NP-MRD: Showing NP-Card for bromophycoic acid E (NP0037081)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-20 20:05:21 UTC

Updated at

2021-06-30 00:09:05 UTC

NP-MRD ID

NP0037081

Secondary Accession Numbers

None

Natural Product Identification

Common Name

bromophycoic acid E

Provided By

JEOL Database JEOL Logo

Description

(3R)-3beta-Bromo-4alpha-(4-methyl-3-pentenyl)-4,12aalpha,12bbeta-trimethyl-1,2,3,4,4aalpha,5,6,6abeta,12a,12b-decahydro-7H-benzo[c]xanthene-9-carboxylic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. bromophycoic acid E is found in Callophycus sp. It was first documented in 2012 (Teasdale, M. E., et al.). Based on a literature review a significant number of articles have been published on (3R)-3beta-Bromo-4alpha-(4-methyl-3-pentenyl)-4,12aalpha,12bbeta-trimethyl-1,2,3,4,4aalpha,5,6,6abeta,12a,12b-decahydro-7H-benzo[c]xanthene-9-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122053D          

 68 71  0  0  0  0            999 V2000
   -1.6005    3.2047   -6.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    2.5149   -5.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452    3.2443   -4.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6092    1.3396   -5.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1724    0.5295   -4.2110 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0838   -0.6906   -4.0201 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7551   -1.6576   -2.8156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8577   -2.7480   -2.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695   -0.8584   -1.4376 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0981   -0.1240   -1.1376 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0095    0.7955    0.0813 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4804    0.0664    1.3157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4433    0.9852    2.5377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7544    0.2932    3.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190    0.7727    4.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863    0.1380    6.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5013    0.6842    7.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856    1.6511    7.7063 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -0.0069    8.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193   -0.9811    5.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945   -1.4528    4.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0716   -0.8125    3.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187   -1.3523    2.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964   -0.5916    1.0631 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0207    0.4627    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347   -1.6280   -0.1641 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1826   -2.7836    0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1397   -2.2715   -0.5007 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1428   -3.1015   -1.7838 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6708   -2.2731   -2.9784 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8637   -3.3860   -4.5875 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1470    4.2010   -6.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6850    3.3125   -6.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351    2.6511   -7.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8167    3.4563   -4.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130    4.1956   -4.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049    2.6805   -3.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316    0.9001   -6.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1461    1.1504   -3.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600    0.2135   -4.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -1.2642   -4.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1211   -0.3425   -3.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8230   -2.3733   -2.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0267   -3.0933   -3.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122   -3.6411   -2.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0346   -0.0619   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -0.8379   -0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3977    0.4976   -1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3735    1.6561   -0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068    1.2017    0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -0.7242    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9258    1.9261    2.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    1.2399    2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5487    1.6424    5.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790    0.4592    9.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169   -1.4914    6.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3248   -2.3199    4.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0862    1.1809    1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0106   -0.0043    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8871    1.0408   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -2.4879    0.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9321   -3.1465    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -3.6656   -0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4826   -2.8967    0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9003   -1.4964   -0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1697   -3.4499   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465   -4.0117   -1.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -1.4746   -3.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  2  0  0  0  0
  2  1  1  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
 26 24  1  0  0  0  0
 26  9  1  0  0  0  0
 21 20  1  0  0  0  0
  5  4  1  0  0  0  0
 20 16  2  0  0  0  0
  2  3  1  0  0  0  0
 16 15  1  0  0  0  0
 26 28  1  0  0  0  0
  9  7  1  0  0  0  0
  7 30  1  0  0  0  0
 30 29  1  0  0  0  0
 29 28  1  0  0  0  0
  6  5  1  0  0  0  0
  9 46  1  6  0  0  0
 15 14  2  0  0  0  0
 26 27  1  1  0  0  0
 14 22  1  0  0  0  0
 30 31  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
 12 24  1  0  0  0  0
 16 17  1  0  0  0  0
  4  2  2  3  0  0  0
 17 19  1  0  0  0  0
 12 13  1  0  0  0  0
 24 23  1  0  0  0  0
 23 22  1  0  0  0  0
 14 13  1  0  0  0  0
 17 18  2  0  0  0  0
 12 51  1  1  0  0  0
 12 11  1  0  0  0  0
 24 25  1  6  0  0  0
  6 41  1  0  0  0  0
  6 42  1  0  0  0  0
  5 39  1  0  0  0  0
  5 40  1  0  0  0  0
  4 38  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
 21 57  1  0  0  0  0
 20 56  1  0  0  0  0
 15 54  1  0  0  0  0
 19 55  1  0  0  0  0
 11 49  1  0  0  0  0
 11 50  1  0  0  0  0
 10 47  1  0  0  0  0
 10 48  1  0  0  0  0
 30 68  1  6  0  0  0
 29 66  1  0  0  0  0
 29 67  1  0  0  0  0
 28 64  1  0  0  0  0
 28 65  1  0  0  0  0
 27 61  1  0  0  0  0
 27 62  1  0  0  0  0
 27 63  1  0  0  0  0
  8 43  1  0  0  0  0
  8 44  1  0  0  0  0
  8 45  1  0  0  0  0
 13 52  1  0  0  0  0
 13 53  1  0  0  0  0
 25 58  1  0  0  0  0
 25 59  1  0  0  0  0
 25 60  1  0  0  0  0
M  END

     RDKit          3D

 68 71  0  0  0  0  0  0  0  0999 V2000
   -1.6005    3.2047   -6.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    2.5149   -5.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452    3.2443   -4.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6092    1.3396   -5.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1724    0.5295   -4.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0838   -0.6906   -4.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7551   -1.6576   -2.8156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8577   -2.7480   -2.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695   -0.8584   -1.4376 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0981   -0.1240   -1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095    0.7955    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4804    0.0664    1.3157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4433    0.9852    2.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7544    0.2932    3.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190    0.7727    4.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863    0.1380    6.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5013    0.6842    7.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856    1.6511    7.7063 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -0.0069    8.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193   -0.9811    5.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945   -1.4528    4.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0716   -0.8125    3.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187   -1.3523    2.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964   -0.5916    1.0631 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0207    0.4627    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347   -1.6280   -0.1641 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1826   -2.7836    0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1397   -2.2715   -0.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -3.1015   -1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708   -2.2731   -2.9784 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8637   -3.3860   -4.5875 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1470    4.2010   -6.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6850    3.3125   -6.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351    2.6511   -7.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8167    3.4563   -4.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130    4.1956   -4.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049    2.6805   -3.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316    0.9001   -6.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1461    1.1504   -3.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600    0.2135   -4.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -1.2642   -4.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1211   -0.3425   -3.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8230   -2.3733   -2.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0267   -3.0933   -3.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122   -3.6411   -2.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0346   -0.0619   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -0.8379   -0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3977    0.4976   -1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3735    1.6561   -0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068    1.2017    0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -0.7242    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9258    1.9261    2.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    1.2399    2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5487    1.6424    5.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790    0.4592    9.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169   -1.4914    6.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3248   -2.3199    4.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0862    1.1809    1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0106   -0.0043    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8871    1.0408   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -2.4879    0.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9321   -3.1465    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -3.6656   -0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4826   -2.8967    0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9003   -1.4964   -0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1697   -3.4499   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465   -4.0117   -1.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -1.4746   -3.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  2  0
  2  1  1  0
 11 10  1  0
 10  9  1  0
 26 24  1  0
 26  9  1  0
 21 20  1  0
  5  4  1  0
 20 16  2  0
  2  3  1  0
 16 15  1  0
 26 28  1  0
  9  7  1  0
  7 30  1  0
 30 29  1  0
 29 28  1  0
  6  5  1  0
  9 46  1  6
 15 14  2  0
 26 27  1  1
 14 22  1  0
 30 31  1  0
  7  6  1  6
  7  8  1  0
 12 24  1  0
 16 17  1  0
  4  2  2  3
 17 19  1  0
 12 13  1  0
 24 23  1  0
 23 22  1  0
 14 13  1  0
 17 18  2  0
 12 51  1  1
 12 11  1  0
 24 25  1  6
  6 41  1  0
  6 42  1  0
  5 39  1  0
  5 40  1  0
  4 38  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
 21 57  1  0
 20 56  1  0
 15 54  1  0
 19 55  1  0
 11 49  1  0
 11 50  1  0
 10 47  1  0
 10 48  1  0
 30 68  1  6
 29 66  1  0
 29 67  1  0
 28 64  1  0
 28 65  1  0
 27 61  1  0
 27 62  1  0
 27 63  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
 13 52  1  0
 13 53  1  0
 25 58  1  0
 25 59  1  0
 25 60  1  0
M  END


  Mrv1652306202122053D          

 68 71  0  0  0  0            999 V2000
   -1.6005    3.2047   -6.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    2.5149   -5.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452    3.2443   -4.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6092    1.3396   -5.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1724    0.5295   -4.2110 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0838   -0.6906   -4.0201 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7551   -1.6576   -2.8156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8577   -2.7480   -2.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695   -0.8584   -1.4376 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0981   -0.1240   -1.1376 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0095    0.7955    0.0813 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4804    0.0664    1.3157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4433    0.9852    2.5377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7544    0.2932    3.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190    0.7727    4.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863    0.1380    6.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5013    0.6842    7.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856    1.6511    7.7063 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -0.0069    8.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193   -0.9811    5.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945   -1.4528    4.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0716   -0.8125    3.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187   -1.3523    2.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964   -0.5916    1.0631 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0207    0.4627    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347   -1.6280   -0.1641 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1826   -2.7836    0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1397   -2.2715   -0.5007 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1428   -3.1015   -1.7838 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6708   -2.2731   -2.9784 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8637   -3.3860   -4.5875 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1470    4.2010   -6.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6850    3.3125   -6.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351    2.6511   -7.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8167    3.4563   -4.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130    4.1956   -4.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049    2.6805   -3.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316    0.9001   -6.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1461    1.1504   -3.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600    0.2135   -4.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -1.2642   -4.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1211   -0.3425   -3.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8230   -2.3733   -2.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0267   -3.0933   -3.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122   -3.6411   -2.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0346   -0.0619   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -0.8379   -0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3977    0.4976   -1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3735    1.6561   -0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068    1.2017    0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -0.7242    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9258    1.9261    2.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    1.2399    2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5487    1.6424    5.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790    0.4592    9.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169   -1.4914    6.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3248   -2.3199    4.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0862    1.1809    1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0106   -0.0043    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8871    1.0408   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -2.4879    0.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9321   -3.1465    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -3.6656   -0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4826   -2.8967    0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9003   -1.4964   -0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1697   -3.4499   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465   -4.0117   -1.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -1.4746   -3.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  2  0  0  0  0
  2  1  1  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
 26 24  1  0  0  0  0
 26  9  1  0  0  0  0
 21 20  1  0  0  0  0
  5  4  1  0  0  0  0
 20 16  2  0  0  0  0
  2  3  1  0  0  0  0
 16 15  1  0  0  0  0
 26 28  1  0  0  0  0
  9  7  1  0  0  0  0
  7 30  1  0  0  0  0
 30 29  1  0  0  0  0
 29 28  1  0  0  0  0
  6  5  1  0  0  0  0
  9 46  1  6  0  0  0
 15 14  2  0  0  0  0
 26 27  1  1  0  0  0
 14 22  1  0  0  0  0
 30 31  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
 12 24  1  0  0  0  0
 16 17  1  0  0  0  0
  4  2  2  3  0  0  0
 17 19  1  0  0  0  0
 12 13  1  0  0  0  0
 24 23  1  0  0  0  0
 23 22  1  0  0  0  0
 14 13  1  0  0  0  0
 17 18  2  0  0  0  0
 12 51  1  1  0  0  0
 12 11  1  0  0  0  0
 24 25  1  6  0  0  0
  6 41  1  0  0  0  0
  6 42  1  0  0  0  0
  5 39  1  0  0  0  0
  5 40  1  0  0  0  0
  4 38  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
 21 57  1  0  0  0  0
 20 56  1  0  0  0  0
 15 54  1  0  0  0  0
 19 55  1  0  0  0  0
 11 49  1  0  0  0  0
 11 50  1  0  0  0  0
 10 47  1  0  0  0  0
 10 48  1  0  0  0  0
 30 68  1  6  0  0  0
 29 66  1  0  0  0  0
 29 67  1  0  0  0  0
 28 64  1  0  0  0  0
 28 65  1  0  0  0  0
 27 61  1  0  0  0  0
 27 62  1  0  0  0  0
 27 63  1  0  0  0  0
  8 43  1  0  0  0  0
  8 44  1  0  0  0  0
  8 45  1  0  0  0  0
 13 52  1  0  0  0  0
 13 53  1  0  0  0  0
 25 58  1  0  0  0  0
 25 59  1  0  0  0  0
 25 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037081

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C([H])=C2O[C@]3(C([H])([H])[H])[C@@]([H])(C([H])([H])C2=C1[H])C([H])([H])C([H])([H])[C@]1([H])[C@@](C([H])([H])[H])(C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@]([H])(Br)C([H])([H])C([H])([H])[C@@]31C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H37BrO3/c1-17(2)7-6-13-25(3)22-11-9-20-16-19-15-18(24(29)30)8-10-21(19)31-27(20,5)26(22,4)14-12-23(25)28/h7-8,10,15,20,22-23H,6,9,11-14,16H2,1-5H3,(H,29,30)/t20-,22-,23-,25-,26-,27-/m1/s1

> <INCHI_KEY>
SPIGDDDVGATBCA-IZDKLJAWSA-N

> <FORMULA>
C27H37BrO3

> <MOLECULAR_WEIGHT>
489.494

> <EXACT_MASS>
488.192608

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
52.922544818790676

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5aR,5bR,8R,9R,9aS,11aR)-8-bromo-5a,5b,9-trimethyl-9-(4-methylpent-3-en-1-yl)-5b,6,7,8,9,9a,10,11,11a,12-decahydro-5aH-5-oxatetraphene-2-carboxylic acid

> <ALOGPS_LOGP>
7.35

> <JCHEM_LOGP>
7.5345650493333345

> <ALOGPS_LOGS>
-7.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.349708045102185

> <JCHEM_PKA_STRONGEST_BASIC>
-4.894683957537347

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
129.73379999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.55e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5aR,5bR,8R,9R,9aS,11aR)-8-bromo-5a,5b,9-trimethyl-9-(4-methylpent-3-en-1-yl)-6,7,8,9a,10,11,11a,12-octahydro-5-oxatetraphene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 68 71  0  0  0  0  0  0  0  0999 V2000
   -1.6005    3.2047   -6.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    2.5149   -5.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452    3.2443   -4.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6092    1.3396   -5.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1724    0.5295   -4.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0838   -0.6906   -4.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7551   -1.6576   -2.8156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8577   -2.7480   -2.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695   -0.8584   -1.4376 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0981   -0.1240   -1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095    0.7955    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4804    0.0664    1.3157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4433    0.9852    2.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7544    0.2932    3.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190    0.7727    4.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863    0.1380    6.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5013    0.6842    7.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856    1.6511    7.7063 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -0.0069    8.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193   -0.9811    5.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945   -1.4528    4.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0716   -0.8125    3.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187   -1.3523    2.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964   -0.5916    1.0631 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0207    0.4627    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347   -1.6280   -0.1641 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1826   -2.7836    0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1397   -2.2715   -0.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -3.1015   -1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708   -2.2731   -2.9784 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8637   -3.3860   -4.5875 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1470    4.2010   -6.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6850    3.3125   -6.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351    2.6511   -7.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8167    3.4563   -4.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130    4.1956   -4.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049    2.6805   -3.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316    0.9001   -6.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1461    1.1504   -3.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600    0.2135   -4.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -1.2642   -4.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1211   -0.3425   -3.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8230   -2.3733   -2.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0267   -3.0933   -3.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122   -3.6411   -2.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0346   -0.0619   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -0.8379   -0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3977    0.4976   -1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3735    1.6561   -0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068    1.2017    0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -0.7242    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9258    1.9261    2.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    1.2399    2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5487    1.6424    5.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790    0.4592    9.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169   -1.4914    6.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3248   -2.3199    4.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0862    1.1809    1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0106   -0.0043    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8871    1.0408   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -2.4879    0.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9321   -3.1465    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -3.6656   -0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4826   -2.8967    0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9003   -1.4964   -0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1697   -3.4499   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465   -4.0117   -1.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -1.4746   -3.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  2  0
  2  1  1  0
 11 10  1  0
 10  9  1  0
 26 24  1  0
 26  9  1  0
 21 20  1  0
  5  4  1  0
 20 16  2  0
  2  3  1  0
 16 15  1  0
 26 28  1  0
  9  7  1  0
  7 30  1  0
 30 29  1  0
 29 28  1  0
  6  5  1  0
  9 46  1  6
 15 14  2  0
 26 27  1  1
 14 22  1  0
 30 31  1  0
  7  6  1  6
  7  8  1  0
 12 24  1  0
 16 17  1  0
  4  2  2  3
 17 19  1  0
 12 13  1  0
 24 23  1  0
 23 22  1  0
 14 13  1  0
 17 18  2  0
 12 51  1  1
 12 11  1  0
 24 25  1  6
  6 41  1  0
  6 42  1  0
  5 39  1  0
  5 40  1  0
  4 38  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
 21 57  1  0
 20 56  1  0
 15 54  1  0
 19 55  1  0
 11 49  1  0
 11 50  1  0
 10 47  1  0
 10 48  1  0
 30 68  1  6
 29 66  1  0
 29 67  1  0
 28 64  1  0
 28 65  1  0
 27 61  1  0
 27 62  1  0
 27 63  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
 13 52  1  0
 13 53  1  0
 25 58  1  0
 25 59  1  0
 25 60  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      -1.601   3.205  -6.702  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.268   2.515  -5.404  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.745   3.244  -4.179  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.609   1.340  -5.403  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.172   0.530  -4.211  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.084  -0.691  -4.020  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.755  -1.658  -2.816  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.858  -2.748  -2.872  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.770  -0.858  -1.438  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.098  -0.124  -1.138  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.010   0.796   0.081  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.480   0.066   1.316  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.443   0.985   2.538  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.754   0.293   3.678  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.919   0.773   4.987  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.286   0.138   6.064  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.501   0.684   7.426  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.186   1.651   7.706  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.153  -0.007   8.377  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.519  -0.981   5.831  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.695  -1.453   4.529  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.072  -0.813   3.456  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.319  -1.352   2.224  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.096  -0.592   1.063  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.021   0.463   0.828  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.235  -1.628  -0.164  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.183  -2.784   0.282  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.140  -2.272  -0.501  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.143  -3.102  -1.784  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.671  -2.273  -2.978  0.00  0.00           C+0
HETATM   31 Br   UNK     0       0.864  -3.386  -4.588  0.00  0.00          Br+0
HETATM   32  H   UNK     0      -1.147   4.201  -6.728  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.685   3.313  -6.808  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.235   2.651  -7.573  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.817   3.456  -4.261  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.213   4.196  -4.076  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.605   2.680  -3.254  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.332   0.900  -6.361  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.146   1.150  -3.314  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.860   0.214  -4.394  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.079  -1.264  -4.957  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.121  -0.343  -3.926  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.823  -2.373  -2.521  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.027  -3.093  -3.899  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.612  -3.641  -2.299  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.035  -0.062  -1.597  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.912  -0.838  -0.979  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.398   0.498  -1.986  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.373   1.656  -0.159  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.007   1.202   0.291  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.199  -0.724   1.573  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.926   1.926   2.318  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.471   1.240   2.826  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.549   1.642   5.170  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.079   0.459   9.207  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.017  -1.491   6.652  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.325  -2.320   4.347  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.086   1.181   1.651  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.011  -0.004   0.807  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.887   1.041  -0.088  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.234  -2.488   0.301  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.932  -3.147   1.285  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.113  -3.666  -0.353  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.483  -2.897   0.333  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.900  -1.496  -0.638  0.00  0.00           H+0
HETATM   66  H   UNK     0       2.170  -3.450  -1.959  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.547  -4.012  -1.666  0.00  0.00           H+0
HETATM   68  H   UNK     0       1.404  -1.475  -3.134  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    1    3    4                                                  
CONECT    3    2   35   36   37                                             
CONECT    4    5    2   38                                                  
CONECT    5    4    6   39   40                                             
CONECT    6    5    7   41   42                                             
CONECT    7    9   30    6    8                                             
CONECT    8    7   43   44   45                                             
CONECT    9   10   26    7   46                                             
CONECT   10   11    9   47   48                                             
CONECT   11   10   12   49   50                                             
CONECT   12   24   13   51   11                                             
CONECT   13   12   14   52   53                                             
CONECT   14   15   22   13                                                  
CONECT   15   16   14   54                                                  
CONECT   16   20   15   17                                                  
CONECT   17   16   19   18                                                  
CONECT   18   17                                                            
CONECT   19   17   55                                                       
CONECT   20   21   16   56                                                  
CONECT   21   22   20   57                                                  
CONECT   22   21   14   23                                                  
CONECT   23   24   22                                                       
CONECT   24   26   12   23   25                                             
CONECT   25   24   58   59   60                                             
CONECT   26   24    9   28   27                                             
CONECT   27   26   61   62   63                                             
CONECT   28   26   29   64   65                                             
CONECT   29   30   28   66   67                                             
CONECT   30    7   29   31   68                                             
CONECT   31   30                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    3                                                            
CONECT   36    3                                                            
CONECT   37    3                                                            
CONECT   38    4                                                            
CONECT   39    5                                                            
CONECT   40    5                                                            
CONECT   41    6                                                            
CONECT   42    6                                                            
CONECT   43    8                                                            
CONECT   44    8                                                            
CONECT   45    8                                                            
CONECT   46    9                                                            
CONECT   47   10                                                            
CONECT   48   10                                                            
CONECT   49   11                                                            
CONECT   50   11                                                            
CONECT   51   12                                                            
CONECT   52   13                                                            
CONECT   53   13                                                            
CONECT   54   15                                                            
CONECT   55   19                                                            
CONECT   56   20                                                            
CONECT   57   21                                                            
CONECT   58   25                                                            
CONECT   59   25                                                            
CONECT   60   25                                                            
CONECT   61   27                                                            
CONECT   62   27                                                            
CONECT   63   27                                                            
CONECT   64   28                                                            
CONECT   65   28                                                            
CONECT   66   29                                                            
CONECT   67   29                                                            
CONECT   68   30                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  142    0
END

RDKit          3D

68 71  0  0  0  0  0  0  0  0999 V2000
   -1.6005    3.2047   -6.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    2.5149   -5.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452    3.2443   -4.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6092    1.3396   -5.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1724    0.5295   -4.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0838   -0.6906   -4.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7551   -1.6576   -2.8156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8577   -2.7480   -2.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695   -0.8584   -1.4376 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0981   -0.1240   -1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095    0.7955    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4804    0.0664    1.3157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4433    0.9852    2.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7544    0.2932    3.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190    0.7727    4.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863    0.1380    6.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5013    0.6842    7.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856    1.6511    7.7063 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -0.0069    8.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193   -0.9811    5.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945   -1.4528    4.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0716   -0.8125    3.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187   -1.3523    2.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964   -0.5916    1.0631 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0207    0.4627    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347   -1.6280   -0.1641 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1826   -2.7836    0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1397   -2.2715   -0.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -3.1015   -1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708   -2.2731   -2.9784 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8637   -3.3860   -4.5875 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1470    4.2010   -6.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6850    3.3125   -6.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2351    2.6511   -7.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8167    3.4563   -4.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130    4.1956   -4.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049    2.6805   -3.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316    0.9001   -6.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1461    1.1504   -3.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600    0.2135   -4.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -1.2642   -4.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1211   -0.3425   -3.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8230   -2.3733   -2.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0267   -3.0933   -3.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6122   -3.6411   -2.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0346   -0.0619   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9120   -0.8379   -0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3977    0.4976   -1.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3735    1.6561   -0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068    1.2017    0.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -0.7242    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9258    1.9261    2.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4711    1.2399    2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5487    1.6424    5.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790    0.4592    9.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0169   -1.4914    6.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3248   -2.3199    4.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0862    1.1809    1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0106   -0.0043    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8871    1.0408   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2340   -2.4879    0.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9321   -3.1465    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -3.6656   -0.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4826   -2.8967    0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9003   -1.4964   -0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1697   -3.4499   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465   -4.0117   -1.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -1.4746   -3.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  2  0
  2  1  1  0
 11 10  1  0
 10  9  1  0
 26 24  1  0
 26  9  1  0
 21 20  1  0
  5  4  1  0
 20 16  2  0
  2  3  1  0
 16 15  1  0
 26 28  1  0
  9  7  1  0
  7 30  1  0
 30 29  1  0
 29 28  1  0
  6  5  1  0
  9 46  1  6
 15 14  2  0
 26 27  1  1
 14 22  1  0
 30 31  1  0
  7  6  1  6
  7  8  1  0
 12 24  1  0
 16 17  1  0
  4  2  2  3
 17 19  1  0
 12 13  1  0
 24 23  1  0
 23 22  1  0
 14 13  1  0
 17 18  2  0
 12 51  1  1
 12 11  1  0
 24 25  1  6
  6 41  1  0
  6 42  1  0
  5 39  1  0
  5 40  1  0
  4 38  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
 21 57  1  0
 20 56  1  0
 15 54  1  0
 19 55  1  0
 11 49  1  0
 11 50  1  0
 10 47  1  0
 10 48  1  0
 30 68  1  6
 29 66  1  0
 29 67  1  0
 28 64  1  0
 28 65  1  0
 27 61  1  0
 27 62  1  0
 27 63  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
 13 52  1  0
 13 53  1  0
 25 58  1  0
 25 59  1  0
 25 60  1  0
M  END

View in JSmol

Synonyms

Value	Source
(3R)-3b-Bromo-4a-(4-methyl-3-pentenyl)-4,12aalpha,12bbeta-trimethyl-1,2,3,4,4aalpha,5,6,6abeta,12a,12b-decahydro-7H-benzo[c]xanthene-9-carboxylate	Generator
(3R)-3b-Bromo-4a-(4-methyl-3-pentenyl)-4,12aalpha,12bbeta-trimethyl-1,2,3,4,4aalpha,5,6,6abeta,12a,12b-decahydro-7H-benzo[c]xanthene-9-carboxylic acid	Generator
(3R)-3beta-Bromo-4alpha-(4-methyl-3-pentenyl)-4,12aalpha,12bbeta-trimethyl-1,2,3,4,4aalpha,5,6,6abeta,12a,12b-decahydro-7H-benzo[c]xanthene-9-carboxylate	Generator
(3R)-3Β-bromo-4α-(4-methyl-3-pentenyl)-4,12aalpha,12bbeta-trimethyl-1,2,3,4,4aalpha,5,6,6abeta,12a,12b-decahydro-7H-benzo[c]xanthene-9-carboxylate	Generator
(3R)-3Β-bromo-4α-(4-methyl-3-pentenyl)-4,12aalpha,12bbeta-trimethyl-1,2,3,4,4aalpha,5,6,6abeta,12a,12b-decahydro-7H-benzo[c]xanthene-9-carboxylic acid	Generator

Chemical Formula

C₂₇H₃₇BrO₃

Average Mass

489.4940 Da

Monoisotopic Mass

488.19261 Da

IUPAC Name

(5aR,5bR,8R,9R,9aS,11aR)-8-bromo-5a,5b,9-trimethyl-9-(4-methylpent-3-en-1-yl)-5b,6,7,8,9,9a,10,11,11a,12-decahydro-5aH-5-oxatetraphene-2-carboxylic acid

Traditional Name

(5aR,5bR,8R,9R,9aS,11aR)-8-bromo-5a,5b,9-trimethyl-9-(4-methylpent-3-en-1-yl)-6,7,8,9a,10,11,11a,12-octahydro-5-oxatetraphene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C([H])C([H])=C2O[C@]3(C([H])([H])[H])[C@@]([H])(C([H])([H])C2=C1[H])C([H])([H])C([H])([H])[C@]1([H])[C@@](C([H])([H])[H])(C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@]([H])(Br)C([H])([H])C([H])([H])[C@@]31C([H])([H])[H]

InChI Identifier

InChI=1S/C27H37BrO3/c1-17(2)7-6-13-25(3)22-11-9-20-16-19-15-18(24(29)30)8-10-21(19)31-27(20,5)26(22,4)14-12-23(25)28/h7-8,10,15,20,22-23H,6,9,11-14,16H2,1-5H3,(H,29,30)/t20-,22-,23-,25-,26-,27-/m1/s1

InChI Key

SPIGDDDVGATBCA-IZDKLJAWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Callophycus sp.	JEOL database	Teasdale, M. E., et al, J. Org. Chem. 77, 8000 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Dibenzopyran
Naphthopyran
Xanthene
Chromane
Benzopyran
Naphthalene
1-benzopyran
Alkyl aryl ether
Pyran
Benzenoid
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Ether
Carboxylic acid
Organooxygen compound
Organic oxygen compound
Organic oxide
Alkyl halide
Alkyl bromide
Hydrocarbon derivative
Organohalogen compound
Organobromide
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	7.35	ALOGPS
logP	7.53	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	4.35	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	129.73 m³·mol⁻¹	ChemAxon
Polarizability	52.92 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29215244

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71484635

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Teasdale, M. E., et al. (2012). Teasdale, M. E., et al, J. Org. Chem. 77, 8000 (2012). J. Org. Chem..

Showing NP-Card for bromophycoic acid E (NP0037081)

MOL for NP0037081 (bromophycoic acid E)

3D MOL for NP0037081 (bromophycoic acid E)

3D SDF for NP0037081 (bromophycoic acid E)

3D-SDF for NP0037081 (bromophycoic acid E)

PDB for NP0037081 (bromophycoic acid E)

3D PDB for NP0037081 (bromophycoic acid E)

SMILES for NP0037081 (bromophycoic acid E)

INCHI for NP0037081 (bromophycoic acid E)

Structure for NP0037081 (bromophycoic acid E)

3D Structure for NP0037081 (bromophycoic acid E)