NP-MRD: Showing NP-Card for (1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene (NP0239725)

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Record Information

Version

2.0

Created at

2022-09-06 23:22:44 UTC

Updated at

2022-09-06 23:22:44 UTC

NP-MRD ID

NP0239725

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene

Description

10-Bromo-obtusallene belongs to the class of organic compounds known as vinyl bromides. These are vinyl halides in which a bromine atom is bonded to an sp2-hybridised carbon atom. (1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene is found in Laurencia obtusa. Based on a literature review very few articles have been published on 10-Bromo-obtusallene.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
   -3.3718   -1.2797    1.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4376   -0.9092   -0.0348 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8362    0.4443   -0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1828    1.5540    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0521    3.2487    0.2194 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0640    1.3576    0.9188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3302    2.4998    1.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936    2.6485    0.7464 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6110    4.2792    1.2020 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9186    1.6716    1.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1499    0.5365    0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6711    0.1873   -0.6746 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8500    0.2009   -1.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7288   -0.7385   -1.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6081   -1.6492   -1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8153   -1.1247    0.3289 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -1.1336   -0.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267   -1.2608   -0.8750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4194   -2.6907   -1.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0043   -1.0332    0.3583 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5427    0.0869    1.0890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306   -0.4769    1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437   -2.2739    1.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4039   -1.2442    0.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6247   -1.6329   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923    0.5643   -1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9146    0.5798   -0.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069    3.4499    1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1259    2.2861    2.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7569    2.6943   -0.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4609    1.8895    2.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7322   -0.2258    1.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9363    0.8588   -1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0906    0.8805   -2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5044   -2.5602   -1.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4696   -0.5546   -1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5032   -3.3196   -1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2171   -3.1631   -0.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6559   -2.7292   -2.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903   -1.9185    1.0057 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 12 13  1  0
 13 14  2  0
 14 15  2  0
 15 16  1  0
 20  2  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  3 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  6
 10 31  1  0
 11 32  1  0
 12 33  1  6
 18 36  1  6
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  1
 13 34  1  0
 15 35  1  0
M  END


  Mrv1652309072201222D          

 21 22  0  0  1  0            999 V2000
    0.4701   -2.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9049   -1.7811    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5151   -1.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499   -0.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601    0.3743    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.7745   -0.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613    0.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2859    0.1991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5654    0.9753    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9377   -0.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678   -1.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8883   -1.8750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5402   -2.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281   -3.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3161   -4.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9680   -4.5211    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2059   -2.3387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813   -2.3127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1018   -3.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -1.8070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1643   -1.1059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  6  0  0  0
  6 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0239725

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CC(Br)=C2C[C@@H](Cl)\C=C/[C@H](O[C@@H](C)[C@H]1O2)C=C=CBr

> <INCHI_IDENTIFIER>
InChI=1S/C16H19Br2ClO2/c1-10-8-14(18)15-9-12(19)5-6-13(4-3-7-17)20-11(2)16(10)21-15/h4-7,10-13,16H,8-9H2,1-2H3/b6-5-/t3?,10-,11-,12-,13+,16-/m0/s1

> <INCHI_KEY>
WBFNLWIUNUWBSX-XYTKKIMDSA-N

> <FORMULA>
C16H19Br2ClO2

> <MOLECULAR_WEIGHT>
438.58

> <EXACT_MASS>
435.944034

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
36.92495062249749

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4S,5Z,7R,12S)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene

> <JCHEM_LOGP>
4.392080783999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1435261044004115

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
96.57310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,5Z,7R,12S)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       0.878  -4.633   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.689  -3.325   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.962  -1.967   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.773  -0.659   0.000  0.00  0.00           C+0
HETATM    5 Br   UNK     0       1.045   0.699   0.000  0.00  0.00          Br+0
HETATM    6  C   UNK     0       3.312  -0.707   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.594   0.420   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.134   0.372   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       6.655   1.821   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0       7.350  -0.572   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.780  -2.051   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.258  -3.500   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.475  -4.444   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.266  -5.970   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.057  -7.495   0.000  0.00  0.00           C+0
HETATM   16 Br   UNK     0       9.274  -8.439   0.000  0.00  0.00          Br+0
HETATM   17  O   UNK     0       5.984  -4.366   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.445  -4.317   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.923  -5.766   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.228  -3.373   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.040  -2.064   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   12   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    2   21                                                  
CONECT   21   20    6                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₉Br₂ClO₂

Average Mass

438.5800 Da

Monoisotopic Mass

435.94403 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1CC(Br)=C2C[C@@H](Cl)\C=C/[C@H](O[C@@H](C)[C@H]1O2)C=C=CBr

InChI Identifier

InChI=1S/C16H19Br2ClO2/c1-10-8-14(18)15-9-12(19)5-6-13(4-3-7-17)20-11(2)16(10)21-15/h4-7,10-13,16H,8-9H2,1-2H3/b6-5-/t3?,10-,11-,12-,13+,16-/m0/s1

InChI Key

WBFNLWIUNUWBSX-XYTKKIMDSA-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
Laurencia obtusa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vinyl bromides. These are vinyl halides in which a bromine atom is bonded to an sp2-hybridised carbon atom.

Kingdom

Organic compounds

Super Class

Organohalogen compounds

Class

Vinyl halides

Sub Class

Vinyl bromides

Direct Parent

Vinyl bromides

Alternative Parents

Substituents

Oxacycle
Bromoalkene
Haloalkene
Organoheterocyclic compound
Vinyl bromide
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organobromide
Alkyl halide
Alkyl chloride
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

78442655

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586321

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene (NP0239725)

MOL for NP0239725 ((1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene)

3D MOL for NP0239725 ((1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene)

3D SDF for NP0239725 ((1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene)

3D-SDF for NP0239725 ((1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene)

PDB for NP0239725 ((1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene)

3D PDB for NP0239725 ((1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene)

SMILES for NP0239725 ((1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene)

INCHI for NP0239725 ((1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene)

Structure for NP0239725 ((1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene)

3D Structure for NP0239725 ((1s,2s,4s,5z,7r,12s)-10-bromo-4-(3-bromopropa-1,2-dien-1-yl)-7-chloro-2,12-dimethyl-3,13-dioxabicyclo[7.3.1]trideca-5,9-diene)