NP-MRD: Showing NP-Card for (5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one (NP0218802)

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Record Information

Version

1.0

Created at

2022-09-05 19:35:13 UTC

Updated at

2022-09-05 19:35:13 UTC

NP-MRD ID

NP0218802

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one

Description

(5R)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methyl-2,5-dihydrofuran-2-one belongs to the class of organic compounds known as cyclohexyl halides. These are organohalogen compounds containing a monocyclic cyclohexane moiety that is substituted at one or more positions by an halogen atom. (5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one is found in Laurencia catarinensis. Based on a literature review very few articles have been published on (5R)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methyl-2,5-dihydrofuran-2-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052221352D          

 18 19  0  0  1  0            999 V2000
    2.0735   -0.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1624   -0.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0718   -1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7440   -0.2580    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653    0.4014    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 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
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 10 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218802

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@]1(C)OC(=O)C=C1C1CCC(C)(Cl)C(Br)C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H18BrClO3/c1-12(15)5-4-8(6-10(12)14)9-7-11(16)18-13(9,2)17-3/h7-8,10H,4-6H2,1-3H3/t8?,10?,12?,13-/m1/s1

> <INCHI_KEY>
HZRBFPFRPXJJQB-LPWJNFNDSA-N

> <FORMULA>
C13H18BrClO3

> <MOLECULAR_WEIGHT>
337.64

> <EXACT_MASS>
336.012785

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.18309802114524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methyl-2,5-dihydrofuran-2-one

> <JCHEM_LOGP>
3.6221435106666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.458240092078572

> <JCHEM_PKA_STRONGEST_BASIC>
-4.338955913251245

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
74.2374

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5R)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       3.870  -1.486   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.364  -1.166   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.303  -1.166   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.580  -3.215   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.009  -5.926   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.521  -3.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.986  -3.294   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.306  -1.788   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.734  -2.364   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0      -5.122  -0.482   0.000  0.00  0.00          Cl+0
HETATM   16  C   UNK     0      -3.162  -0.757   0.000  0.00  0.00           C+0
HETATM   17 Br   UNK     0      -3.482   0.749   0.000  0.00  0.00          Br+0
HETATM   18  C   UNK     0      -1.697  -1.233   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    9                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8    3   10                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   10                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₈BrClO₃

Average Mass

337.6400 Da

Monoisotopic Mass

336.01278 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CO[C@]1(C)OC(=O)C=C1C1CCC(C)(Cl)C(Br)C1

InChI Identifier

InChI=1S/C13H18BrClO3/c1-12(15)5-4-8(6-10(12)14)9-7-11(16)18-13(9,2)17-3/h7-8,10H,4-6H2,1-3H3/t8?,10?,12?,13-/m1/s1

InChI Key

HZRBFPFRPXJJQB-LPWJNFNDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Laurencia catarinensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexyl halides. These are organohalogen compounds containing a monocyclic cyclohexane moiety that is substituted at one or more positions by an halogen atom.

Kingdom

Organic compounds

Super Class

Organohalogen compounds

Class

Alkyl halides

Sub Class

Cyclohexyl halides

Direct Parent

Cyclohexyl halides

Alternative Parents

Substituents

Cyclohexyl halide
Ketal
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organobromide
Carbonyl group
Alkyl chloride
Alkyl bromide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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

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

163193460

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one (NP0218802)

MOL for NP0218802 ((5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one)

3D MOL for NP0218802 ((5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one)

3D SDF for NP0218802 ((5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one)

3D-SDF for NP0218802 ((5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one)

PDB for NP0218802 ((5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one)

3D PDB for NP0218802 ((5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one)

SMILES for NP0218802 ((5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one)

INCHI for NP0218802 ((5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one)

Structure for NP0218802 ((5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one)

3D Structure for NP0218802 ((5r)-4-(3-bromo-4-chloro-4-methylcyclohexyl)-5-methoxy-5-methylfuran-2-one)