NP-MRD: Showing NP-Card for {[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid (NP0148109)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-02 03:49:10 UTC

Updated at

2022-09-02 03:49:10 UTC

NP-MRD ID

NP0148109

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid

Description

Geldanamycin D belongs to the class of organic compounds known as vinylogous acids. These are organic compounds containing a hydroxyl group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety. It was first documented in 2014 (PMID: 25374192). Based on a literature review a significant number of articles have been published on Geldanamycin D (PMID: 28140487) (PMID: 33979675) (PMID: 36045611) (PMID: 33406123) (PMID: 32845578) (PMID: 32497199).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022205492D          

 42 43  0  0  1  0            999 V2000
    0.0569   -1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8116   -1.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775   -1.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323   -1.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3211   -0.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1304   -0.0220    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7245   -0.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    0.6418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8425    1.2531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901    2.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4575   -0.1658    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9225   -0.7938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624   -0.7299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9242   -0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0735   -1.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7394   -2.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -1.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6506   -2.8573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4053   -2.5241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4942   -1.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2417   -0.9185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2489   -1.3708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3165   -3.3444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0712   -3.0112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7371   -3.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2276   -4.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4729   -4.4977    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3840   -5.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8070   -4.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0523   -4.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634   -5.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -3.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6316   -4.1899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752   -3.0366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8093   -2.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8982   -1.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6529   -1.3962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0546   -2.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -3.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887   -2.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6339   -2.7288    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  4  0  0  0
 36 37  2  0  0  0  0
  4 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
  3 41  1  0  0  0  0
 41 42  2  0  0  0  0
M  END

     RDKit          3D

 84 85  0  0  0  0  0  0  0  0999 V2000
   -4.8708   -2.2719   -2.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5767   -1.8137   -1.4936 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2211   -0.9923   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5171   -0.6000   -1.1440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6398   -0.4986    0.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2317   -0.4292    0.5982 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7377   -1.7911    0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7829   -2.6703    1.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5640   -2.3328    0.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -2.5200   -0.5307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5341   -3.0290   -1.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3326   -3.5578   -0.3346 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0187   -3.6611   -1.5427 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2037   -3.3346    0.8340 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3827   -4.0650    0.7661 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5276   -4.9903    1.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6039   -1.9084    1.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9522   -1.5386    0.5251 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8334   -0.9638    1.6072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8334   -0.6532   -0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8001    0.8405   -0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4397    1.3472   -1.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281    0.4895   -2.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4235    0.4796   -2.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5675    2.7452   -1.8926 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1586    3.1791   -2.9101 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9548    3.6080   -0.9143 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0648    4.8501   -1.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2547    3.0577    0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1933    1.7201    0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5307    1.2480    1.7039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    4.1285    1.0360 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5743    4.6226    1.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4872    5.3085    2.6014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7011    4.5931    0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3502    5.9370    0.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2890    3.4961    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7520    2.3398    1.0216 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2436    2.4062    2.2896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3587    1.0733    0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060    0.3798   -0.3856 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2494    1.3896   -0.9623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3423    1.3783   -2.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0103    0.0799   -0.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2063    0.1760    1.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5160   -2.0695    2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3348   -3.2815    0.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030   -3.3324    2.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0771   -2.7369    1.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2215   -1.6209   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9710   -3.7879   -2.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8031   -2.2325   -2.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4187   -3.5545   -1.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2381   -4.5189   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8524   -2.9180   -2.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6729   -3.7309    1.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5075   -5.4997    1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7629   -5.8121    1.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509   -4.5790    2.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8142   -1.1891    0.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6895   -1.8088    2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4227   -2.5343    0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3071   -1.0211    2.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7787   -1.5326    1.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0258    0.1218    1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0317   -0.9921   -1.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7443   -0.9753   -1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6369   -0.2689   -3.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8918    0.1648   -1.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7652    1.4691   -3.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220    0.9542    2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2073    6.2886    2.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8252    6.4392   -0.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860    5.9031    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2637    6.5937    1.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4566    3.4317   -0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645    2.3404    1.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5596    3.1737    2.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9559    0.3867    1.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5268    1.2999   -0.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1486   -0.2502   -1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9804    2.2671   -2.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3353    1.6400   -2.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980    0.5211   -2.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 14  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 27 29  1  0
 29 32  1  0
 32 33  2  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  2  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 41  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 29 30  2  0
 30 31  1  0
 12 14  1  0
 30 21  1  0
 16 57  1  0
 16 58  1  0
 16 59  1  0
 14 56  1  1
 17 60  1  0
 17 61  1  0
 18 62  1  6
 19 63  1  0
 19 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 24 68  1  0
 24 69  1  0
 24 70  1  0
 34 72  1  0
 36 73  1  0
 36 74  1  0
 36 75  1  0
 37 76  1  0
 38 77  1  1
 39 78  1  0
 40 79  1  0
 40 80  1  0
 41 81  1  6
 43 82  1  0
 43 83  1  0
 43 84  1  0
  6 45  1  1
  4 44  1  0
  2  1  1  0
  8 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
 10 50  1  6
 11 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  1
 13 55  1  0
 31 71  1  0
M  END


  Mrv1652309022205492D          

 42 43  0  0  1  0            999 V2000
    0.0569   -1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8116   -1.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775   -1.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323   -1.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3211   -0.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1304   -0.0220    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7245   -0.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    0.6418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8425    1.2531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901    2.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4575   -0.1658    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9225   -0.7938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624   -0.7299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9242   -0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0735   -1.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7394   -2.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -1.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6506   -2.8573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4053   -2.5241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4942   -1.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2417   -0.9185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2489   -1.3708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3165   -3.3444    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0712   -3.0112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7371   -3.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2276   -4.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4729   -4.4977    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3840   -5.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8070   -4.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0523   -4.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634   -5.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -3.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6316   -4.1899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752   -3.0366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8093   -2.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8982   -1.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6529   -1.3962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0546   -2.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -3.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887   -2.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6339   -2.7288    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  4  0  0  0
 36 37  2  0  0  0  0
  4 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
  3 41  1  0  0  0  0
 41 42  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0148109

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1C[C@H](C)CC2=C(OC)C(=O)C(=O)C(N=C(O)\C(C)=C\[C@H](O)C[C@H](OC)[C@@H](OC(O)=N)\C(C)=C\[C@H](C)[C@H]1O)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C29H42N2O11/c1-13-8-18-23(34)21(24(35)25(36)27(18)41-7)31-28(37)16(4)11-17(32)12-20(40-6)26(42-29(30)38)15(3)10-14(2)22(33)19(9-13)39-5/h10-11,13-14,17,19-20,22,26,32-34H,8-9,12H2,1-7H3,(H2,30,38)(H,31,37)/b15-10+,16-11+/t13-,14+,17+,19+,20+,22-,26+/m1/s1

> <INCHI_KEY>
XKJMWIBJSIVCQH-ARYQHHOHSA-N

> <FORMULA>
C29H42N2O11

> <MOLECULAR_WEIGHT>
594.658

> <EXACT_MASS>
594.27886018

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
60.08742792590923

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(4E,6R,8S,9S,10E,12S,13R,14S,16R)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid

> <ALOGPS_LOGP>
1.12

> <JCHEM_LOGP>
-0.5396044764757362

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.200982608422475

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.960789620225575

> <JCHEM_PKA_STRONGEST_BASIC>
11.53622553782029

> <JCHEM_POLAR_SURFACE_AREA>
208.41999999999993

> <JCHEM_REFRACTIVITY>
166.88320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.99e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(4E,6R,8S,9S,10E,12S,13R,14S,16R)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       0.106  -2.654   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.515  -2.032   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.758  -2.941   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.167  -2.319   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.333  -0.788   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.843  -0.041   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.952  -1.110   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.474   1.364   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.005   1.198   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.039   2.339   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.568   3.805   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.321  -0.309   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.322  -1.482   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.636  -1.362   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.058  -0.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.471  -2.893   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.714  -3.803   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.488  -2.471   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.548  -5.334   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.957  -4.712   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      12.122  -3.181   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      11.651  -1.715   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0      13.531  -2.559   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      11.791  -6.243   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      13.200  -5.621   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      14.443  -6.530   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.625  -7.774   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.216  -8.396   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.050  -9.927   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.973  -7.487   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.564  -8.108   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.398  -9.640   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.321  -7.199   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.912  -7.821   0.000  0.00  0.00           O+0
HETATM   35  N   UNK     0       6.487  -5.668   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0       5.244  -4.759   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.410  -3.228   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       6.819  -2.606   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       3.835  -5.381   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       3.669  -6.912   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       2.592  -4.472   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       1.183  -5.094   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   41                                                  
CONECT    4    3    5   37                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   39                                                  
CONECT   37   36    4   38                                                  
CONECT   38   37                                                            
CONECT   39   36   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39    3   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₂N₂O₁₁

Average Mass

594.6580 Da

Monoisotopic Mass

594.27886 Da

IUPAC Name

{[(4E,6R,8S,9S,10E,12S,13R,14S,16R)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid

Traditional Name

{[(4E,6R,8S,9S,10E,12S,13R,14S,16R)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid

CAS Registry Number

Not Available

SMILES

CO[C@H]1C[C@H](C)CC2=C(OC)C(=O)C(=O)C(N=C(O)\C(C)=C\[C@H](O)C[C@H](OC)[C@@H](OC(O)=N)\C(C)=C\[C@H](C)[C@H]1O)=C2O

InChI Identifier

InChI=1S/C29H42N2O11/c1-13-8-18-23(34)21(24(35)25(36)27(18)41-7)31-28(37)16(4)11-17(32)12-20(40-6)26(42-29(30)38)15(3)10-14(2)22(33)19(9-13)39-5/h10-11,13-14,17,19-20,22,26,32-34H,8-9,12H2,1-7H3,(H2,30,38)(H,31,37)/b15-10+,16-11+/t13-,14+,17+,19+,20+,22-,26+/m1/s1

InChI Key

XKJMWIBJSIVCQH-ARYQHHOHSA-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 vinylogous acids. These are organic compounds containing a hydroxyl group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Vinylogous acids

Sub Class

Not Available

Direct Parent

Vinylogous acids

Alternative Parents

Substituents

Vinylogous acid
Cyclic carboximidic acid
Cyclic ketone
Secondary alcohol
Ketone
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Ether
Dialkyl ether
Carboximidic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.12	ALOGPS
logP	-0.54	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	-3	ChemAxon
pKa (Strongest Basic)	11.54	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	208.42 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	166.88 m³·mol⁻¹	ChemAxon
Polarizability	60.09 Å³	ChemAxon
Number of Rings	2	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

78440628

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591493

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang X, Zhang Y, Ponomareva LV, Qiu Q, Woodcock R, Elshahawi SI, Chen X, Zhou Z, Hatcher BE, Hower JC, Zhan CG, Parkin S, Kharel MK, Voss SR, Shaaban KA, Thorson JS: Mccrearamycins A-D, Geldanamycin-Derived Cyclopentenone Macrolactams from an Eastern Kentucky Abandoned Coal Mine Microbe. Angew Chem Int Ed Engl. 2017 Mar 6;56(11):2994-2998. doi: 10.1002/anie.201612447. Epub 2017 Jan 31. [PubMed:28140487 ]
Mohan CD, Rangappa S, Nayak SC, Jadimurthy R, Wang L, Sethi G, Garg M, Rangappa KS: Bacteria as a treasure house of secondary metabolites with anticancer potential. Semin Cancer Biol. 2021 May 9. pii: S1044-579X(21)00134-6. doi: 10.1016/j.semcancer.2021.05.006. [PubMed:33979675 ]
Wang G, Qu F, Zhou J, Zhu B, Gao Y: Elevated THBS3 predicts poor overall survival for clear cell renal cell carcinoma and identifies LncRNA/RBP/THBS3 mRNA networks. Cell Cycle. 2023 Feb;22(3):316-330. doi: 10.1080/15384101.2022.2117910. Epub 2022 Aug 31. [PubMed:36045611 ]
Nonaka M, Mabashi-Asazuma H, Jarvis DL, Yamasaki K, Akama TO, Nagaoka M, Sasai T, Kimura-Takagi I, Suwa Y, Yaegashi T, Huang CT, Nishizawa-Harada C, Fukuda MN: Development of an orally-administrable tumor vasculature-targeting therapeutic using annexin A1-binding D-peptides. PLoS One. 2021 Jan 6;16(1):e0241157. doi: 10.1371/journal.pone.0241157. eCollection 2021. [PubMed:33406123 ]
McGarr GW, Fujii N, Schmidt MD, Muia CM, Kenny GP: Heat shock protein 90 modulates cutaneous vasodilation during an exercise-heat stress, but not during passive whole-body heating in young women. Physiol Rep. 2020 Aug;8(16):e14552. doi: 10.14814/phy2.14552. [PubMed:32845578 ]
Zhou Z, Li X, Qian Y, Liu C, Huang X, Fu M: Heat shock protein 90 inhibitors suppress pyroptosis in THP-1 cells. Biochem J. 2020 Oct 30;477(20):3923-3934. doi: 10.1042/BCJ20200351. [PubMed:32497199 ]
Jogula S, Soorneedi AR, Gaddam J, Chamakuri S, Deora GS, Indarapu RK, Ramgopal MK, Dravida S, Arya P: Geldanamycin-inspired compounds induce direct trans-differentiation of human mesenchymal stem cells to neurons. Eur J Med Chem. 2017 Jul 28;135:110-116. doi: 10.1016/j.ejmech.2017.03.082. Epub 2017 Apr 18. [PubMed:28441579 ]
Liu Q, Lin Q, Li X, Ali M, He J: Construction and application of a "superplasmid" for enhanced production of antibiotics. Appl Microbiol Biotechnol. 2020 Feb;104(4):1647-1660. doi: 10.1007/s00253-019-10283-6. Epub 2019 Dec 18. [PubMed:31853567 ]
Samakovli D, Roka L, Plitsi PK, Kaltsa I, Daras G, Milioni D, Hatzopoulos P: Active BR signalling adjusts the subcellular localisation of BES1/HSP90 complex formation. Plant Biol (Stuttg). 2020 Jan;22(1):129-133. doi: 10.1111/plb.13040. Epub 2019 Sep 27. [PubMed:31469500 ]
Cuyas E, Verdura S, Micol V, Joven J, Bosch-Barrera J, Encinar JA, Menendez JA: Revisiting silibinin as a novobiocin-like Hsp90 C-terminal inhibitor: Computational modeling and experimental validation. Food Chem Toxicol. 2019 Oct;132:110645. doi: 10.1016/j.fct.2019.110645. Epub 2019 Jun 26. [PubMed:31254591 ]
Fujii N, McGarr GW, Hatam K, Chandran N, Muia CM, Nishiyasu T, Boulay P, Ghassa R, Kenny GP: Heat shock protein 90 does not contribute to cutaneous vasodilatation in older adults during heat stress. Microcirculation. 2019 Aug;26(6):e12541. doi: 10.1111/micc.12541. Epub 2019 Apr 29. [PubMed:30828931 ]
Li Y, Cao TT, Guo S, Zhong Q, Li CH, Li Y, Dong L, Zheng S, Wang G, Yin SF: Discovery of Novel Allopurinol Derivatives with Anticancer Activity and Attenuated Xanthine Oxidase Inhibition. Molecules. 2016 Jun 20;21(6):771. doi: 10.3390/molecules21060771. [PubMed:27331805 ]
Migita K, Ozaki T, Shimoyama S, Yamada J, Nikaido Y, Furukawa T, Shiba Y, Egan TM, Ueno S: HSP90 Regulation of P2X7 Receptor Function Requires an Intact Cytoplasmic C-Terminus. Mol Pharmacol. 2016 Aug;90(2):116-26. doi: 10.1124/mol.115.102988. Epub 2016 Jun 14. [PubMed:27301716 ]
Mellatyar H, Talaei S, Nejati-Koshki K, Akbarzadeh A: Targeting HSP90 Gene Expression with 17-DMAG Nanoparticles in Breast Cancer Cells. Asian Pac J Cancer Prev. 2016;17(5):2453-7. [PubMed:27268613 ]
Katane M, Kaneko Y, Watanabe M, Doi Y, Tanaka T, Kasuga Y, Yoshida N, Kumakubo S, Nakayama K, Matsuda S, Furuchi T, Saitoh Y, Sekine M, Koyama N, Tomoda H, Homma H: Identification and characterization of natural microbial products that alter the free d-aspartate content of mammalian cells. Bioorg Med Chem Lett. 2016 Jan 15;26(2):556-560. doi: 10.1016/j.bmcl.2015.11.073. Epub 2015 Nov 28. [PubMed:26642769 ]
Huo Q, Li HM, Lee JK, Li J, Ma T, Zhang X, Dai Y, Hong YS, Wu CZ: Biosynthesis of Novel Glucosides Geldanamycin Analogs by Enzymatic Synthesis. J Microbiol Biotechnol. 2016 Jan;26(1):56-60. doi: 10.4014/jmb.1508.08069. [PubMed:26464380 ]
Hu Y, Bobb D, He J, Hill DA, Dome JS: The HSP90 inhibitor alvespimycin enhances the potency of telomerase inhibition by imetelstat in human osteosarcoma. Cancer Biol Ther. 2015;16(6):949-57. doi: 10.1080/15384047.2015.1040964. Epub 2015 Apr 28. [PubMed:25920748 ]
Hall JA, Seedarala S, Rice N, Kopel L, Halaweish F, Blagg BS: Cucurbitacin D Is a Disruptor of the HSP90 Chaperone Machinery. J Nat Prod. 2015 Apr 24;78(4):873-9. doi: 10.1021/acs.jnatprod.5b00054. Epub 2015 Mar 10. [PubMed:25756299 ]
Lee JM, Lee JM, Kim KR, Im H, Kim YH: Zinc preconditioning protects against neuronal apoptosis through the mitogen-activated protein kinase-mediated induction of heat shock protein 70. Biochem Biophys Res Commun. 2015 Apr 3;459(2):220-226. doi: 10.1016/j.bbrc.2015.02.068. Epub 2015 Feb 21. [PubMed:25712525 ]
Mellatyar H, Akbarzadeh A, Rahmati M, Ghalhar MG, Etemadi A, Nejati-Koshki K, Zarghami N, Barkhordari A: Comparison of inhibitory effect of 17-DMAG nanoparticles and free 17-DMAG in HSP90 gene expression in lung cancer. Asian Pac J Cancer Prev. 2014;15(20):8693-8. doi: 10.7314/apjcp.2014.15.20.8693. [PubMed:25374192 ]
LOTUS database [Link]

Showing NP-Card for {[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid (NP0148109)

MOL for NP0148109 ({[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid)

3D MOL for NP0148109 ({[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid)

3D SDF for NP0148109 ({[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid)

3D-SDF for NP0148109 ({[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid)

PDB for NP0148109 ({[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid)

3D PDB for NP0148109 ({[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid)

SMILES for NP0148109 ({[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid)

INCHI for NP0148109 ({[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid)

Structure for NP0148109 ({[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid)

3D Structure for NP0148109 ({[(4e,6r,8s,9s,10e,12s,13r,14s,16r)-3,6,13,22-tetrahydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,21-dioxo-2-azabicyclo[16.3.1]docosa-1(22),2,4,10,18-pentaen-9-yl]oxy}methanimidic acid)