NP-MRD: Showing NP-Card for callophycoic acid C (NP0025207)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 17:23:36 UTC

Updated at

2021-06-29 23:49:59 UTC

NP-MRD ID

NP0025207

Secondary Accession Numbers

None

Natural Product Identification

Common Name

callophycoic acid C

Provided By

JEOL Database JEOL Logo

Description

Callophycoic acid C is also known as callophycoate C. Callophycoic acid C is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. callophycoic acid C is found in Callophycus serratus. callophycoic acid C was first documented in 2007 (Lane, A. L., et al.). Based on a literature review very few articles have been published on callophycoic acid C.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119233D          

 69 72  0  0  0  0            999 V2000
   -1.7667   -0.6950   -3.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212   -1.4060   -3.4819 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4438   -0.4145   -4.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424   -2.7079   -4.2826 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4685   -2.3567   -6.0782 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4402   -3.6600   -4.4455 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0139   -4.0484   -3.0914 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4553   -2.8367   -2.2549 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7763   -2.2772   -2.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470   -3.3619   -0.9493 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658   -1.8248   -2.1146 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6028   -0.6276   -1.1697 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0600   -0.8445    0.2564 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4850    0.1985    1.3597 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9301    1.5528    0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6044   -0.4154    2.2614 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2352   -0.9088    1.2822 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0186    0.4884    3.4247 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8420    1.0676    4.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163    1.0342    3.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5682    1.5821    4.4772 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6249    0.6244    4.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638    0.7523    3.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8764    0.5079    3.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9394    0.6077    3.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6940    0.9452    1.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8496    1.0510    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0177    0.8815    1.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4875    1.3653   -0.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3760    1.1638    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2893    1.0464    2.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8957    1.2619    1.6389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7723    0.4257    2.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3298   -0.4446   -4.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4083   -1.3320   -2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210    0.2477   -2.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1580    0.1326   -5.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115    0.3426   -3.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2370   -0.9108   -4.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5551   -3.2495   -3.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2197   -3.2212   -5.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1166   -4.5741   -4.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539   -4.7416   -3.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622   -4.6232   -2.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1559   -1.4422   -2.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152   -1.9557   -3.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585   -3.0452   -2.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2784   -2.7053   -0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145   -2.3970   -1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -0.4476   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651    0.2985   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -0.8704    0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3190   -1.8521    0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648    1.4681    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888    2.3168    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1797    1.9523    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2550   -1.3737    2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6591    1.3125    3.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147   -0.0930    4.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0506    1.5199    5.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9095    2.5527    4.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600    1.7595    5.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0715    0.2489    4.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9545    0.4242    3.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3384    1.3968   -0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875    1.4160    0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9324    1.0194    0.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692    2.3350    1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781   -0.5748    2.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  0  0  0  0
 23 22  1  0  0  0  0
 27 29  1  0  0  0  0
 33 32  1  0  0  0  0
 27 28  2  0  0  0  0
 26 25  2  0  0  0  0
 14 13  1  6  0  0  0
 22 21  1  0  0  0  0
 13 12  1  0  0  0  0
 21 20  1  0  0  0  0
 25 24  1  0  0  0  0
 14 15  1  0  0  0  0
 31 30  2  0  0  0  0
 16 17  1  0  0  0  0
 11  2  1  0  0  0  0
 33 20  1  0  0  0  0
 24 23  2  0  0  0  0
 20 19  2  0  0  0  0
 23 31  1  0  0  0  0
 19 18  1  0  0  0  0
 11  8  1  0  0  0  0
  2  4  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
 30 26  1  0  0  0  0
  8  9  1  0  0  0  0
 18 16  1  0  0  0  0
  2  1  1  1  0  0  0
 31 32  1  0  0  0  0
  2  3  1  0  0  0  0
 16 14  1  0  0  0  0
  8 10  1  1  0  0  0
 14 33  1  0  0  0  0
  4  5  1  0  0  0  0
 11 12  1  0  0  0  0
 24 63  1  0  0  0  0
 30 66  1  0  0  0  0
 25 64  1  0  0  0  0
 32 67  1  0  0  0  0
 32 68  1  0  0  0  0
 21 61  1  0  0  0  0
 21 62  1  0  0  0  0
 33 69  1  1  0  0  0
 19 60  1  0  0  0  0
 18 58  1  0  0  0  0
 18 59  1  0  0  0  0
 16 57  1  1  0  0  0
 29 65  1  0  0  0  0
 13 52  1  0  0  0  0
 13 53  1  0  0  0  0
 12 50  1  0  0  0  0
 12 51  1  0  0  0  0
 11 49  1  1  0  0  0
 15 54  1  0  0  0  0
 15 55  1  0  0  0  0
 15 56  1  0  0  0  0
  4 40  1  1  0  0  0
  6 41  1  0  0  0  0
  6 42  1  0  0  0  0
  7 43  1  0  0  0  0
  7 44  1  0  0  0  0
  9 45  1  0  0  0  0
  9 46  1  0  0  0  0
  9 47  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
  3 39  1  0  0  0  0
 10 48  1  0  0  0  0
M  END

     RDKit          3D

 69 72  0  0  0  0  0  0  0  0999 V2000
   -1.7667   -0.6950   -3.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212   -1.4060   -3.4819 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4438   -0.4145   -4.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424   -2.7079   -4.2826 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4685   -2.3567   -6.0782 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4402   -3.6600   -4.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0139   -4.0484   -3.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -2.8367   -2.2549 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7763   -2.2772   -2.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470   -3.3619   -0.9493 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658   -1.8248   -2.1146 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6028   -0.6276   -1.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600   -0.8445    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850    0.1985    1.3597 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9301    1.5528    0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6044   -0.4154    2.2614 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2352   -0.9088    1.2822 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0186    0.4884    3.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    1.0676    4.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163    1.0342    3.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5682    1.5821    4.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6249    0.6244    4.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638    0.7523    3.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8764    0.5079    3.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9394    0.6077    3.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6940    0.9452    1.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8496    1.0510    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0177    0.8815    1.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4875    1.3653   -0.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3760    1.1638    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2893    1.0464    2.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8957    1.2619    1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7723    0.4257    2.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3298   -0.4446   -4.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4083   -1.3320   -2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210    0.2477   -2.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1580    0.1326   -5.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115    0.3426   -3.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2370   -0.9108   -4.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5551   -3.2495   -3.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2197   -3.2212   -5.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1166   -4.5741   -4.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539   -4.7416   -3.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622   -4.6232   -2.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1559   -1.4422   -2.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152   -1.9557   -3.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585   -3.0452   -2.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2784   -2.7053   -0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145   -2.3970   -1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -0.4476   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651    0.2985   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -0.8704    0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3190   -1.8521    0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648    1.4681    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888    2.3168    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1797    1.9523    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2550   -1.3737    2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6591    1.3125    3.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147   -0.0930    4.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0506    1.5199    5.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9095    2.5527    4.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600    1.7595    5.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0715    0.2489    4.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9545    0.4242    3.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3384    1.3968   -0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875    1.4160    0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9324    1.0194    0.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692    2.3350    1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781   -0.5748    2.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  0
 23 22  1  0
 27 29  1  0
 33 32  1  0
 27 28  2  0
 26 25  2  0
 14 13  1  6
 22 21  1  0
 13 12  1  0
 21 20  1  0
 25 24  1  0
 14 15  1  0
 31 30  2  0
 16 17  1  0
 11  2  1  0
 33 20  1  0
 24 23  2  0
 20 19  2  0
 23 31  1  0
 19 18  1  0
 11  8  1  0
  2  4  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
 30 26  1  0
  8  9  1  0
 18 16  1  0
  2  1  1  1
 31 32  1  0
  2  3  1  0
 16 14  1  0
  8 10  1  1
 14 33  1  0
  4  5  1  0
 11 12  1  0
 24 63  1  0
 30 66  1  0
 25 64  1  0
 32 67  1  0
 32 68  1  0
 21 61  1  0
 21 62  1  0
 33 69  1  1
 19 60  1  0
 18 58  1  0
 18 59  1  0
 16 57  1  1
 29 65  1  0
 13 52  1  0
 13 53  1  0
 12 50  1  0
 12 51  1  0
 11 49  1  1
 15 54  1  0
 15 55  1  0
 15 56  1  0
  4 40  1  1
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
 10 48  1  0
M  END


  Mrv1652306192119233D          

 69 72  0  0  0  0            999 V2000
   -1.7667   -0.6950   -3.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212   -1.4060   -3.4819 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4438   -0.4145   -4.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424   -2.7079   -4.2826 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4685   -2.3567   -6.0782 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4402   -3.6600   -4.4455 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0139   -4.0484   -3.0914 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4553   -2.8367   -2.2549 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7763   -2.2772   -2.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470   -3.3619   -0.9493 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658   -1.8248   -2.1146 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6028   -0.6276   -1.1697 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0600   -0.8445    0.2564 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4850    0.1985    1.3597 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9301    1.5528    0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6044   -0.4154    2.2614 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2352   -0.9088    1.2822 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0186    0.4884    3.4247 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8420    1.0676    4.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163    1.0342    3.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5682    1.5821    4.4772 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6249    0.6244    4.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638    0.7523    3.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8764    0.5079    3.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9394    0.6077    3.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6940    0.9452    1.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8496    1.0510    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0177    0.8815    1.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4875    1.3653   -0.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3760    1.1638    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2893    1.0464    2.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8957    1.2619    1.6389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7723    0.4257    2.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3298   -0.4446   -4.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4083   -1.3320   -2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210    0.2477   -2.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1580    0.1326   -5.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115    0.3426   -3.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2370   -0.9108   -4.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5551   -3.2495   -3.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2197   -3.2212   -5.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1166   -4.5741   -4.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539   -4.7416   -3.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622   -4.6232   -2.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1559   -1.4422   -2.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152   -1.9557   -3.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585   -3.0452   -2.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2784   -2.7053   -0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145   -2.3970   -1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -0.4476   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651    0.2985   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -0.8704    0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3190   -1.8521    0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648    1.4681    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888    2.3168    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1797    1.9523    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2550   -1.3737    2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6591    1.3125    3.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147   -0.0930    4.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0506    1.5199    5.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9095    2.5527    4.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600    1.7595    5.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0715    0.2489    4.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9545    0.4242    3.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3384    1.3968   -0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875    1.4160    0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9324    1.0194    0.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692    2.3350    1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781   -0.5748    2.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  0  0  0  0
 23 22  1  0  0  0  0
 27 29  1  0  0  0  0
 33 32  1  0  0  0  0
 27 28  2  0  0  0  0
 26 25  2  0  0  0  0
 14 13  1  6  0  0  0
 22 21  1  0  0  0  0
 13 12  1  0  0  0  0
 21 20  1  0  0  0  0
 25 24  1  0  0  0  0
 14 15  1  0  0  0  0
 31 30  2  0  0  0  0
 16 17  1  0  0  0  0
 11  2  1  0  0  0  0
 33 20  1  0  0  0  0
 24 23  2  0  0  0  0
 20 19  2  0  0  0  0
 23 31  1  0  0  0  0
 19 18  1  0  0  0  0
 11  8  1  0  0  0  0
  2  4  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
 30 26  1  0  0  0  0
  8  9  1  0  0  0  0
 18 16  1  0  0  0  0
  2  1  1  1  0  0  0
 31 32  1  0  0  0  0
  2  3  1  0  0  0  0
 16 14  1  0  0  0  0
  8 10  1  1  0  0  0
 14 33  1  0  0  0  0
  4  5  1  0  0  0  0
 11 12  1  0  0  0  0
 24 63  1  0  0  0  0
 30 66  1  0  0  0  0
 25 64  1  0  0  0  0
 32 67  1  0  0  0  0
 32 68  1  0  0  0  0
 21 61  1  0  0  0  0
 21 62  1  0  0  0  0
 33 69  1  1  0  0  0
 19 60  1  0  0  0  0
 18 58  1  0  0  0  0
 18 59  1  0  0  0  0
 16 57  1  1  0  0  0
 29 65  1  0  0  0  0
 13 52  1  0  0  0  0
 13 53  1  0  0  0  0
 12 50  1  0  0  0  0
 12 51  1  0  0  0  0
 11 49  1  1  0  0  0
 15 54  1  0  0  0  0
 15 55  1  0  0  0  0
 15 56  1  0  0  0  0
  4 40  1  1  0  0  0
  6 41  1  0  0  0  0
  6 42  1  0  0  0  0
  7 43  1  0  0  0  0
  7 44  1  0  0  0  0
  9 45  1  0  0  0  0
  9 46  1  0  0  0  0
  9 47  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
  3 39  1  0  0  0  0
 10 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025207

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C([H])=C2OC([H])([H])C3=C([H])C([H])([H])[C@]([H])(Br)[C@@](C([H])([H])[H])(C([H])([H])C([H])([H])[C@]4([H])[C@](O[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(Br)C4(C([H])([H])[H])C([H])([H])[H])[C@]3([H])C([H])([H])C2=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H36Br2O4/c1-25(2)21(27(4,32)12-10-22(25)28)9-11-26(3)19-14-18-13-16(24(30)31)5-7-20(18)33-15-17(19)6-8-23(26)29/h5-7,13,19,21-23,32H,8-12,14-15H2,1-4H3,(H,30,31)/t19-,21+,22+,23+,26+,27+/m1/s1

> <INCHI_KEY>
HKJSNLGQALZKKO-KXSKSBKOSA-N

> <FORMULA>
C27H36Br2O4

> <MOLECULAR_WEIGHT>
584.389

> <EXACT_MASS>
582.098036

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
56.16570742921798

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,14S,15S)-14-bromo-15-{2-[(1S,3S,6S)-3-bromo-6-hydroxy-2,2,6-trimethylcyclohexyl]ethyl}-15-methyl-9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-3,5,7,11-tetraene-5-carboxylic acid

> <ALOGPS_LOGP>
6.69

> <JCHEM_LOGP>
6.407162484333334

> <ALOGPS_LOGS>
-6.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.7703411194178

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3526503782445145

> <JCHEM_PKA_STRONGEST_BASIC>
-2.899252794373914

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
139.21249999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.01e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,14S,15S)-14-bromo-15-{2-[(1S,3S,6S)-3-bromo-6-hydroxy-2,2,6-trimethylcyclohexyl]ethyl}-15-methyl-9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-3,5,7,11-tetraene-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 72  0  0  0  0  0  0  0  0999 V2000
   -1.7667   -0.6950   -3.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212   -1.4060   -3.4819 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4438   -0.4145   -4.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424   -2.7079   -4.2826 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4685   -2.3567   -6.0782 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4402   -3.6600   -4.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0139   -4.0484   -3.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -2.8367   -2.2549 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7763   -2.2772   -2.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470   -3.3619   -0.9493 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658   -1.8248   -2.1146 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6028   -0.6276   -1.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600   -0.8445    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850    0.1985    1.3597 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9301    1.5528    0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6044   -0.4154    2.2614 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2352   -0.9088    1.2822 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0186    0.4884    3.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    1.0676    4.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163    1.0342    3.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5682    1.5821    4.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6249    0.6244    4.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638    0.7523    3.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8764    0.5079    3.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9394    0.6077    3.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6940    0.9452    1.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8496    1.0510    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0177    0.8815    1.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4875    1.3653   -0.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3760    1.1638    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2893    1.0464    2.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8957    1.2619    1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7723    0.4257    2.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3298   -0.4446   -4.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4083   -1.3320   -2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210    0.2477   -2.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1580    0.1326   -5.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115    0.3426   -3.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2370   -0.9108   -4.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5551   -3.2495   -3.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2197   -3.2212   -5.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1166   -4.5741   -4.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539   -4.7416   -3.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622   -4.6232   -2.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1559   -1.4422   -2.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152   -1.9557   -3.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585   -3.0452   -2.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2784   -2.7053   -0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145   -2.3970   -1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -0.4476   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651    0.2985   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -0.8704    0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3190   -1.8521    0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648    1.4681    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888    2.3168    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1797    1.9523    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2550   -1.3737    2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6591    1.3125    3.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147   -0.0930    4.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0506    1.5199    5.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9095    2.5527    4.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600    1.7595    5.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0715    0.2489    4.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9545    0.4242    3.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3384    1.3968   -0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875    1.4160    0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9324    1.0194    0.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692    2.3350    1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781   -0.5748    2.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  0
 23 22  1  0
 27 29  1  0
 33 32  1  0
 27 28  2  0
 26 25  2  0
 14 13  1  6
 22 21  1  0
 13 12  1  0
 21 20  1  0
 25 24  1  0
 14 15  1  0
 31 30  2  0
 16 17  1  0
 11  2  1  0
 33 20  1  0
 24 23  2  0
 20 19  2  0
 23 31  1  0
 19 18  1  0
 11  8  1  0
  2  4  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
 30 26  1  0
  8  9  1  0
 18 16  1  0
  2  1  1  1
 31 32  1  0
  2  3  1  0
 16 14  1  0
  8 10  1  1
 14 33  1  0
  4  5  1  0
 11 12  1  0
 24 63  1  0
 30 66  1  0
 25 64  1  0
 32 67  1  0
 32 68  1  0
 21 61  1  0
 21 62  1  0
 33 69  1  1
 19 60  1  0
 18 58  1  0
 18 59  1  0
 16 57  1  1
 29 65  1  0
 13 52  1  0
 13 53  1  0
 12 50  1  0
 12 51  1  0
 11 49  1  1
 15 54  1  0
 15 55  1  0
 15 56  1  0
  4 40  1  1
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
 10 48  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.767  -0.695  -3.154  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.421  -1.406  -3.482  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.444  -0.415  -4.291  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.742  -2.708  -4.283  0.00  0.00           C+0
HETATM    5 Br   UNK     0      -1.468  -2.357  -6.078  0.00  0.00          Br+0
HETATM    6  C   UNK     0       0.440  -3.660  -4.446  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.014  -4.048  -3.091  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.455  -2.837  -2.255  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.776  -2.277  -2.804  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.747  -3.362  -0.949  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.266  -1.825  -2.115  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.603  -0.628  -1.170  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.060  -0.845   0.256  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.485   0.199   1.360  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.930   1.553   0.752  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.604  -0.415   2.261  0.00  0.00           C+0
HETATM   17 Br   UNK     0       3.235  -0.909   1.282  0.00  0.00          Br+0
HETATM   18  C   UNK     0       2.019   0.488   3.425  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.842   1.068   4.145  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.416   1.034   3.670  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.568   1.582   4.477  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.625   0.624   4.531  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.564   0.752   3.542  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.876   0.508   3.961  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.939   0.608   3.064  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.694   0.945   1.732  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.850   1.051   0.808  0.00  0.00           C+0
HETATM   28  O   UNK     0      -8.018   0.882   1.105  0.00  0.00           O+0
HETATM   29  O   UNK     0      -6.487   1.365  -0.448  0.00  0.00           O+0
HETATM   30  C   UNK     0      -4.376   1.164   1.306  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.289   1.046   2.198  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.896   1.262   1.639  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.772   0.426   2.315  0.00  0.00           C+0
HETATM   34  H   UNK     0      -2.330  -0.445  -4.059  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.408  -1.332  -2.535  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.621   0.248  -2.619  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.158   0.133  -5.026  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.912   0.343  -3.655  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.237  -0.911  -4.852  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.555  -3.249  -3.781  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.220  -3.221  -5.078  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.117  -4.574  -4.960  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.854  -4.742  -3.229  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.262  -4.623  -2.533  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.156  -1.442  -2.210  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.715  -1.956  -3.843  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.559  -3.045  -2.750  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.278  -2.705  -0.463  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.515  -2.397  -1.586  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.676  -0.448  -1.147  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.165   0.299  -1.549  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.033  -0.870   0.168  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.319  -1.852   0.603  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.865   1.468   0.190  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.089   2.317   1.520  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.180   1.952   0.062  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.255  -1.374   2.669  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.659   1.313   3.087  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.615  -0.093   4.140  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.051   1.520   5.113  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.910   2.553   4.094  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.260   1.760   5.514  0.00  0.00           H+0
HETATM   63  H   UNK     0      -5.072   0.249   4.999  0.00  0.00           H+0
HETATM   64  H   UNK     0      -6.955   0.424   3.410  0.00  0.00           H+0
HETATM   65  H   UNK     0      -7.338   1.397  -0.934  0.00  0.00           H+0
HETATM   66  H   UNK     0      -4.188   1.416   0.264  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.932   1.019   0.571  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.669   2.335   1.696  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.178  -0.575   2.533  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2   11    4    1    3                                             
CONECT    3    2   37   38   39                                             
CONECT    4    2    6    5   40                                             
CONECT    5    4                                                            
CONECT    6    4    7   41   42                                             
CONECT    7    6    8   43   44                                             
CONECT    8   11    7    9   10                                             
CONECT    9    8   45   46   47                                             
CONECT   10    8   48                                                       
CONECT   11    2    8   12   49                                             
CONECT   12   13   11   50   51                                             
CONECT   13   14   12   52   53                                             
CONECT   14   13   15   16   33                                             
CONECT   15   14   54   55   56                                             
CONECT   16   17   18   14   57                                             
CONECT   17   16                                                            
CONECT   18   19   16   58   59                                             
CONECT   19   20   18   60                                                  
CONECT   20   21   33   19                                                  
CONECT   21   22   20   61   62                                             
CONECT   22   23   21                                                       
CONECT   23   22   24   31                                                  
CONECT   24   25   23   63                                                  
CONECT   25   26   24   64                                                  
CONECT   26   27   25   30                                                  
CONECT   27   26   29   28                                                  
CONECT   28   27                                                            
CONECT   29   27   65                                                       
CONECT   30   31   26   66                                                  
CONECT   31   30   23   32                                                  
CONECT   32   33   31   67   68                                             
CONECT   33   32   20   14   69                                             
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    3                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    4                                                            
CONECT   41    6                                                            
CONECT   42    6                                                            
CONECT   43    7                                                            
CONECT   44    7                                                            
CONECT   45    9                                                            
CONECT   46    9                                                            
CONECT   47    9                                                            
CONECT   48   10                                                            
CONECT   49   11                                                            
CONECT   50   12                                                            
CONECT   51   12                                                            
CONECT   52   13                                                            
CONECT   53   13                                                            
CONECT   54   15                                                            
CONECT   55   15                                                            
CONECT   56   15                                                            
CONECT   57   16                                                            
CONECT   58   18                                                            
CONECT   59   18                                                            
CONECT   60   19                                                            
CONECT   61   21                                                            
CONECT   62   21                                                            
CONECT   63   24                                                            
CONECT   64   25                                                            
CONECT   65   29                                                            
CONECT   66   30                                                            
CONECT   67   32                                                            
CONECT   68   32                                                            
CONECT   69   33                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  144    0
END

RDKit          3D

69 72  0  0  0  0  0  0  0  0999 V2000
   -1.7667   -0.6950   -3.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4212   -1.4060   -3.4819 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4438   -0.4145   -4.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424   -2.7079   -4.2826 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4685   -2.3567   -6.0782 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.4402   -3.6600   -4.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0139   -4.0484   -3.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -2.8367   -2.2549 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7763   -2.2772   -2.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470   -3.3619   -0.9493 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658   -1.8248   -2.1146 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6028   -0.6276   -1.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0600   -0.8445    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850    0.1985    1.3597 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9301    1.5528    0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6044   -0.4154    2.2614 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2352   -0.9088    1.2822 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0186    0.4884    3.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    1.0676    4.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163    1.0342    3.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5682    1.5821    4.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6249    0.6244    4.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638    0.7523    3.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8764    0.5079    3.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9394    0.6077    3.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6940    0.9452    1.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8496    1.0510    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0177    0.8815    1.1046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4875    1.3653   -0.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3760    1.1638    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2893    1.0464    2.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8957    1.2619    1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7723    0.4257    2.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3298   -0.4446   -4.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4083   -1.3320   -2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210    0.2477   -2.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1580    0.1326   -5.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115    0.3426   -3.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2370   -0.9108   -4.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5551   -3.2495   -3.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2197   -3.2212   -5.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1166   -4.5741   -4.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539   -4.7416   -3.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622   -4.6232   -2.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1559   -1.4422   -2.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152   -1.9557   -3.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585   -3.0452   -2.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2784   -2.7053   -0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145   -2.3970   -1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6764   -0.4476   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651    0.2985   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -0.8704    0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3190   -1.8521    0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648    1.4681    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888    2.3168    1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1797    1.9523    0.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2550   -1.3737    2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6591    1.3125    3.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147   -0.0930    4.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0506    1.5199    5.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9095    2.5527    4.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600    1.7595    5.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0715    0.2489    4.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9545    0.4242    3.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3384    1.3968   -0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1875    1.4160    0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9324    1.0194    0.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692    2.3350    1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1781   -0.5748    2.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  0
 23 22  1  0
 27 29  1  0
 33 32  1  0
 27 28  2  0
 26 25  2  0
 14 13  1  6
 22 21  1  0
 13 12  1  0
 21 20  1  0
 25 24  1  0
 14 15  1  0
 31 30  2  0
 16 17  1  0
 11  2  1  0
 33 20  1  0
 24 23  2  0
 20 19  2  0
 23 31  1  0
 19 18  1  0
 11  8  1  0
  2  4  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
 30 26  1  0
  8  9  1  0
 18 16  1  0
  2  1  1  1
 31 32  1  0
  2  3  1  0
 16 14  1  0
  8 10  1  1
 14 33  1  0
  4  5  1  0
 11 12  1  0
 24 63  1  0
 30 66  1  0
 25 64  1  0
 32 67  1  0
 32 68  1  0
 21 61  1  0
 21 62  1  0
 33 69  1  1
 19 60  1  0
 18 58  1  0
 18 59  1  0
 16 57  1  1
 29 65  1  0
 13 52  1  0
 13 53  1  0
 12 50  1  0
 12 51  1  0
 11 49  1  1
 15 54  1  0
 15 55  1  0
 15 56  1  0
  4 40  1  1
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
 10 48  1  0
M  END

View in JSmol

Synonyms

Value	Source
Callophycoate C	Generator

Chemical Formula

C₂₇H₃₆Br₂O₄

Average Mass

584.3890 Da

Monoisotopic Mass

582.09804 Da

IUPAC Name

(1R,14S,15S)-14-bromo-15-{2-[(1S,3S,6S)-3-bromo-6-hydroxy-2,2,6-trimethylcyclohexyl]ethyl}-15-methyl-9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-3,5,7,11-tetraene-5-carboxylic acid

Traditional Name

(1R,14S,15S)-14-bromo-15-{2-[(1S,3S,6S)-3-bromo-6-hydroxy-2,2,6-trimethylcyclohexyl]ethyl}-15-methyl-9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-3,5,7,11-tetraene-5-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C([H])C([H])=C2OC([H])([H])C3=C([H])C([H])([H])[C@]([H])(Br)[C@@](C([H])([H])[H])(C([H])([H])C([H])([H])[C@]4([H])[C@](O[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(Br)C4(C([H])([H])[H])C([H])([H])[H])[C@]3([H])C([H])([H])C2=C1[H]

InChI Identifier

InChI=1S/C27H36Br2O4/c1-25(2)21(27(4,32)12-10-22(25)28)9-11-26(3)19-14-18-13-16(24(30)31)5-7-20(18)33-15-17(19)6-8-23(26)29/h5-7,13,19,21-23,32H,8-12,14-15H2,1-4H3,(H,30,31)/t19-,21+,22+,23+,26+,27+/m1/s1

InChI Key

HKJSNLGQALZKKO-KXSKSBKOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, 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 serratus	JEOL database	Lane, A. L., et al, J. Org. Chem. 72, 7343 (2007)

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	6.69	ALOGPS
logP	6.41	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	4.35	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	139.21 m³·mol⁻¹	ChemAxon
Polarizability	56.17 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	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

27023089

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

65559

Good Scents ID

Not Available

References

General References

Lane, A. L., et al. (2007). Lane, A. L., et al, J. Org. Chem. 72, 7343 (2007). J. Org. Chem..

Showing NP-Card for callophycoic acid C (NP0025207)

MOL for NP0025207 (callophycoic acid C)

3D MOL for NP0025207 (callophycoic acid C)

3D SDF for NP0025207 (callophycoic acid C)

3D-SDF for NP0025207 (callophycoic acid C)

PDB for NP0025207 (callophycoic acid C)

3D PDB for NP0025207 (callophycoic acid C)

SMILES for NP0025207 (callophycoic acid C)

INCHI for NP0025207 (callophycoic acid C)

Structure for NP0025207 (callophycoic acid C)

3D Structure for NP0025207 (callophycoic acid C)