0250197 ((3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene)

PDB for NP0250197 ((3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene)

3D PDB for NP0250197 ((3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene)

SMILES for NP0250197 ((3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene)

INCHI for NP0250197 ((3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene)

Structure for NP0250197 ((3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene)

3D Structure for NP0250197 ((3e,5r,6r,7e)-1,1,8-tribromo-5,6-dichloro-2,6-dimethylocta-1,3,7-triene)