NP-MRD: Showing NP-Card for 9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene (NP0304140)

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Record Information

Version

2.0

Created at

2022-09-10 19:01:11 UTC

Updated at

2022-09-10 19:01:11 UTC

NP-MRD ID

NP0304140

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene

Description

9-Bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]Tridec-7-ene belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. 9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene is found in Aplysia dactylomela. Based on a literature review very few articles have been published on 9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]Tridec-7-ene.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
    0.9560    2.0269    0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6771    1.9432   -0.5001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6103    2.6486   -0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5241    2.7983    0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1258    1.8111    0.9014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7612    0.6337    0.2837 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4655    0.9613   -1.4652 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7721   -0.4963    0.2600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4598   -1.8618    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3041   -2.7375   -0.2100 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3910   -3.2369    1.2238 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5207   -1.7590   -1.0612 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9108   -1.6630   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3637   -0.2651   -0.3222 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7913   -0.1564   -0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229   -0.7724    0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558   -1.5651    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5171   -3.3425    0.3363 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.6340    0.6755   -1.0074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1582   -0.5444   -0.9886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055    1.4217    1.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0005    1.7034    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226    3.0881    1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338    2.4721   -1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1081    2.1051   -1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3674    3.6493   -1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7153    3.8113    0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662    1.8593    2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6205    0.2789    0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -0.4897    1.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8072   -2.1423    1.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2227   -1.8852   -0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6791   -3.6026   -0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411   -2.1205   -2.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5320   -2.0216   -1.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1948   -2.3410    0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814   -0.1709    0.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    0.3408   -1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7494   -1.0542    1.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 19  1  0
 14 15  1  0
 15 16  2  0
 16 17  2  0
 17 18  1  0
 12 20  1  0
 19  2  1  0
 20  8  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  1
  8 30  1  1
  9 31  1  0
  9 32  1  0
 10 33  1  6
 12 34  1  6
 13 35  1  0
 13 36  1  0
 14 37  1  1
 15 38  1  0
 17 39  1  0
M  END


  Mrv1652309102221012D          

 20 21  0  0  0  0            999 V2000
    4.0284    1.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4467    1.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6626    0.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0810   -0.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1991   -0.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -0.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385   -1.3625    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8800    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6874    0.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758    1.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5742    0.8165    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0542    1.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6358    2.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4333    2.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0150    2.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991    3.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5832    4.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857    4.4140    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.6492    1.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2524    0.7706    0.0000 O   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
  4  3  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 19  1  0  0  0  0
  2 19  1  0  0  0  0
 12 20  1  0  0  0  0
  8 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0304140

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC=CC(Br)C2CC(Cl)C(CC(O1)C=C=CBr)O2

> <INCHI_IDENTIFIER>
InChI=1S/C15H19Br2ClO2/c1-10-4-2-6-12(17)14-9-13(18)15(20-14)8-11(19-10)5-3-7-16/h2,5-7,10-15H,4,8-9H2,1H3

> <INCHI_KEY>
YLTAXFWQNWJZMS-UHFFFAOYSA-N

> <FORMULA>
C15H19Br2ClO2

> <MOLECULAR_WEIGHT>
426.57

> <EXACT_MASS>
423.944034

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
35.93222925147593

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene

> <JCHEM_LOGP>
4.350283018333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.892303710962015

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
90.42630000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       7.520   2.992   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.434   1.900   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.837   0.414   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.751  -0.678   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.105  -0.318   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.735  -1.022   0.000  0.00  0.00           C+0
HETATM    7 Br   UNK     0       2.498  -2.543   0.000  0.00  0.00          Br+0
HETATM    8  C   UNK     0       1.643   0.064   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.150   0.380   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.315   1.912   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       4.805   1.524   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       1.968   3.083   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.054   4.175   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.542   3.781   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.628   4.873   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.225   6.359   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.822   7.845   0.000  0.00  0.00           C+0
HETATM   18 Br   UNK     0       3.333   8.240   0.000  0.00  0.00          Br+0
HETATM   19  O   UNK     0       4.945   2.294   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.338   1.438   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   14    2                                                       
CONECT   20   12    8                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₉Br₂ClO₂

Average Mass

426.5700 Da

Monoisotopic Mass

423.94403 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1CC=CC(Br)C2CC(Cl)C(CC(O1)C=C=CBr)O2

InChI Identifier

InChI=1S/C15H19Br2ClO2/c1-10-4-2-6-12(17)14-9-13(18)15(20-14)8-11(19-10)5-3-7-16/h2,5-7,10-15H,4,8-9H2,1H3

InChI Key

YLTAXFWQNWJZMS-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 dactylomela	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydrofurans

Sub Class

Not Available

Direct Parent

Tetrahydrofurans

Alternative Parents

Substituents

Tetrahydrofuran
Dialkyl ether
Ether
Vinyl bromide
Vinyl halide
Oxacycle
Organooxygen compound
Organochloride
Organobromide
Organohalogen compound
Alkyl bromide
Organic oxygen compound
Alkyl chloride
Alkyl halide
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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

163000086

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene (NP0304140)

MOL for NP0304140 (9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene)

3D MOL for NP0304140 (9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene)

3D SDF for NP0304140 (9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene)

3D-SDF for NP0304140 (9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene)

PDB for NP0304140 (9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene)

3D PDB for NP0304140 (9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene)

SMILES for NP0304140 (9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene)

INCHI for NP0304140 (9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene)

Structure for NP0304140 (9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene)

3D Structure for NP0304140 (9-bromo-3-(3-bromopropa-1,2-dien-1-yl)-12-chloro-5-methyl-4,13-dioxabicyclo[8.2.1]tridec-7-ene)