NP-MRD: Showing NP-Card for 1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene (NP0184832)

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Record Information

Version

1.0

Created at

2022-09-04 00:03:45 UTC

Updated at

2022-09-04 00:03:45 UTC

NP-MRD ID

NP0184832

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene

Description

CTK8J4288 belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene is found in Aplysia punctata, Laurencia dendroidea, Laurencia filiformis and Laurencia nipponica. CTK8J4288 is possibly neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
    4.8787   -0.0376   -0.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4173   -0.0353   -0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7075   -1.2147   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -1.2249    0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584   -0.0474    0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622   -0.1632    0.6422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9361   -1.4804    1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108    0.9484    1.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1789    1.7870    0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9162    0.7059    0.0275 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9276    1.4560   -1.4352 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7234   -0.1159   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2857   -1.4669   -0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2229    0.5625   -1.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879    1.1192    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7254    1.1420    0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3487   -1.0047   -0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0882    0.1276   -1.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3444    0.7158    0.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2255   -2.1252   -0.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8740   -2.1772    0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8098   -1.4409    2.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0425   -2.3234    0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0277   -1.6317    2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7943    0.5062    2.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3811    1.5136    2.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9244    2.3102    1.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6845    2.4285    0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5467    0.0984    0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8950   -1.9012   -0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5473   -2.1579   -1.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0425   -1.2859   -1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -0.0961   -2.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8176    1.4834   -1.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1739    0.9146   -1.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8671    2.0510    0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3063    2.0602   -0.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5 15  1  0
 15 16  2  0
  5  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 16  2  1  0
 12  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
 15 36  1  0
 16 37  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  1
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
M  END


  Mrv1533004241502252D          

 16 17  0  0  0  0            999 V2000
    2.4530    5.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010    5.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559    4.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6039    3.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7969    3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420    4.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0940    5.2966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3071    3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9123    2.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1676    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525    1.3488    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    2.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2313    2.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9810    3.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184832

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC=C(C=C1)C1(C)CCC(Br)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H21Br/c1-11-5-7-12(8-6-11)15(4)10-9-13(16)14(15,2)3/h5-8,13H,9-10H2,1-4H3

> <INCHI_KEY>
KORKIDZADLJCNH-UHFFFAOYSA-N

> <FORMULA>
C15H21Br

> <MOLECULAR_WEIGHT>
281.237

> <EXACT_MASS>
280.082664

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.80900457307962

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene

> <ALOGPS_LOGP>
5.95

> <JCHEM_LOGP>
5.353477171333333

> <ALOGPS_LOGS>
-6.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
73.7386

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       4.579  10.711   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.548   9.567   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.024   8.102   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.994   6.958   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.488   7.278   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.012   8.743   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.042   9.887   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.457   6.134   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.573   7.278   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.703   5.228   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.227   3.764   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.313   3.764   0.000  0.00  0.00           C+0
HETATM   13 Br   UNK     0      -1.218   2.518   0.000  0.00  0.00          Br+0
HETATM   14  C   UNK     0      -0.789   5.228   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.298   4.924   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.831   6.362   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10   14                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    8   15   16                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₁Br

Average Mass

281.2370 Da

Monoisotopic Mass

280.08266 Da

IUPAC Name

1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene

Traditional Name

1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene

CAS Registry Number

Not Available

SMILES

CC1=CC=C(C=C1)C1(C)CCC(Br)C1(C)C

InChI Identifier

InChI=1S/C15H21Br/c1-11-5-7-12(8-6-11)15(4)10-9-13(16)14(15,2)3/h5-8,13H,9-10H2,1-4H3

InChI Key

KORKIDZADLJCNH-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
Aplysia punctata	LOTUS Database	35616633
Laurencia dendroidea	LOTUS Database	35616633
Laurencia filiformis	LOTUS Database	35616633
Laurencia nipponica	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

Cuparane sesquiterpenoid
Sesquiterpenoid
Toluene
Benzenoid
Monocyclic benzene moiety
Hydrocarbon derivative
Organobromide
Organohalogen compound
Alkyl halide
Alkyl bromide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic 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	5.95	ALOGPS
logP	5.35	ChemAxon
logS	-6.4	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.74 m³·mol⁻¹	ChemAxon
Polarizability	28.81 Å³	ChemAxon
Number of Rings	2	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

14239673

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene (NP0184832)

MOL for NP0184832 (1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene)

3D MOL for NP0184832 (1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene)

3D SDF for NP0184832 (1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene)

3D-SDF for NP0184832 (1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene)

PDB for NP0184832 (1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene)

3D PDB for NP0184832 (1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene)

SMILES for NP0184832 (1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene)

INCHI for NP0184832 (1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene)

Structure for NP0184832 (1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene)

3D Structure for NP0184832 (1-(3-bromo-1,2,2-trimethylcyclopentyl)-4-methylbenzene)