NP-MRD: Showing NP-Card for Furocaespitane (NP0058536)

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Record Information

Version

2.0

Created at

2022-04-28 03:53:15 UTC

Updated at

2022-04-28 03:53:15 UTC

NP-MRD ID

NP0058536

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Furocaespitane

Description

Furocaespitane 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. Furocaespitane is found in Aplysia dactylomela, Laurencia caespitosa and Osmundea hybrida. Based on a literature review very few articles have been published on furocaespitane.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    2.7228    2.2467    0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8301    0.7648    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9067    0.0732    0.4740 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7110   -1.2041    0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3708   -1.3982    0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8276   -0.1335   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    0.1922   -0.3631 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2442   -1.0632   -0.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6944   -0.8510   -1.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3489    0.0757   -0.2800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8131   -0.2842   -0.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1862    1.7611   -0.8679 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6795    0.0327    1.0691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7521   -1.7152    1.8747 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3005    0.5798    0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5930    2.6820    0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    2.6241    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8122    2.6084   -0.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3871   -2.0275    0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625   -2.3418   -0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    1.0061   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3436   -1.3663   -1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1344   -1.8624   -0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7327   -0.3749   -2.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1962   -1.8206   -1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0240   -1.3286   -0.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1441    0.0253    0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3640    0.3933   -0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2762    0.7104    1.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3822    1.6858    0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3544    0.3097    1.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  6
 10 13  1  0
 13 14  1  0
 13 15  1  0
  3  2  1  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 20  1  0
  4 19  1  0
  7 21  1  6
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  1
 15 30  1  0
 15 31  1  0
M  END


  Mrv1652304282205532D          

 15 16  0  0  1  0            999 V2000
   -0.6078    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.1152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0367    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    4.3527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3222    4.7652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7096    5.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9349    5.4936    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    4.7652    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1298    2.0602    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  5  9  1  6  0  0  0
  3 10  1  6  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0058536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(C=CO1)[C@H]1CC[C@](C)(Cl)[C@@H](Br)C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H16BrClO/c1-8-10(4-6-15-8)9-3-5-12(2,14)11(13)7-9/h4,6,9,11H,3,5,7H2,1-2H3/t9-,11-,12-/m0/s1

> <INCHI_KEY>
PIJSECHHFPTCLU-DLOVCJGASA-N

> <FORMULA>
C12H16BrClO

> <MOLECULAR_WEIGHT>
291.61

> <EXACT_MASS>
290.007306

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
26.834830590624996

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(1S,3S,4S)-3-bromo-4-chloro-4-methylcyclohexyl]-2-methylfuran

> <ALOGPS_LOGP>
5.12

> <JCHEM_LOGP>
4.141675411333333

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.731593018191994

> <JCHEM_POLAR_SURFACE_AREA>
13.14

> <JCHEM_REFRACTIVITY>
66.66739999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(1S,3S,4S)-3-bromo-4-chloro-4-methylcyclohexyl]-2-methylfuran

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.134   8.125   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.134   6.585   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.468   5.815   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.802   6.585   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.802   8.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.468   8.895   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.191  10.255   0.000  0.00  0.00           C+0
HETATM    8 Cl   UNK     0      -1.745  10.255   0.000  0.00  0.00          Cl+0
HETATM    9 Br   UNK     0      -5.136   8.895   0.000  0.00  0.00          Br+0
HETATM   10  C   UNK     0      -2.468   4.275   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.222   3.370   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.698   1.905   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.238   1.905   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.714   3.370   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.242   3.846   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1    7    8                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5                                                            
CONECT   10    3   11   14                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₆BrClO

Average Mass

291.6100 Da

Monoisotopic Mass

290.00731 Da

IUPAC Name

3-[(1S,3S,4S)-3-bromo-4-chloro-4-methylcyclohexyl]-2-methylfuran

Traditional Name

3-[(1S,3S,4S)-3-bromo-4-chloro-4-methylcyclohexyl]-2-methylfuran

CAS Registry Number

Not Available

SMILES

CC1=C(C=CO1)[C@H]1CC[C@](C)(Cl)[C@@H](Br)C1

InChI Identifier

InChI=1S/C12H16BrClO/c1-8-10(4-6-15-8)9-3-5-12(2,14)11(13)7-9/h4,6,9,11H,3,5,7H2,1-2H3/t9-,11-,12-/m0/s1

InChI Key

PIJSECHHFPTCLU-DLOVCJGASA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 dactylomela	Animalia	KNApSAcK
Laurencia caespitosa	-	KNApSAcK
Osmundea hybrida	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
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organobromide
Alkyl chloride
Alkyl bromide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

furans (CHEBI:80939 )

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	5.12	ALOGPS
logP	4.14	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	13.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	66.67 m³·mol⁻¹	ChemAxon
Polarizability	26.83 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C00011941

Chemspider ID

10349568

KEGG Compound ID

C17113

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23244755

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Furocaespitane (NP0058536)

MOL for NP0058536 (Furocaespitane)

3D MOL for NP0058536 (Furocaespitane)

3D SDF for NP0058536 (Furocaespitane)

3D-SDF for NP0058536 (Furocaespitane)

PDB for NP0058536 (Furocaespitane)

3D PDB for NP0058536 (Furocaespitane)

SMILES for NP0058536 (Furocaespitane)

INCHI for NP0058536 (Furocaespitane)

Structure for NP0058536 (Furocaespitane)

3D Structure for NP0058536 (Furocaespitane)