NP-MRD: Showing NP-Card for Salimabromide (NP0011802)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-05 21:22:43 UTC

Updated at

2021-07-15 17:09:58 UTC

NP-MRD ID

NP0011802

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Salimabromide

Provided By

NPAtlas

Description

Salimabromide is found in Enhygromyxa and Enhygromyxa salina. Salimabromide was first documented in 2013 (PMID: 23703738). Based on a literature review very few articles have been published on 4,6-dibromo-5-ethyl-9,9,10-trimethyl-15-oxatetracyclo[8.6.0.0²,¹⁴.0³,⁸]Hexadeca-3,5,7,11-tetraene-13,16-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242116593D          

 45 48  0  0  0  0            999 V2000
    5.3068    0.2857   -0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670    1.1021    0.2650 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8632    0.5230    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -0.2772    1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -0.5697    2.7567 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.2133   -0.8240    1.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2704   -0.5778    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396    0.2190   -0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9191    0.7563   -0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4595    1.8635   -2.1007 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3239    0.5041   -1.6329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7362    1.9231   -1.7902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8848    1.8030   -2.6530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5577    0.6781   -2.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759    0.4704   -2.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254   -0.2173   -1.4904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0707   -0.4587   -0.0901 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3803   -1.2571   -0.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3879    0.7566    0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    2.0042    0.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    2.5535   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9770    3.7770   -0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -1.2275    0.6669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3875   -1.1893    2.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0033   -2.6836    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1764    0.3056    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7428    0.6973   -1.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493   -0.7753   -0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1108    2.0083   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4221    1.5727    1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533   -1.4491    2.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506    0.1780   -2.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0093    2.5864   -2.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5591   -1.1730   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -1.8266   -1.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175   -0.5458   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780   -1.9660    0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956    0.5903    1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1970    2.6149    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4880   -1.2208    2.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717   -2.1014    2.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387   -0.2852    2.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -2.8268   -0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7844   -3.2003    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026   -3.1206    0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
  9  3  1  0  0  0  0
 16 11  1  0  0  0  0
 23  7  1  0  0  0  0
 21 12  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  2 29  1  0  0  0  0
  2 30  1  0  0  0  0
  6 31  1  0  0  0  0
 11 32  1  6  0  0  0
 12 33  1  6  0  0  0
 16 34  1  6  0  0  0
 18 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 19 38  1  0  0  0  0
 20 39  1  0  0  0  0
 24 40  1  0  0  0  0
 24 41  1  0  0  0  0
 24 42  1  0  0  0  0
 25 43  1  0  0  0  0
 25 44  1  0  0  0  0
 25 45  1  0  0  0  0
M  END

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
    5.3068    0.2857   -0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670    1.1021    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632    0.5230    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -0.2772    1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -0.5697    2.7567 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.2133   -0.8240    1.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2704   -0.5778    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396    0.2190   -0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9191    0.7563   -0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4595    1.8635   -2.1007 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3239    0.5041   -1.6329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7362    1.9231   -1.7902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8848    1.8030   -2.6530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5577    0.6781   -2.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759    0.4704   -2.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254   -0.2173   -1.4904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0707   -0.4587   -0.0901 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3803   -1.2571   -0.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3879    0.7566    0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    2.0042    0.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    2.5535   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9770    3.7770   -0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -1.2275    0.6669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3875   -1.1893    2.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0033   -2.6836    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1764    0.3056    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7428    0.6973   -1.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493   -0.7753   -0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1108    2.0083   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4221    1.5727    1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533   -1.4491    2.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506    0.1780   -2.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0093    2.5864   -2.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5591   -1.1730   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -1.8266   -1.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175   -0.5458   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780   -1.9660    0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956    0.5903    1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1970    2.6149    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4880   -1.2208    2.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717   -2.1014    2.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387   -0.2852    2.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -2.8268   -0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7844   -3.2003    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026   -3.1206    0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 17 23  1  0
 23 24  1  1
 23 25  1  0
  9  3  1  0
 16 11  1  0
 23  7  1  0
 21 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  6 31  1  0
 11 32  1  6
 12 33  1  6
 16 34  1  6
 18 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 24 40  1  0
 24 41  1  0
 24 42  1  0
 25 43  1  0
 25 44  1  0
 25 45  1  0
M  END


  Mrv1652306242116593D          

 45 48  0  0  0  0            999 V2000
    5.3068    0.2857   -0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670    1.1021    0.2650 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8632    0.5230    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -0.2772    1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -0.5697    2.7567 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.2133   -0.8240    1.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2704   -0.5778    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396    0.2190   -0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9191    0.7563   -0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4595    1.8635   -2.1007 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3239    0.5041   -1.6329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7362    1.9231   -1.7902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8848    1.8030   -2.6530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5577    0.6781   -2.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759    0.4704   -2.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254   -0.2173   -1.4904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0707   -0.4587   -0.0901 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3803   -1.2571   -0.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3879    0.7566    0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    2.0042    0.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    2.5535   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9770    3.7770   -0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -1.2275    0.6669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3875   -1.1893    2.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0033   -2.6836    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1764    0.3056    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7428    0.6973   -1.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493   -0.7753   -0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1108    2.0083   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4221    1.5727    1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533   -1.4491    2.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506    0.1780   -2.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0093    2.5864   -2.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5591   -1.1730   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -1.8266   -1.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175   -0.5458   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780   -1.9660    0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956    0.5903    1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1970    2.6149    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4880   -1.2208    2.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717   -2.1014    2.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387   -0.2852    2.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -2.8268   -0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7844   -3.2003    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026   -3.1206    0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
  9  3  1  0  0  0  0
 16 11  1  0  0  0  0
 23  7  1  0  0  0  0
 21 12  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  2 29  1  0  0  0  0
  2 30  1  0  0  0  0
  6 31  1  0  0  0  0
 11 32  1  6  0  0  0
 12 33  1  6  0  0  0
 16 34  1  6  0  0  0
 18 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 19 38  1  0  0  0  0
 20 39  1  0  0  0  0
 24 40  1  0  0  0  0
 24 41  1  0  0  0  0
 24 42  1  0  0  0  0
 25 43  1  0  0  0  0
 25 44  1  0  0  0  0
 25 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011802

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C2C(=C(Br)C(=C1Br)C([H])([H])C([H])([H])[H])[C@]1([H])[C@@]3([H])OC(=O)[C@]1([H])[C@@](C([H])=C([H])C3=O)(C([H])([H])[H])C2(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H20Br2O3/c1-5-9-11(21)8-10-13(16(9)22)14-15-18(24)25-17(14)12(23)6-7-20(15,4)19(10,2)3/h6-8,14-15,17H,5H2,1-4H3/t14-,15+,17-,20-/m0/s1

> <INCHI_KEY>
GDEXCBVSKBSSBD-UHFFFAOYSA-N

> <FORMULA>
C20H20Br2O3

> <MOLECULAR_WEIGHT>
468.185

> <EXACT_MASS>
465.977921

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
40.1837953520605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,10S,14R)-4,6-dibromo-5-ethyl-9,9,10-trimethyl-15-oxatetracyclo[8.6.0.0^{2,14}.0^{3,8}]hexadeca-3,5,7,11-tetraene-13,16-dione

> <ALOGPS_LOGP>
5.32

> <JCHEM_LOGP>
5.720267495

> <ALOGPS_LOGS>
-6.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.29268525432226

> <JCHEM_PKA_STRONGEST_BASIC>
-5.752964325856597

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
104.32139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.26e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,10S,14R)-4,6-dibromo-5-ethyl-9,9,10-trimethyl-15-oxatetracyclo[8.6.0.0^{2,14}.0^{3,8}]hexadeca-3,5,7,11-tetraene-13,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
    5.3068    0.2857   -0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670    1.1021    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632    0.5230    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -0.2772    1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -0.5697    2.7567 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.2133   -0.8240    1.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2704   -0.5778    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396    0.2190   -0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9191    0.7563   -0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4595    1.8635   -2.1007 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3239    0.5041   -1.6329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7362    1.9231   -1.7902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8848    1.8030   -2.6530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5577    0.6781   -2.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759    0.4704   -2.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254   -0.2173   -1.4904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0707   -0.4587   -0.0901 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3803   -1.2571   -0.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3879    0.7566    0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    2.0042    0.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    2.5535   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9770    3.7770   -0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -1.2275    0.6669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3875   -1.1893    2.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0033   -2.6836    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1764    0.3056    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7428    0.6973   -1.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493   -0.7753   -0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1108    2.0083   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4221    1.5727    1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533   -1.4491    2.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506    0.1780   -2.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0093    2.5864   -2.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5591   -1.1730   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -1.8266   -1.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175   -0.5458   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780   -1.9660    0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956    0.5903    1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1970    2.6149    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4880   -1.2208    2.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717   -2.1014    2.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387   -0.2852    2.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -2.8268   -0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7844   -3.2003    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026   -3.1206    0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 17 23  1  0
 23 24  1  1
 23 25  1  0
  9  3  1  0
 16 11  1  0
 23  7  1  0
 21 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  6 31  1  0
 11 32  1  6
 12 33  1  6
 16 34  1  6
 18 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 24 40  1  0
 24 41  1  0
 24 42  1  0
 25 43  1  0
 25 44  1  0
 25 45  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       5.307   0.286  -0.136  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.167   1.102   0.265  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.863   0.523   0.373  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.477  -0.277   1.425  0.00  0.00           C+0
HETATM    5 Br   UNK     0       3.806  -0.570   2.757  0.00  0.00          Br+0
HETATM    6  C   UNK     0       1.213  -0.824   1.499  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.270  -0.578   0.493  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.640   0.219  -0.563  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.919   0.756  -0.614  0.00  0.00           C+0
HETATM   10 Br   UNK     0       2.459   1.863  -2.101  0.00  0.00          Br+0
HETATM   11  C   UNK     0      -0.324   0.504  -1.633  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.736   1.923  -1.790  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.885   1.803  -2.653  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.558   0.678  -2.213  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.776   0.470  -2.411  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.625  -0.217  -1.490  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.071  -0.459  -0.090  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.380  -1.257  -0.182  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.388   0.757   0.687  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.956   2.004   0.572  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.224   2.554  -0.562  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.977   3.777  -0.456  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.046  -1.228   0.667  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.387  -1.189   2.138  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.003  -2.684   0.238  0.00  0.00           C+0
HETATM   26  H   UNK     0       6.176   0.306   0.586  0.00  0.00           H+0
HETATM   27  H   UNK     0       5.743   0.697  -1.071  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.049  -0.775  -0.398  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.111   2.008  -0.410  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.422   1.573   1.265  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.953  -1.449   2.350  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.151   0.178  -2.594  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.009   2.586  -2.280  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.559  -1.173  -2.011  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.404  -1.827  -1.154  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.218  -0.546  -0.114  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.478  -1.966   0.664  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.096   0.590   1.486  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.197   2.615   1.423  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.488  -1.221   2.312  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.972  -2.101   2.640  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.939  -0.285   2.626  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.244  -2.827  -0.817  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.784  -3.200   0.846  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.003  -3.121   0.432  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3   29   30                                             
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   31                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10    3                                                  
CONECT   10    9                                                            
CONECT   11    8   12   16   32                                             
CONECT   12   11   13   21   33                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   11   34                                             
CONECT   17   16   18   19   23                                             
CONECT   18   17   35   36   37                                             
CONECT   19   17   20   38                                                  
CONECT   20   19   21   39                                                  
CONECT   21   20   22   12                                                  
CONECT   22   21                                                            
CONECT   23   17   24   25    7                                             
CONECT   24   23   40   41   42                                             
CONECT   25   23   43   44   45                                             
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    2                                                            
CONECT   30    2                                                            
CONECT   31    6                                                            
CONECT   32   11                                                            
CONECT   33   12                                                            
CONECT   34   16                                                            
CONECT   35   18                                                            
CONECT   36   18                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   20                                                            
CONECT   40   24                                                            
CONECT   41   24                                                            
CONECT   42   24                                                            
CONECT   43   25                                                            
CONECT   44   25                                                            
CONECT   45   25                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   96    0
END

RDKit          3D

45 48  0  0  0  0  0  0  0  0999 V2000
    5.3068    0.2857   -0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670    1.1021    0.2650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632    0.5230    0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -0.2772    1.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -0.5697    2.7567 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.2133   -0.8240    1.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2704   -0.5778    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396    0.2190   -0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9191    0.7563   -0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4595    1.8635   -2.1007 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3239    0.5041   -1.6329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7362    1.9231   -1.7902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8848    1.8030   -2.6530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5577    0.6781   -2.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759    0.4704   -2.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254   -0.2173   -1.4904 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0707   -0.4587   -0.0901 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3803   -1.2571   -0.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3879    0.7566    0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    2.0042    0.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    2.5535   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9770    3.7770   -0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -1.2275    0.6669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3875   -1.1893    2.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0033   -2.6836    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1764    0.3056    0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7428    0.6973   -1.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493   -0.7753   -0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1108    2.0083   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4221    1.5727    1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533   -1.4491    2.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1506    0.1780   -2.5937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0093    2.5864   -2.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5591   -1.1730   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -1.8266   -1.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175   -0.5458   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780   -1.9660    0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956    0.5903    1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1970    2.6149    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4880   -1.2208    2.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717   -2.1014    2.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387   -0.2852    2.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444   -2.8268   -0.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7844   -3.2003    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026   -3.1206    0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 17 23  1  0
 23 24  1  1
 23 25  1  0
  9  3  1  0
 16 11  1  0
 23  7  1  0
 21 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  6 31  1  0
 11 32  1  6
 12 33  1  6
 16 34  1  6
 18 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 24 40  1  0
 24 41  1  0
 24 42  1  0
 25 43  1  0
 25 44  1  0
 25 45  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀Br₂O₃

Average Mass

468.1850 Da

Monoisotopic Mass

465.97792 Da

IUPAC Name

(1S,2R,10S,14R)-4,6-dibromo-5-ethyl-9,9,10-trimethyl-15-oxatetracyclo[8.6.0.0^{2,14}.0^{3,8}]hexadeca-3,5,7,11-tetraene-13,16-dione

Traditional Name

(1S,2R,10S,14R)-4,6-dibromo-5-ethyl-9,9,10-trimethyl-15-oxatetracyclo[8.6.0.0^{2,14}.0^{3,8}]hexadeca-3,5,7,11-tetraene-13,16-dione

CAS Registry Number

Not Available

SMILES

CCC1=C(Br)C=C2C(C3C4OC(=O)C3C(C)(C=CC4=O)C2(C)C)=C1Br

InChI Identifier

InChI=1S/C20H20Br2O3/c1-5-9-11(21)8-10-13(16(9)22)14-15-18(24)25-17(14)12(23)6-7-20(15,4)19(10,2)3/h6-8,14-15,17H,5H2,1-4H3

InChI Key

GDEXCBVSKBSSBD-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Enhygromyxa	NPAtlas	23703738
Enhygromyxa salina	LOTUS Database	35616633

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	5.32	ALOGPS
logP	5.72	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	16.29	ChemAxon
pKa (Strongest Basic)	-5.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	104.32 m³·mol⁻¹	ChemAxon
Polarizability	40.18 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA002972

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78443719

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583923

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Felder S, Dreisigacker S, Kehraus S, Neu E, Bierbaum G, Wright PR, Menche D, Schaberle TF, Konig GM: Salimabromide: unexpected chemistry from the obligate marine myxobacterium Enhygromxya salina. Chemistry. 2013 Jul 8;19(28):9319-24. doi: 10.1002/chem.201301379. Epub 2013 May 22. [PubMed:23703738 ]

Showing NP-Card for Salimabromide (NP0011802)

MOL for NP0011802 (Salimabromide)

3D MOL for NP0011802 (Salimabromide)

3D SDF for NP0011802 (Salimabromide)

3D-SDF for NP0011802 (Salimabromide)

PDB for NP0011802 (Salimabromide)

3D PDB for NP0011802 (Salimabromide)

SMILES for NP0011802 (Salimabromide)

INCHI for NP0011802 (Salimabromide)

Structure for NP0011802 (Salimabromide)

3D Structure for NP0011802 (Salimabromide)