NP-MRD: Showing NP-Card for Pyrodysinoic acid (NP0025988)

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Record Information

Version

2.0

Created at

2021-06-19 17:57:56 UTC

Updated at

2021-06-29 23:51:15 UTC

NP-MRD ID

NP0025988

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pyrodysinoic acid

Provided By

JEOL Database JEOL Logo

Description

Pyrodysinoic acid is found in Dysidea robusta and Dysidea species. Pyrodysinoic acid was first documented in 2001 (Goetz, G. H., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119573D          

 44 46  0  0  0  0            999 V2000
   -1.9543    1.7431    5.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432    1.4092    4.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576    0.1933    4.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4041   -0.1803    2.6494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3984   -1.1288    1.9495 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9926   -1.3833    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7985   -2.5667   -0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604   -2.2637   -1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493   -3.0732   -2.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158   -0.8976   -1.5583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2464   -0.2424   -2.8610 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1179   -0.2828   -3.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288    0.6256   -4.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949   -1.4460   -3.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -0.2046   -0.3415 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4041    0.6935    0.3195 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7765   -0.0284    0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6302    1.9746   -0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0482    1.0733    1.7877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2169    2.0810    1.8538 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4998    2.5237    3.2951 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0097    2.0300    5.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850    2.5766    6.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8692    0.8961    6.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -0.5877    4.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279   -0.7312    2.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4084   -0.6988    1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -2.0720    2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123   -3.5607    0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570    0.8004   -2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9548   -0.7436   -3.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2597   -2.1603   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6069    0.3574   -0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.9768    0.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698   -0.2470   -0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5183    0.6000    0.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1770    1.7669   -1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3153    2.4495   -0.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2242    2.7061    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101    1.5674    2.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9996    2.9817    1.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255    1.6426    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667    3.2872    3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    3.0014    3.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
 10 15  1  0  0  0  0
 21 20  1  0  0  0  0
  2  1  1  0  0  0  0
  2  3  2  0  0  0  0
  8  9  2  0  0  0  0
 19 16  1  0  0  0  0
 16 17  1  1  0  0  0
  4  5  1  0  0  0  0
 16 18  1  0  0  0  0
  5  6  1  0  0  0  0
 10 11  1  0  0  0  0
 15 16  1  0  0  0  0
 11 12  1  0  0  0  0
 15  6  1  0  0  0  0
 12 13  2  0  0  0  0
  3  4  1  0  0  0  0
 12 14  1  0  0  0  0
 19 20  1  0  0  0  0
  4 26  1  1  0  0  0
 19  4  1  0  0  0  0
 19 40  1  1  0  0  0
 15 33  1  6  0  0  0
 21 43  1  0  0  0  0
 21 44  1  0  0  0  0
  3 25  1  0  0  0  0
 20 41  1  0  0  0  0
 20 42  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  7 29  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 14 32  1  0  0  0  0
M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -1.9543    1.7431    5.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432    1.4092    4.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576    0.1933    4.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4041   -0.1803    2.6494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3984   -1.1288    1.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926   -1.3833    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7985   -2.5667   -0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604   -2.2637   -1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493   -3.0732   -2.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158   -0.8976   -1.5583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2464   -0.2424   -2.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1179   -0.2828   -3.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288    0.6256   -4.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949   -1.4460   -3.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -0.2046   -0.3415 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4041    0.6935    0.3195 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7765   -0.0284    0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6302    1.9746   -0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0482    1.0733    1.7877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2169    2.0810    1.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4998    2.5237    3.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0097    2.0300    5.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850    2.5766    6.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8692    0.8961    6.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -0.5877    4.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279   -0.7312    2.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4084   -0.6988    1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -2.0720    2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123   -3.5607    0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570    0.8004   -2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9548   -0.7436   -3.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2597   -2.1603   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6069    0.3574   -0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.9768    0.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698   -0.2470   -0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5183    0.6000    0.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1770    1.7669   -1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3153    2.4495   -0.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2242    2.7061    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101    1.5674    2.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9996    2.9817    1.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255    1.6426    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667    3.2872    3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    3.0014    3.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  1  0
  6  7  2  0
  7  8  1  0
  8 10  1  0
 10 15  1  0
 21 20  1  0
  2  1  1  0
  2  3  2  0
  8  9  2  0
 19 16  1  0
 16 17  1  1
  4  5  1  0
 16 18  1  0
  5  6  1  0
 10 11  1  0
 15 16  1  0
 11 12  1  0
 15  6  1  0
 12 13  2  0
  3  4  1  0
 12 14  1  0
 19 20  1  0
  4 26  1  1
 19  4  1  0
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 15 33  1  6
 21 43  1  0
 21 44  1  0
  3 25  1  0
 20 41  1  0
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  5 27  1  0
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  1 22  1  0
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 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END


  Mrv1652306192119573D          

 44 46  0  0  0  0            999 V2000
   -1.9543    1.7431    5.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432    1.4092    4.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576    0.1933    4.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4041   -0.1803    2.6494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3984   -1.1288    1.9495 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9926   -1.3833    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7985   -2.5667   -0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604   -2.2637   -1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493   -3.0732   -2.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158   -0.8976   -1.5583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2464   -0.2424   -2.8610 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1179   -0.2828   -3.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288    0.6256   -4.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949   -1.4460   -3.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -0.2046   -0.3415 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4041    0.6935    0.3195 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7765   -0.0284    0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6302    1.9746   -0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0482    1.0733    1.7877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2169    2.0810    1.8538 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4998    2.5237    3.2951 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0097    2.0300    5.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850    2.5766    6.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8692    0.8961    6.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4084   -0.6988    1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -2.0720    2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123   -3.5607    0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570    0.8004   -2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9548   -0.7436   -3.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2597   -2.1603   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6069    0.3574   -0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1698   -0.2470   -0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5183    0.6000    0.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1770    1.7669   -1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3153    2.4495   -0.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2242    2.7061    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101    1.5674    2.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9996    2.9817    1.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255    1.6426    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667    3.2872    3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    3.0014    3.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
 10 15  1  0  0  0  0
 21 20  1  0  0  0  0
  2  1  1  0  0  0  0
  2  3  2  0  0  0  0
  8  9  2  0  0  0  0
 19 16  1  0  0  0  0
 16 17  1  1  0  0  0
  4  5  1  0  0  0  0
 16 18  1  0  0  0  0
  5  6  1  0  0  0  0
 10 11  1  0  0  0  0
 15 16  1  0  0  0  0
 11 12  1  0  0  0  0
 15  6  1  0  0  0  0
 12 13  2  0  0  0  0
  3  4  1  0  0  0  0
 12 14  1  0  0  0  0
 19 20  1  0  0  0  0
  4 26  1  1  0  0  0
 19  4  1  0  0  0  0
 19 40  1  1  0  0  0
 15 33  1  6  0  0  0
 21 43  1  0  0  0  0
 21 44  1  0  0  0  0
  3 25  1  0  0  0  0
 20 41  1  0  0  0  0
 20 42  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  7 29  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 14 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025988

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])N1C(=O)C([H])=C2C([H])([H])[C@]3([H])C([H])=C(C([H])([H])[H])C([H])([H])C([H])([H])[C@]3([H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H23NO3/c1-10-4-5-13-11(6-10)7-12-8-14(19)18(9-15(20)21)16(12)17(13,2)3/h6,8,11,13,16H,4-5,7,9H2,1-3H3,(H,20,21)/t11-,13-,16-/m0/s1

> <INCHI_KEY>
VYQPVVNDUJVMSE-RBOXIYTFSA-N

> <FORMULA>
C17H23NO3

> <MOLECULAR_WEIGHT>
289.375

> <EXACT_MASS>
289.167793605

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.794527478758187

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(4aR,8aS,9aR)-6,9,9-trimethyl-2-oxo-1H,2H,4H,4aH,7H,8H,8aH,9H,9aH-cyclohexa[f]indol-1-yl]acetic acid

> <ALOGPS_LOGP>
2.36

> <JCHEM_LOGP>
2.0629453903333346

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.510073242470233

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.061258384980312

> <JCHEM_PKA_STRONGEST_BASIC>
-0.19221756851965133

> <JCHEM_POLAR_SURFACE_AREA>
57.61

> <JCHEM_REFRACTIVITY>
80.9674

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(4aR,8aS,9aR)-6,9,9-trimethyl-2-oxo-4H,4aH,7H,8H,8aH,9aH-cyclohexa[f]indol-1-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -1.9543    1.7431    5.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432    1.4092    4.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576    0.1933    4.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4041   -0.1803    2.6494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3984   -1.1288    1.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926   -1.3833    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7985   -2.5667   -0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604   -2.2637   -1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493   -3.0732   -2.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158   -0.8976   -1.5583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2464   -0.2424   -2.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1179   -0.2828   -3.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288    0.6256   -4.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949   -1.4460   -3.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -0.2046   -0.3415 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4041    0.6935    0.3195 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7765   -0.0284    0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6302    1.9746   -0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0482    1.0733    1.7877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2169    2.0810    1.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4998    2.5237    3.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0097    2.0300    5.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850    2.5766    6.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8692    0.8961    6.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -0.5877    4.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279   -0.7312    2.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4084   -0.6988    1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -2.0720    2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123   -3.5607    0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570    0.8004   -2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9548   -0.7436   -3.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2597   -2.1603   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6069    0.3574   -0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.9768    0.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698   -0.2470   -0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5183    0.6000    0.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1770    1.7669   -1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3153    2.4495   -0.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2242    2.7061    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101    1.5674    2.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9996    2.9817    1.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255    1.6426    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667    3.2872    3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    3.0014    3.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  1  0
  6  7  2  0
  7  8  1  0
  8 10  1  0
 10 15  1  0
 21 20  1  0
  2  1  1  0
  2  3  2  0
  8  9  2  0
 19 16  1  0
 16 17  1  1
  4  5  1  0
 16 18  1  0
  5  6  1  0
 10 11  1  0
 15 16  1  0
 11 12  1  0
 15  6  1  0
 12 13  2  0
  3  4  1  0
 12 14  1  0
 19 20  1  0
  4 26  1  1
 19  4  1  0
 19 40  1  1
 15 33  1  6
 21 43  1  0
 21 44  1  0
  3 25  1  0
 20 41  1  0
 20 42  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 11 30  1  0
 11 31  1  0
 14 32  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      -1.954   1.743   5.679  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.443   1.409   4.307  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.958   0.193   4.003  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.404  -0.180   2.649  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.398  -1.129   1.950  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.993  -1.383   0.540  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.799  -2.567  -0.053  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.360  -2.264  -1.415  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.049  -3.073  -2.270  0.00  0.00           O+0
HETATM   10  N   UNK     0      -0.316  -0.898  -1.558  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.246  -0.242  -2.861  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.118  -0.283  -3.545  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.529   0.626  -4.257  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.795  -1.446  -3.420  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.685  -0.205  -0.342  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.404   0.694   0.320  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.777  -0.028   0.395  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.630   1.975  -0.512  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.048   1.073   1.788  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.217   2.081   1.854  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.500   2.524   3.295  0.00  0.00           C+0
HETATM   22  H   UNK     0      -3.010   2.030   5.632  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.385   2.577   6.103  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.869   0.896   6.368  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.942  -0.588   4.762  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.528  -0.731   2.833  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.408  -0.699   1.948  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.464  -2.072   2.507  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.912  -3.561   0.340  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.557   0.800  -2.752  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.955  -0.744  -3.530  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.260  -2.160  -3.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.607   0.357  -0.536  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.727  -0.977   0.937  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.170  -0.247  -0.604  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.518   0.600   0.902  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.177   1.767  -1.437  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.315   2.450  -0.794  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.224   2.706   0.048  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.810   1.567   2.269  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.000   2.982   1.271  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.126   1.643   1.425  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.767   3.287   3.585  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.487   3.001   3.322  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2   21    1    3                                                  
CONECT    3    2    4   25                                                  
CONECT    4    5    3   26   19                                             
CONECT    5    4    6   27   28                                             
CONECT    6    7    5   15                                                  
CONECT    7    6    8   29                                                  
CONECT    8    7   10    9                                                  
CONECT    9    8                                                            
CONECT   10    8   15   11                                                  
CONECT   11   10   12   30   31                                             
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   32                                                       
CONECT   15   10   16    6   33                                             
CONECT   16   19   17   18   15                                             
CONECT   17   16   34   35   36                                             
CONECT   18   16   37   38   39                                             
CONECT   19   16   20    4   40                                             
CONECT   20   21   19   41   42                                             
CONECT   21    2   20   43   44                                             
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    7                                                            
CONECT   30   11                                                            
CONECT   31   11                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   17                                                            
CONECT   35   17                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   18                                                            
CONECT   40   19                                                            
CONECT   41   20                                                            
CONECT   42   20                                                            
CONECT   43   21                                                            
CONECT   44   21                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

RDKit          3D

44 46  0  0  0  0  0  0  0  0999 V2000
   -1.9543    1.7431    5.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432    1.4092    4.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576    0.1933    4.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4041   -0.1803    2.6494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3984   -1.1288    1.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926   -1.3833    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7985   -2.5667   -0.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604   -2.2637   -1.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493   -3.0732   -2.2703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3158   -0.8976   -1.5583 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2464   -0.2424   -2.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1179   -0.2828   -3.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288    0.6256   -4.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949   -1.4460   -3.4201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -0.2046   -0.3415 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4041    0.6935    0.3195 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7765   -0.0284    0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6302    1.9746   -0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0482    1.0733    1.7877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2169    2.0810    1.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4998    2.5237    3.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0097    2.0300    5.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3850    2.5766    6.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8692    0.8961    6.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -0.5877    4.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279   -0.7312    2.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4084   -0.6988    1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644   -2.0720    2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123   -3.5607    0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5570    0.8004   -2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9548   -0.7436   -3.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2597   -2.1603   -3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6069    0.3574   -0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.9768    0.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698   -0.2470   -0.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5183    0.6000    0.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1770    1.7669   -1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3153    2.4495   -0.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2242    2.7061    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101    1.5674    2.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9996    2.9817    1.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255    1.6426    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7667    3.2872    3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    3.0014    3.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
 21  2  1  0
  6  7  2  0
  7  8  1  0
  8 10  1  0
 10 15  1  0
 21 20  1  0
  2  1  1  0
  2  3  2  0
  8  9  2  0
 19 16  1  0
 16 17  1  1
  4  5  1  0
 16 18  1  0
  5  6  1  0
 10 11  1  0
 15 16  1  0
 11 12  1  0
 15  6  1  0
 12 13  2  0
  3  4  1  0
 12 14  1  0
 19 20  1  0
  4 26  1  1
 19  4  1  0
 19 40  1  1
 15 33  1  6
 21 43  1  0
 21 44  1  0
  3 25  1  0
 20 41  1  0
 20 42  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₃NO₃

Average Mass

289.3750 Da

Monoisotopic Mass

289.16779 Da

IUPAC Name

2-[(4aR,8aS,9aR)-6,9,9-trimethyl-2-oxo-1H,2H,4H,4aH,7H,8H,8aH,9H,9aH-cyclohexa[f]indol-1-yl]acetic acid

Traditional Name

[(4aR,8aS,9aR)-6,9,9-trimethyl-2-oxo-4H,4aH,7H,8H,8aH,9aH-cyclohexa[f]indol-1-yl]acetic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])N1C(=O)C([H])=C2C([H])([H])[C@]3([H])C([H])=C(C([H])([H])[H])C([H])([H])C([H])([H])[C@]3([H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]12[H]

InChI Identifier

InChI=1S/C17H23NO3/c1-10-4-5-13-11(6-10)7-12-8-14(19)18(9-15(20)21)16(12)17(13,2)3/h6,8,11,13,16H,4-5,7,9H2,1-3H3,(H,20,21)/t11-,13-,16-/m0/s1

InChI Key

VYQPVVNDUJVMSE-RBOXIYTFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-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
Dysidea robusta	-	KNApSAcK
Dysidea sp.	JEOL database	Goetz, G. H., et al, J. Nat. Prod. 64, 1486 (2001)

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	2.36	ALOGPS
logP	2.06	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.06	ChemAxon
pKa (Strongest Basic)	-0.19	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.61 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	80.97 m³·mol⁻¹	ChemAxon
Polarizability	31.79 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Goetz, G. H., et al. (2001). Goetz, G. H., et al, J. Nat. Prod. 64, 1486 (2001). J. Nat. Prod..

Showing NP-Card for Pyrodysinoic acid (NP0025988)

MOL for NP0025988 (Pyrodysinoic acid)

3D MOL for NP0025988 (Pyrodysinoic acid)

3D SDF for NP0025988 (Pyrodysinoic acid)

3D-SDF for NP0025988 (Pyrodysinoic acid)

PDB for NP0025988 (Pyrodysinoic acid)

3D PDB for NP0025988 (Pyrodysinoic acid)

SMILES for NP0025988 (Pyrodysinoic acid)

INCHI for NP0025988 (Pyrodysinoic acid)

Structure for NP0025988 (Pyrodysinoic acid)

3D Structure for NP0025988 (Pyrodysinoic acid)