NP-MRD: Showing NP-Card for 1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane (NP0206880)

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Record Information

Version

2.0

Created at

2022-09-05 03:17:21 UTC

Updated at

2022-09-05 03:17:21 UTC

NP-MRD ID

NP0206880

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane

Description

4764-54-9 Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. 1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane is found in Litsea cubeba. 4764-54-9 Is possibly neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.4899   -0.8174   -1.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9737    0.3526   -0.7767 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3770    1.9579   -1.7707 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7022    0.4203    0.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5987    0.6360    0.1117 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4906    0.2297   -0.6401 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1118    1.3879    0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020    1.3438   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070    0.0746    0.2989 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1665   -0.5189   -0.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3225    0.5758    1.8249 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.2299   -0.9327    0.7734 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1079   -2.6795    0.7208 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0251   -1.0375   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0864   -0.8078   -2.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347   -1.7936   -1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5975   -0.6591   -1.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6170   -0.5485    1.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829    1.2830    1.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0520    0.2923   -1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0432    1.2804    1.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3053    2.3351   -0.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259    2.2563    0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6077    1.2576   -1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5674   -1.4561   -0.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0414    0.1838   -0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6765   -0.6322   -1.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -0.7509    1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1079   -1.8123   -0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253   -1.4210    0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  2  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  1
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  4 19  1  0
  6 20  1  6
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 12 28  1  1
 14 29  1  0
 14 30  1  0
M  END


  Mrv1533004171509252D          

 14 14  0  0  0  0            999 V2000
    1.5395   -1.2375    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
   -0.1105   -1.2375    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 Br  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
   -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
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 Br  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 Br  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  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
  2  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
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  6 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0206880

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(Br)(CBr)C1CCC(C)(Br)C(Br)C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H16Br4/c1-9(13)4-3-7(5-8(9)12)10(2,14)6-11/h7-8H,3-6H2,1-2H3

> <INCHI_KEY>
BQAKZPPEUZUAJR-UHFFFAOYSA-N

> <FORMULA>
C10H16Br4

> <MOLECULAR_WEIGHT>
455.854

> <EXACT_MASS>
451.798553

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
31.172915988395875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane

> <ALOGPS_LOGP>
5.88

> <JCHEM_LOGP>
5.225250934999999

> <ALOGPS_LOGS>
-6.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
76.4142

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.21e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       2.874  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3 Br   UNK     0      -0.206  -2.310   0.000  0.00  0.00          Br+0
HETATM    4  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    5 Br   UNK     0       2.667  -4.620   0.000  0.00  0.00          Br+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0       2.324   3.490   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13 Br   UNK     0       4.001   2.310   0.000  0.00  0.00          Br+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    6                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    6                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆Br₄

Average Mass

455.8540 Da

Monoisotopic Mass

451.79855 Da

IUPAC Name

1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane

Traditional Name

1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane

CAS Registry Number

Not Available

SMILES

CC(Br)(CBr)C1CCC(C)(Br)C(Br)C1

InChI Identifier

InChI=1S/C10H16Br4/c1-9(13)4-3-7(5-8(9)12)10(2,14)6-11/h7-8H,3-6H2,1-2H3

InChI Key

BQAKZPPEUZUAJR-UHFFFAOYSA-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
Litsea cubeba	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Cyclohexyl halide
Hydrocarbon derivative
Organobromide
Organohalogen compound
Alkyl halide
Alkyl bromide
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	5.88	ALOGPS
logP	5.23	ChemAxon
logS	-6.3	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.41 m³·mol⁻¹	ChemAxon
Polarizability	31.17 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

626473

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane (NP0206880)

MOL for NP0206880 (1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane)

3D MOL for NP0206880 (1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane)

3D SDF for NP0206880 (1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane)

3D-SDF for NP0206880 (1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane)

PDB for NP0206880 (1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane)

3D PDB for NP0206880 (1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane)

SMILES for NP0206880 (1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane)

INCHI for NP0206880 (1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane)

Structure for NP0206880 (1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane)

3D Structure for NP0206880 (1,2-dibromo-4-(1,2-dibromopropan-2-yl)-1-methylcyclohexane)