NP-MRD: Showing NP-Card for (2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+ (NP0032323)

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Record Information

Version

2.0

Created at

2021-06-19 23:09:08 UTC

Updated at

2021-06-30 00:01:25 UTC

NP-MRD ID

NP0032323

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+

Provided By

JEOL Database JEOL Logo

Description

(2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+ is found in Laurencia scoparia. (2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+ was first documented in 2006 (Davyt, D., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101093D          

 43 43  0  0  0  0            999 V2000
    5.0674    3.5682    1.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269    3.6509    1.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652    4.8639    2.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804    2.5740    1.1784 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4343    1.7514    0.2072 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749    1.6825    2.3185 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4271    0.4876    1.8525 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1369    0.8479    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8379    1.4460    1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0175    0.4735   -0.3663 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0539    1.1621   -1.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2954    0.9504   -1.0273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4119    0.5446   -2.5021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2352   -0.9607   -2.7397 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2876   -1.2779   -4.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8476   -1.8933   -1.9817 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0046   -1.5391   -2.0229 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5312   -1.2104   -2.9285 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1588   -1.0542   -0.5683 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5620    2.6932    1.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7107    4.3623    1.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729    4.5868    3.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947    5.6165    2.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4027    5.3351    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    3.0536    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849    2.3658   -0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113    2.2809    3.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1366    1.2692    2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1648   -0.1127    2.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0544   -0.1729    1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7077    1.6696    2.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926    1.7374    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9171    0.9166   -0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3558    2.0465   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636    0.5630   -0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835    0.8851   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6552    1.0942   -3.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5147   -0.7374   -4.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -0.9882   -4.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509   -2.3493   -4.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -2.6338   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -1.5597    0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.4094   -0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  7  6  1  0  0  0  0
  2  3  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  2  3  0  0  0
  6  4  1  0  0  0  0
 14 13  1  0  0  0  0
 17 19  1  0  0  0  0
 19 10  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2  1  2  3  0  0  0
 10 11  1  6  0  0  0
 14 16  1  1  0  0  0
  4  5  1  0  0  0  0
 14 15  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10  8  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
  4 25  1  6  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  5 26  1  0  0  0  0
 17 41  1  1  0  0  0
 19 42  1  0  0  0  0
 19 43  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 11 33  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
M  END

     RDKit          3D

 43 43  0  0  0  0  0  0  0  0999 V2000
    5.0674    3.5682    1.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269    3.6509    1.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652    4.8639    2.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804    2.5740    1.1784 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4343    1.7514    0.2072 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749    1.6825    2.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271    0.4876    1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369    0.8479    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8379    1.4460    1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0175    0.4735   -0.3663 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0539    1.1621   -1.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2954    0.9504   -1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4119    0.5446   -2.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2352   -0.9607   -2.7397 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2876   -1.2779   -4.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8476   -1.8933   -1.9817 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0046   -1.5391   -2.0229 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5312   -1.2104   -2.9285 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1588   -1.0542   -0.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5620    2.6932    1.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7107    4.3623    1.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729    4.5868    3.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947    5.6165    2.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4027    5.3351    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    3.0536    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849    2.3658   -0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113    2.2809    3.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1366    1.2692    2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1648   -0.1127    2.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0544   -0.1729    1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7077    1.6696    2.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926    1.7374    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9171    0.9166   -0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3558    2.0465   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636    0.5630   -0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835    0.8851   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6552    1.0942   -3.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5147   -0.7374   -4.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -0.9882   -4.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509   -2.3493   -4.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -2.6338   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -1.5597    0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.4094   -0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  7  6  1  0
  2  3  1  0
  8  7  1  0
  8  9  2  3
  6  4  1  0
 14 13  1  0
 17 19  1  0
 19 10  1  0
 10 12  1  0
 12 13  1  0
  2  1  2  3
 10 11  1  6
 14 16  1  1
  4  5  1  0
 14 15  1  0
 14 17  1  0
 17 18  1  0
 10  8  1  0
  7 29  1  0
  7 30  1  0
  6 27  1  0
  6 28  1  0
  4 25  1  6
  3 22  1  0
  3 23  1  0
  3 24  1  0
  9 31  1  0
  9 32  1  0
  1 20  1  0
  1 21  1  0
  5 26  1  0
 17 41  1  1
 19 42  1  0
 19 43  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 11 33  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
M  END


  Mrv1652306202101093D          

 43 43  0  0  0  0            999 V2000
    5.0674    3.5682    1.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269    3.6509    1.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652    4.8639    2.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804    2.5740    1.1784 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4343    1.7514    0.2072 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749    1.6825    2.3185 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4271    0.4876    1.8525 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1369    0.8479    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8379    1.4460    1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0175    0.4735   -0.3663 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0539    1.1621   -1.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2954    0.9504   -1.0273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4119    0.5446   -2.5021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2352   -0.9607   -2.7397 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2876   -1.2779   -4.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8476   -1.8933   -1.9817 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0046   -1.5391   -2.0229 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5312   -1.2104   -2.9285 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1588   -1.0542   -0.5683 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5620    2.6932    1.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7107    4.3623    1.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729    4.5868    3.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947    5.6165    2.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4027    5.3351    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    3.0536    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849    2.3658   -0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113    2.2809    3.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1366    1.2692    2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1648   -0.1127    2.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0544   -0.1729    1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7077    1.6696    2.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926    1.7374    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9171    0.9166   -0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3558    2.0465   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636    0.5630   -0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835    0.8851   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6552    1.0942   -3.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5147   -0.7374   -4.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -0.9882   -4.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509   -2.3493   -4.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -2.6338   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -1.5597    0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.4094   -0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  7  6  1  0  0  0  0
  2  3  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  2  3  0  0  0
  6  4  1  0  0  0  0
 14 13  1  0  0  0  0
 17 19  1  0  0  0  0
 19 10  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2  1  2  3  0  0  0
 10 11  1  6  0  0  0
 14 16  1  1  0  0  0
  4  5  1  0  0  0  0
 14 15  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10  8  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  6 27  1  0  0  0  0
  6 28  1  0  0  0  0
  4 25  1  6  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  5 26  1  0  0  0  0
 17 41  1  1  0  0  0
 19 42  1  0  0  0  0
 19 43  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 11 33  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032323

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]([H])(C(=C([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])C(=C([H])[H])[C@]1(O[H])C([H])([H])C([H])([H])[C@@](Br)(C([H])([H])[H])[C@@]([H])(Cl)C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H24BrClO2/c1-10(2)12(18)6-5-11(3)15(19)8-7-14(4,16)13(17)9-15/h12-13,18-19H,1,3,5-9H2,2,4H3/t12-,13-,14-,15-/m0/s1

> <INCHI_KEY>
KCTBLUZWVXTOET-AJNGGQMLSA-N

> <FORMULA>
C15H24BrClO2

> <MOLECULAR_WEIGHT>
351.71

> <EXACT_MASS>
350.064821

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.873809125818305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3S,4S)-4-bromo-3-chloro-1-[(5S)-5-hydroxy-6-methylhepta-1,6-dien-2-yl]-4-methylcyclohexan-1-ol

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
3.306749653

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.098870736876883

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.172282188663736

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4433539396900512

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
83.56649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,4S)-4-bromo-3-chloro-1-[(5S)-5-hydroxy-6-methylhepta-1,6-dien-2-yl]-4-methylcyclohexan-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 43  0  0  0  0  0  0  0  0999 V2000
    5.0674    3.5682    1.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269    3.6509    1.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652    4.8639    2.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804    2.5740    1.1784 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4343    1.7514    0.2072 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749    1.6825    2.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271    0.4876    1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369    0.8479    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8379    1.4460    1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0175    0.4735   -0.3663 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0539    1.1621   -1.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2954    0.9504   -1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4119    0.5446   -2.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2352   -0.9607   -2.7397 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2876   -1.2779   -4.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8476   -1.8933   -1.9817 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0046   -1.5391   -2.0229 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5312   -1.2104   -2.9285 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1588   -1.0542   -0.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5620    2.6932    1.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7107    4.3623    1.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729    4.5868    3.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947    5.6165    2.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4027    5.3351    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    3.0536    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849    2.3658   -0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113    2.2809    3.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1366    1.2692    2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1648   -0.1127    2.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0544   -0.1729    1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7077    1.6696    2.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926    1.7374    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9171    0.9166   -0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3558    2.0465   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636    0.5630   -0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835    0.8851   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6552    1.0942   -3.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5147   -0.7374   -4.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -0.9882   -4.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509   -2.3493   -4.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -2.6338   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -1.5597    0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.4094   -0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  7  6  1  0
  2  3  1  0
  8  7  1  0
  8  9  2  3
  6  4  1  0
 14 13  1  0
 17 19  1  0
 19 10  1  0
 10 12  1  0
 12 13  1  0
  2  1  2  3
 10 11  1  6
 14 16  1  1
  4  5  1  0
 14 15  1  0
 14 17  1  0
 17 18  1  0
 10  8  1  0
  7 29  1  0
  7 30  1  0
  6 27  1  0
  6 28  1  0
  4 25  1  6
  3 22  1  0
  3 23  1  0
  3 24  1  0
  9 31  1  0
  9 32  1  0
  1 20  1  0
  1 21  1  0
  5 26  1  0
 17 41  1  1
 19 42  1  0
 19 43  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 11 33  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       5.067   3.568   1.601  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.727   3.651   1.679  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.065   4.864   2.277  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.780   2.574   1.178  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.434   1.751   0.207  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.275   1.683   2.318  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.427   0.488   1.853  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.137   0.848   1.125  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.838   1.446   1.839  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.018   0.474  -0.366  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.054   1.162  -1.063  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.295   0.950  -1.027  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.412   0.545  -2.502  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.235  -0.961  -2.740  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.288  -1.278  -4.243  0.00  0.00           C+0
HETATM   16 Br   UNK     0      -2.848  -1.893  -1.982  0.00  0.00          Br+0
HETATM   17  C   UNK     0       0.005  -1.539  -2.023  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       1.531  -1.210  -2.929  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       0.159  -1.054  -0.568  0.00  0.00           C+0
HETATM   20  H   UNK     0       5.562   2.693   1.189  0.00  0.00           H+0
HETATM   21  H   UNK     0       5.711   4.362   1.968  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.473   4.587   3.155  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.795   5.617   2.595  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.403   5.335   1.544  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.937   3.054   0.669  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.785   2.366  -0.464  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.711   2.281   3.044  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.137   1.269   2.860  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.165  -0.113   2.735  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.054  -0.173   1.247  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.708   1.670   2.894  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.793   1.737   1.416  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.917   0.917  -0.675  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.356   2.046  -0.988  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.164   0.563  -0.482  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.384   0.885  -2.883  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.655   1.094  -3.077  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.515  -0.737  -4.799  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.250  -0.988  -4.681  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.151  -2.349  -4.430  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.055  -2.634  -2.008  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.594  -1.560   0.051  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.130  -1.409  -0.203  0.00  0.00           H+0
CONECT    1    2   20   21                                                  
CONECT    2    4    3    1                                                  
CONECT    3    2   22   23   24                                             
CONECT    4    2    6    5   25                                             
CONECT    5    4   26                                                       
CONECT    6    7    4   27   28                                             
CONECT    7    6    8   29   30                                             
CONECT    8    7    9   10                                                  
CONECT    9    8   31   32                                                  
CONECT   10   19   12   11    8                                             
CONECT   11   10   33                                                       
CONECT   12   10   13   34   35                                             
CONECT   13   14   12   36   37                                             
CONECT   14   13   16   15   17                                             
CONECT   15   14   38   39   40                                             
CONECT   16   14                                                            
CONECT   17   19   14   18   41                                             
CONECT   18   17                                                            
CONECT   19   17   10   42   43                                             
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    3                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30    7                                                            
CONECT   31    9                                                            
CONECT   32    9                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   12                                                            
CONECT   36   13                                                            
CONECT   37   13                                                            
CONECT   38   15                                                            
CONECT   39   15                                                            
CONECT   40   15                                                            
CONECT   41   17                                                            
CONECT   42   19                                                            
CONECT   43   19                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   86    0
END

RDKit          3D

43 43  0  0  0  0  0  0  0  0999 V2000
    5.0674    3.5682    1.6013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269    3.6509    1.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652    4.8639    2.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804    2.5740    1.1784 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4343    1.7514    0.2072 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749    1.6825    2.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4271    0.4876    1.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369    0.8479    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8379    1.4460    1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0175    0.4735   -0.3663 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0539    1.1621   -1.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2954    0.9504   -1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4119    0.5446   -2.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2352   -0.9607   -2.7397 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2876   -1.2779   -4.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8476   -1.8933   -1.9817 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0046   -1.5391   -2.0229 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5312   -1.2104   -2.9285 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1588   -1.0542   -0.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5620    2.6932    1.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7107    4.3623    1.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729    4.5868    3.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947    5.6165    2.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4027    5.3351    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    3.0536    0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849    2.3658   -0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113    2.2809    3.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1366    1.2692    2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1648   -0.1127    2.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0544   -0.1729    1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7077    1.6696    2.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926    1.7374    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9171    0.9166   -0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3558    2.0465   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636    0.5630   -0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3835    0.8851   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6552    1.0942   -3.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5147   -0.7374   -4.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -0.9882   -4.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509   -2.3493   -4.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0549   -2.6338   -2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941   -1.5597    0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.4094   -0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  7  6  1  0
  2  3  1  0
  8  7  1  0
  8  9  2  3
  6  4  1  0
 14 13  1  0
 17 19  1  0
 19 10  1  0
 10 12  1  0
 12 13  1  0
  2  1  2  3
 10 11  1  6
 14 16  1  1
  4  5  1  0
 14 15  1  0
 14 17  1  0
 17 18  1  0
 10  8  1  0
  7 29  1  0
  7 30  1  0
  6 27  1  0
  6 28  1  0
  4 25  1  6
  3 22  1  0
  3 23  1  0
  3 24  1  0
  9 31  1  0
  9 32  1  0
  1 20  1  0
  1 21  1  0
  5 26  1  0
 17 41  1  1
 19 42  1  0
 19 43  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 11 33  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄BrClO₂

Average Mass

351.7100 Da

Monoisotopic Mass

350.06482 Da

IUPAC Name

(1S,3S,4S)-4-bromo-3-chloro-1-[(5S)-5-hydroxy-6-methylhepta-1,6-dien-2-yl]-4-methylcyclohexan-1-ol

Traditional Name

(1S,3S,4S)-4-bromo-3-chloro-1-[(5S)-5-hydroxy-6-methylhepta-1,6-dien-2-yl]-4-methylcyclohexan-1-ol

CAS Registry Number

Not Available

SMILES

[H]O[C@]([H])(C(=C([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])C(=C([H])[H])[C@]1(O[H])C([H])([H])C([H])([H])[C@@](Br)(C([H])([H])[H])[C@@]([H])(Cl)C1([H])[H]

InChI Identifier

InChI=1S/C15H24BrClO2/c1-10(2)12(18)6-5-11(3)15(19)8-7-14(4,16)13(17)9-15/h12-13,18-19H,1,3,5-9H2,2,4H3/t12-,13-,14-,15-/m0/s1

InChI Key

KCTBLUZWVXTOET-AJNGGQMLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Laurencia scoparia	JEOL database	Davyt, D., et al, J. Nat. Prod. 69, 1113 (2006)

Chemical Taxonomy

Classification

Not classified

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	3.39	ALOGPS
logP	3.31	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	14.17	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	83.57 m³·mol⁻¹	ChemAxon
Polarizability	33.87 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Davyt, D., et al. (2006). Davyt, D., et al, J. Nat. Prod. 69, 1113 (2006) . J. Nat. Prod..

Showing NP-Card for (2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+ (NP0032323)

MOL for NP0032323 ((2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

3D MOL for NP0032323 ((2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

3D SDF for NP0032323 ((2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

3D-SDF for NP0032323 ((2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

PDB for NP0032323 ((2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

3D PDB for NP0032323 ((2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

SMILES for NP0032323 ((2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

INCHI for NP0032323 ((2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

Structure for NP0032323 ((2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

3D Structure for NP0032323 ((2S*,3S*,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

Showing NP-Card for (2S,3S,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+ (NP0032323)

MOL for NP0032323 ((2S,3S,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

3D MOL for NP0032323 ((2S,3S,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

3D SDF for NP0032323 ((2S,3S,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

3D-SDF for NP0032323 ((2S,3S,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

PDB for NP0032323 ((2S,3S,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

3D PDB for NP0032323 ((2S,3S,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

SMILES for NP0032323 ((2S,3S,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

INCHI for NP0032323 ((2S,3S,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

Structure for NP0032323 ((2S,3S,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)

3D Structure for NP0032323 ((2S,3S,6S*)-3-bromo-2-chloro-2,3-dihydro-6,10-dihydroxy-beta-bisabolene+)