NP-MRD: Showing NP-Card for bromohelianane (NP0028650)

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Record Information

Version

2.0

Created at

2021-06-19 20:28:45 UTC

Updated at

2021-06-29 23:55:34 UTC

NP-MRD ID

NP0028650

Secondary Accession Numbers

None

Natural Product Identification

Common Name

bromohelianane

Provided By

JEOL Database JEOL Logo

Description

bromohelianane is found in Spirastrella hartmani. bromohelianane was first documented in 2005 (Martin, M. J., et al.). Based on a literature review very few articles have been published on Halogenated(brominated) Helianane.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122283D          

 38 39  0  0  0  0            999 V2000
    3.8861   -0.6546   -4.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -0.5882   -2.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2404    0.3438   -2.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055    0.4291   -1.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0381   -0.3491   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -1.2987   -0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463   -1.4230   -1.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032   -2.7361   -1.7975 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5510   -0.2250    1.3642 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6535    0.4559    2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    0.5077    1.6452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0319   -0.1650    1.0938 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1109   -0.3595   -0.4212 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7296    0.8655   -1.2867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9298    0.5259   -2.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579    2.0529   -0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6091    1.3568   -1.0286 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7288   -1.6415   -4.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9584   -0.4432   -3.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4475    0.0838   -4.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219    1.0160   -3.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943   -1.9394    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268   -1.2470    1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8396    1.4779    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3701    0.5067    3.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016   -0.0903    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0901    0.5576    2.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2811    1.5546    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503   -1.1456    1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990    0.4252    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366   -0.6682   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -1.2189   -0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    1.3445   -3.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    0.3351   -3.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.3700   -3.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5143    2.4170    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347    2.9039   -1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    1.7885   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  4 17  1  0  0  0  0
 17 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 12  1  0  0  0  0
 12 11  1  0  0  0  0
 11  9  1  0  0  0  0
  9  5  1  0  0  0  0
  2  7  2  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
  7  6  1  0  0  0  0
  9 10  1  0  0  0  0
  6  5  2  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  7  8  1  0  0  0  0
  3 21  1  0  0  0  0
  6 22  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
  9 23  1  1  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
 10 24  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    3.8861   -0.6546   -4.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -0.5882   -2.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2404    0.3438   -2.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055    0.4291   -1.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0381   -0.3491   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -1.2987   -0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463   -1.4230   -1.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032   -2.7361   -1.7975 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5510   -0.2250    1.3642 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6535    0.4559    2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    0.5077    1.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0319   -0.1650    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109   -0.3595   -0.4212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    0.8655   -1.2867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9298    0.5259   -2.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579    2.0529   -0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6091    1.3568   -1.0286 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7288   -1.6415   -4.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9584   -0.4432   -3.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4475    0.0838   -4.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219    1.0160   -3.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943   -1.9394    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268   -1.2470    1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8396    1.4779    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3701    0.5067    3.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016   -0.0903    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0901    0.5576    2.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2811    1.5546    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503   -1.1456    1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990    0.4252    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366   -0.6682   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -1.2189   -0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    1.3445   -3.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    0.3351   -3.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.3700   -3.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5143    2.4170    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347    2.9039   -1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    1.7885   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0
  5  4  1  0
  4 17  1  0
 17 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9  5  1  0
  2  7  2  0
 14 15  1  6
 14 16  1  0
  7  6  1  0
  9 10  1  0
  6  5  2  0
  2  1  1  0
  3  2  1  0
  7  8  1  0
  3 21  1  0
  6 22  1  0
 13 31  1  0
 13 32  1  0
 12 29  1  0
 12 30  1  0
 11 27  1  0
 11 28  1  0
  9 23  1  1
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END


  Mrv1652306192122283D          

 38 39  0  0  0  0            999 V2000
    3.8861   -0.6546   -4.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -0.5882   -2.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2404    0.3438   -2.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055    0.4291   -1.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0381   -0.3491   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -1.2987   -0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463   -1.4230   -1.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032   -2.7361   -1.7975 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5510   -0.2250    1.3642 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6535    0.4559    2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    0.5077    1.6452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0319   -0.1650    1.0938 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1109   -0.3595   -0.4212 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7296    0.8655   -1.2867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9298    0.5259   -2.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579    2.0529   -0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6091    1.3568   -1.0286 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7288   -1.6415   -4.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9584   -0.4432   -3.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4475    0.0838   -4.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219    1.0160   -3.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943   -1.9394    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268   -1.2470    1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8396    1.4779    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3701    0.5067    3.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016   -0.0903    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0901    0.5576    2.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2811    1.5546    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503   -1.1456    1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990    0.4252    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366   -0.6682   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -1.2189   -0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    1.3445   -3.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    0.3351   -3.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.3700   -3.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5143    2.4170    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347    2.9039   -1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    1.7885   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  4 17  1  0  0  0  0
 17 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 12  1  0  0  0  0
 12 11  1  0  0  0  0
 11  9  1  0  0  0  0
  9  5  1  0  0  0  0
  2  7  2  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
  7  6  1  0  0  0  0
  9 10  1  0  0  0  0
  6  5  2  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  7  8  1  0  0  0  0
  3 21  1  0  0  0  0
  6 22  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
  9 23  1  1  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
 10 24  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028650

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C2C(OC(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]2([H])C([H])([H])[H])=C([H])C(=C1Br)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H21BrO/c1-10-6-5-7-15(3,4)17-14-8-11(2)13(16)9-12(10)14/h8-10H,5-7H2,1-4H3/t10-/m0/s1

> <INCHI_KEY>
GXSOTJBZLAPRRE-JTQLQIEISA-N

> <FORMULA>
C15H21BrO

> <MOLECULAR_WEIGHT>
297.236

> <EXACT_MASS>
296.077578

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.939260956343084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S)-8-bromo-2,2,6,9-tetramethyl-3,4,5,6-tetrahydro-2H-1-benzoxocine

> <ALOGPS_LOGP>
6.17

> <JCHEM_LOGP>
5.455513855666665

> <ALOGPS_LOGS>
-6.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.870813731791252

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
75.9034

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.34e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-8-bromo-2,2,6,9-tetramethyl-3,4,5,6-tetrahydro-1-benzoxocine

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    3.8861   -0.6546   -4.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -0.5882   -2.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2404    0.3438   -2.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055    0.4291   -1.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0381   -0.3491   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -1.2987   -0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463   -1.4230   -1.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032   -2.7361   -1.7975 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5510   -0.2250    1.3642 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6535    0.4559    2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    0.5077    1.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0319   -0.1650    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109   -0.3595   -0.4212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    0.8655   -1.2867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9298    0.5259   -2.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579    2.0529   -0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6091    1.3568   -1.0286 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7288   -1.6415   -4.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9584   -0.4432   -3.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4475    0.0838   -4.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219    1.0160   -3.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943   -1.9394    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268   -1.2470    1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8396    1.4779    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3701    0.5067    3.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016   -0.0903    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0901    0.5576    2.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2811    1.5546    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503   -1.1456    1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990    0.4252    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366   -0.6682   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -1.2189   -0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    1.3445   -3.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    0.3351   -3.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.3700   -3.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5143    2.4170    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347    2.9039   -1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    1.7885   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0
  5  4  1  0
  4 17  1  0
 17 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9  5  1  0
  2  7  2  0
 14 15  1  6
 14 16  1  0
  7  6  1  0
  9 10  1  0
  6  5  2  0
  2  1  1  0
  3  2  1  0
  7  8  1  0
  3 21  1  0
  6 22  1  0
 13 31  1  0
 13 32  1  0
 12 29  1  0
 12 30  1  0
 11 27  1  0
 11 28  1  0
  9 23  1  1
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       3.886  -0.655  -4.006  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.259  -0.588  -2.644  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.240   0.344  -2.401  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.605   0.429  -1.153  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.038  -0.349  -0.074  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.051  -1.299  -0.331  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.646  -1.423  -1.592  0.00  0.00           C+0
HETATM    8 Br   UNK     0       5.003  -2.736  -1.798  0.00  0.00          Br+0
HETATM    9  C   UNK     0       1.551  -0.225   1.364  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.654   0.456   2.199  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.225   0.508   1.645  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.032  -0.165   1.094  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.111  -0.360  -0.421  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.730   0.866  -1.287  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.930   0.526  -2.777  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.658   2.053  -0.967  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.609   1.357  -1.029  0.00  0.00           O+0
HETATM   18  H   UNK     0       3.729  -1.642  -4.453  0.00  0.00           H+0
HETATM   19  H   UNK     0       4.958  -0.443  -3.945  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.447   0.084  -4.686  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.922   1.016  -3.195  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.394  -1.939   0.481  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.427  -1.247   1.750  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.840   1.478   1.848  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.370   0.507   3.256  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.602  -0.090   2.146  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.090   0.558   2.735  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.281   1.555   1.328  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.150  -1.146   1.572  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.899   0.425   1.416  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.137  -0.668  -0.665  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.485  -1.219  -0.691  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.582   1.345  -3.417  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.985   0.335  -3.004  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.370  -0.370  -3.065  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.514   2.417   0.055  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.435   2.904  -1.622  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.713   1.789  -1.095  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    7    1    3                                                  
CONECT    3    4    2   21                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    9    6                                                  
CONECT    6    7    5   22                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7                                                            
CONECT    9   11    5   10   23                                             
CONECT   10    9   24   25   26                                             
CONECT   11   12    9   27   28                                             
CONECT   12   13   11   29   30                                             
CONECT   13   14   12   31   32                                             
CONECT   14   17   13   15   16                                             
CONECT   15   14   33   34   35                                             
CONECT   16   14   36   37   38                                             
CONECT   17    4   14                                                       
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    3                                                            
CONECT   22    6                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   10                                                            
CONECT   26   10                                                            
CONECT   27   11                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
CONECT   38   16                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
    3.8861   -0.6546   -4.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -0.5882   -2.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2404    0.3438   -2.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055    0.4291   -1.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0381   -0.3491   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -1.2987   -0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463   -1.4230   -1.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032   -2.7361   -1.7975 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5510   -0.2250    1.3642 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6535    0.4559    2.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    0.5077    1.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0319   -0.1650    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109   -0.3595   -0.4212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    0.8655   -1.2867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9298    0.5259   -2.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6579    2.0529   -0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6091    1.3568   -1.0286 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7288   -1.6415   -4.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9584   -0.4432   -3.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4475    0.0838   -4.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219    1.0160   -3.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943   -1.9394    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4268   -1.2470    1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8396    1.4779    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3701    0.5067    3.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016   -0.0903    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0901    0.5576    2.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2811    1.5546    1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1503   -1.1456    1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990    0.4252    1.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366   -0.6682   -0.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -1.2189   -0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5820    1.3445   -3.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    0.3351   -3.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.3700   -3.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5143    2.4170    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4347    2.9039   -1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    1.7885   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0
  5  4  1  0
  4 17  1  0
 17 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9  5  1  0
  2  7  2  0
 14 15  1  6
 14 16  1  0
  7  6  1  0
  9 10  1  0
  6  5  2  0
  2  1  1  0
  3  2  1  0
  7  8  1  0
  3 21  1  0
  6 22  1  0
 13 31  1  0
 13 32  1  0
 12 29  1  0
 12 30  1  0
 11 27  1  0
 11 28  1  0
  9 23  1  1
 15 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₁BrO

Average Mass

297.2360 Da

Monoisotopic Mass

296.07758 Da

IUPAC Name

(6S)-8-bromo-2,2,6,9-tetramethyl-3,4,5,6-tetrahydro-2H-1-benzoxocine

Traditional Name

(6S)-8-bromo-2,2,6,9-tetramethyl-3,4,5,6-tetrahydro-1-benzoxocine

CAS Registry Number

Not Available

SMILES

[H]C1=C2C(OC(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]2([H])C([H])([H])[H])=C([H])C(=C1Br)C([H])([H])[H]

InChI Identifier

InChI=1S/C15H21BrO/c1-10-6-5-7-15(3,4)17-14-8-11(2)13(16)9-12(10)14/h8-10H,5-7H2,1-4H3/t10-/m0/s1

InChI Key

GXSOTJBZLAPRRE-JTQLQIEISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Spirastrella hartmani	JEOL database	Martin, M. J., et al, J. Nat. Prod. 68, 1554 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxocins. Oxocins are compounds containing an oxocin ring, which is a eight-member unsaturated aromatic ring containing one oxygen atom and seven carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxocins

Sub Class

Not Available

Direct Parent

Oxocins

Alternative Parents

Substituents

Oxocin
Alkyl aryl ether
Benzenoid
Aryl halide
Aryl bromide
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organobromide
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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
logP	6.17	ALOGPS
logP	5.46	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	75.9 m³·mol⁻¹	ChemAxon
Polarizability	29.94 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

4483626

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5326148

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Martin, M. J., et al. (2005). Martin, M. J., et al, J. Nat. Prod. 68, 1554 (2005). J. Nat. Prod..

Showing NP-Card for bromohelianane (NP0028650)

MOL for NP0028650 (bromohelianane)

3D MOL for NP0028650 (bromohelianane)

3D SDF for NP0028650 (bromohelianane)

3D-SDF for NP0028650 (bromohelianane)

PDB for NP0028650 (bromohelianane)

3D PDB for NP0028650 (bromohelianane)

SMILES for NP0028650 (bromohelianane)

INCHI for NP0028650 (bromohelianane)

Structure for NP0028650 (bromohelianane)

3D Structure for NP0028650 (bromohelianane)