NP-MRD: Showing NP-Card for 12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione (NP0313023)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 10:17:31 UTC

Updated at

2022-09-11 10:17:32 UTC

NP-MRD ID

NP0313023

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione

Description

12,13,25,26-Tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]Hexacosa-6(10),19,21,23-tetraene-2,11,15-trione belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Based on a literature review very few articles have been published on 12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]Hexacosa-6(10),19,21,23-tetraene-2,11,15-trione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112212172D          

 40 46  0  0  0  0            999 V2000
    2.7232    3.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397    3.3599    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1733    2.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792    2.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292    3.5147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5351    2.1189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3601    2.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0244    2.6132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6949    2.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5008    2.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0567    1.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8067    0.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0008    0.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449    1.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6199    1.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8798    0.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9556    0.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9608    0.0270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2851    1.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187    0.5246    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5357   -0.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792    1.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292    0.3698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9233    1.7657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983    1.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5502    1.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422    1.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4823    2.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304    2.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705    3.4929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8385    2.5434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6618    3.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5028    3.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2429    3.8156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3427    2.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2617    2.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1508    2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5927    1.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757    1.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0778    0.8212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 27 40  1  0  0  0  0
M  END

     RDKit          3D

 71 77  0  0  0  0  0  0  0  0999 V2000
   -4.0326   -2.7065   -0.8966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5097   -1.9285   -1.4139 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2675   -0.2972   -0.6936 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9064    0.2406   -0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6905    0.8776   -2.0606 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1749    0.0499   -0.0796 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887    0.7623    0.1617 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2234    0.7266   -1.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6580    1.0848   -0.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2631    0.3669    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4281   -0.2961    1.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8903   -1.2594    1.7532 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375    0.1267    1.3438 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0938    1.0314    2.4307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1604   -1.0133    1.8047 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8968   -2.2055    1.7765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0532   -1.1062    0.8113 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2160   -2.5854   -0.1899 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1462   -4.0970    0.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2954   -0.9784    1.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5258   -1.4593    2.5792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3567   -0.3074    0.7718 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5444    0.3991    1.1323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7336   -0.4062    1.1898 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8094    0.3625    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1917    0.2011    0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0075    1.1021    0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4930    2.1639   -0.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1252    2.3162   -0.7313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3075    1.4263   -0.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8459    1.3616    0.0038 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2618    2.6106    0.2014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2861    0.6673   -1.1899 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2599    0.0786   -1.9910 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7177    0.4995   -0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5652    0.2348    1.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0521   -0.3793   -1.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7740    1.9660   -0.5865 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9641    2.2451   -1.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5429    2.0287   -1.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9345   -2.1052   -1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9944   -3.1063    0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1768   -3.6169   -1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2254    1.8432    0.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8341    1.4589   -1.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407   -0.2776   -1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5912    0.5494    3.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7169   -0.8512    2.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0648   -2.4015    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9961   -4.7534    0.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7786   -4.6442    0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1095   -3.9001    1.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4674    0.9544    2.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8797   -1.3684    1.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6116   -0.6379    1.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0847    0.9864    0.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1190    2.8900   -1.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7313    3.1598   -1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5977    2.7484   -0.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8032    1.4517   -1.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8110   -0.6131   -2.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5564   -0.1451    0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1614   -0.5746    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7944    1.1640    1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3979   -1.2794   -1.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8488    0.1309   -2.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1249   -0.6784   -1.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7628    2.6342    0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3209    3.2889   -1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7636    2.2266   -2.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7838    1.5623   -1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3 33  1  0
 33 34  1  0
 33 31  1  0
 31 32  1  1
 31 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 17  1  0
 17 18  1  6
 18 19  1  0
 17 15  1  0
 15 16  1  0
 15 13  1  0
 13 14  1  1
 13  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 10 35  1  0
 35 36  1  0
 35 37  1  0
 35 38  1  0
 38 39  1  0
 38 40  1  0
  7  6  1  0
  6  4  1  0
  4  5  2  0
 22  3  1  0
  6 17  1  0
  4  3  1  0
 30 31  1  0
 11 13  1  0
 30 25  1  0
 40  9  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
 33 60  1  6
 34 61  1  0
 32 59  1  0
 23 53  1  1
 24 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 15 48  1  1
 16 49  1  0
 14 47  1  0
  7 44  1  1
  8 45  1  0
  8 46  1  0
 36 62  1  0
 36 63  1  0
 36 64  1  0
 37 65  1  0
 37 66  1  0
 37 67  1  0
 38 68  1  1
 39 69  1  0
 39 70  1  0
 39 71  1  0
M  END


  Mrv1652309112212172D          

 40 46  0  0  0  0            999 V2000
    2.7232    3.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397    3.3599    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1733    2.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792    2.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292    3.5147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5351    2.1189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3601    2.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0244    2.6132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6949    2.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5008    2.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0567    1.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8067    0.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0008    0.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4449    1.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6199    1.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8798    0.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9556    0.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9608    0.0270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2851    1.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187    0.5246    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5357   -0.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792    1.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292    0.3698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9233    1.7657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983    1.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5502    1.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7422    1.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4823    2.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304    2.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705    3.4929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8385    2.5434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6618    3.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5028    3.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2429    3.8156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3427    2.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2617    2.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1508    2.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5927    1.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757    1.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0778    0.8212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
  3 33  1  0  0  0  0
 33 34  1  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 27 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0313023

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSC12C(O)C3(O)C(NC4=CC=CC=C34)N1C(=O)C1(SC)C(O)C3(O)C(CC4=C(C3=O)C(C)(C)C(C)O4)N1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H31N3O8S2/c1-11-23(2,3)16-14(38-11)10-15-25(37,17(16)31)19(33)26(39-4)22(35)30-20-24(36,12-8-6-7-9-13(12)28-20)18(32)27(30,40-5)21(34)29(15)26/h6-9,11,15,18-20,28,32-33,36-37H,10H2,1-5H3

> <INCHI_KEY>
UVKZABJPNZLAII-UHFFFAOYSA-N

> <FORMULA>
C27H31N3O8S2

> <MOLECULAR_WEIGHT>
589.68

> <EXACT_MASS>
589.155257318

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
58.19761853955985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0^{3,14}.0^{4,12}.0^{6,10}.0^{17,25}.0^{19,24}]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione

> <JCHEM_LOGP>
0.9181008650000004

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.047242092616495

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.307204642761501

> <JCHEM_PKA_STRONGEST_BASIC>
0.612226709996389

> <JCHEM_POLAR_SURFACE_AREA>
159.86999999999998

> <JCHEM_REFRACTIVITY>
147.5116

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0^{3,14}.0^{4,12}.0^{6,10}.0^{17,25}.0^{19,24}]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       5.083   7.295   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       6.234   6.272   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       5.923   4.763   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.428   5.093   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.894   6.561   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       8.465   3.955   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      10.005   3.965   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      11.246   4.878   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      12.497   3.981   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.001   4.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.039   3.173   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.572   1.705   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.068   1.375   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.031   2.513   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.491   2.503   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.976   1.042   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.250   1.590   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.260   0.050   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.999   2.488   0.000  0.00  0.00           C+0
HETATM   20  S   UNK     0       7.688   0.979   0.000  0.00  0.00           S+0
HETATM   21  C   UNK     0       8.467  -0.349   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.495   2.158   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.028   0.690   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0       5.457   3.296   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       3.917   3.286   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.894   2.135   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.385   2.446   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.900   3.907   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.923   5.058   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.438   6.520   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.432   4.748   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.102   6.252   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.672   5.661   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.187   7.122   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.640   3.898   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.488   5.430   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.148   4.208   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.106   2.430   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.568   1.945   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       0.145   1.533   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24   33                                             
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   19                                                  
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14    7   16   17                                             
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    6   20   22                                             
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    3   25                                                  
CONECT   25   24   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   40                                                  
CONECT   28   27   29   35                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   25   32   33                                             
CONECT   32   31                                                            
CONECT   33   31    3   34                                                  
CONECT   34   33                                                            
CONECT   35   28   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   27                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   92    0
END

View in JSmol

Synonyms

Value	Source
12,13,25,26-Tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulphanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0,.0,.0,.0,.0,]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione	Generator

Chemical Formula

C₂₇H₃₁N₃O₈S₂

Average Mass

589.6800 Da

Monoisotopic Mass

589.15526 Da

IUPAC Name

12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0^{3,14}.0^{4,12}.0^{6,10}.0^{17,25}.0^{19,24}]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione

Traditional Name

12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0^{3,14}.0^{4,12}.0^{6,10}.0^{17,25}.0^{19,24}]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione

CAS Registry Number

Not Available

SMILES

CSC12C(O)C3(O)C(NC4=CC=CC=C34)N1C(=O)C1(SC)C(O)C3(O)C(CC4=C(C3=O)C(C)(C)C(C)O4)N1C2=O

InChI Identifier

InChI=1S/C27H31N3O8S2/c1-11-23(2,3)16-14(38-11)10-15-25(37,17(16)31)19(33)26(39-4)22(35)30-20-24(36,12-8-6-7-9-13(12)28-20)18(32)27(30,40-5)21(34)29(15)26/h6-9,11,15,18-20,28,32-33,36-37H,10H2,1-5H3

InChI Key

UVKZABJPNZLAII-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
Alpha-amino acid or derivatives
Indole
Dihydroindole
Thiodioxopiperazine
Dioxopiperazine
2,5-dioxopiperazine
Cyclohexenone
N-alkylpiperazine
1,4-diazinane
Piperazine
Benzenoid
Dihydrofuran
Vinylogous ester
Pyrrole
Pyrrolidine
Tertiary alcohol
Tertiary carboxylic acid amide
Secondary alcohol
Lactam
Carboxamide group
Ketone
Oxacycle
Carboxylic acid derivative
Polyol
Dialkylthioether
Azacycle
Thioether
Hemithioaminal
Sulfenyl compound
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organosulfur compound
Amine
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	0.92	ChemAxon
pKa (Strongest Acidic)	11.31	ChemAxon
pKa (Strongest Basic)	0.61	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	159.87 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	147.51 m³·mol⁻¹	ChemAxon
Polarizability	58.2 Å³	ChemAxon
Number of Rings	7	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162993755

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione (NP0313023)

MOL for NP0313023 (12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione)

3D MOL for NP0313023 (12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione)

3D SDF for NP0313023 (12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione)

3D-SDF for NP0313023 (12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione)

PDB for NP0313023 (12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione)

3D PDB for NP0313023 (12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione)

SMILES for NP0313023 (12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione)

INCHI for NP0313023 (12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione)

Structure for NP0313023 (12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione)

3D Structure for NP0313023 (12,13,25,26-tetrahydroxy-8,9,9-trimethyl-1,14-bis(methylsulfanyl)-7-oxa-3,16,18-triazaheptacyclo[14.10.0.0³,¹⁴.0⁴,¹².0⁶,¹⁰.0¹⁷,²⁵.0¹⁹,²⁴]hexacosa-6(10),19,21,23-tetraene-2,11,15-trione)