NP-MRD: Showing NP-Card for methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate (NP0309672)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 04:25:51 UTC

Updated at

2022-09-11 04:25:52 UTC

NP-MRD ID

NP0309672

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate

Description

NSC-102815 belongs to the class of organic compounds known as tetracenequinones. These are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4. methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate is found in Streptomyces nogalater. Based on a literature review very few articles have been published on NSC-102815.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112206252D          

 43 48  0  0  1  0            999 V2000
    6.6729    3.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9208    2.9536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3634    2.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5580    2.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6114    1.5586    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0540    0.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2486    1.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911    0.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391   -0.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7446   -0.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9926   -1.2315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3020    0.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1074   -0.0151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3554   -0.8020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1608   -0.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6648    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4168    1.3799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1946    1.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6235    2.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3817   -0.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6297   -1.6611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5763   -0.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0189   -1.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2669   -2.0906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2134   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9654   -0.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5229    0.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283    0.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857    0.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377    1.4863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870    1.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8788    1.6516    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7632    0.5465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412   -0.3742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8590   -1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5330    0.1832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2147   -0.1653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971    1.0075    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2781    1.2897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9101    0.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4213    2.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0546    1.6157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7060    2.3634    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
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  1  0  0  0
  9 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  2  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 38 42  1  0  0  0  0
 32 42  1  0  0  0  0
 42 43  1  6  0  0  0
M  END

     RDKit          3D

 76 81  0  0  0  0  0  0  0  0999 V2000
    6.1836    2.0986    2.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6444    1.3564    1.0017 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0629    1.9412   -0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0546    3.2037   -0.1296 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4997    1.1180   -1.2344 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4180    0.2555   -0.7091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2322    0.8310   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967    0.0748    0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916   -1.2714    0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5282   -1.8825   -0.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6017   -3.2154    0.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5606   -1.1273   -0.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8884   -1.6521   -0.8835 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0608   -2.9987   -0.8802 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1314   -3.2886   -0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1842   -1.0516   -2.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5383    0.4091   -2.0366 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8665    1.0912   -3.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7353    0.3870   -1.2840 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1906   -2.0602    0.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3026   -3.3005    1.0396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768   -1.4183    1.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1617   -2.0748    1.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0544   -3.4444    1.9078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3477   -1.3953    1.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4581   -0.0213    1.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3468    0.5928    1.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1679   -0.0560    0.9684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0695    0.7276    0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1733    1.9646    0.2463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4452    1.9721    1.0540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945    2.4415    0.9119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4401    2.0972    2.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7078    0.7120    2.1100 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1407    0.3291    3.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8091    0.4888    1.1015 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3946   -0.7612    1.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2235    0.7090   -0.2623 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2731    0.8285   -1.2779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0633   -0.3845   -1.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6202    1.0160   -2.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3750    1.9210   -0.3444 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2969    1.6234   -1.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7583    2.9811    1.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8243    1.3907    2.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3456    2.3750    2.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0166    1.8604   -1.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0797    1.8903   -0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3124   -3.8584    0.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6175   -1.1193   -0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2823   -4.3977    0.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8391   -2.9039    0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0627   -2.8094   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2422   -1.0368   -2.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0295   -1.5232   -2.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6171    1.8881   -3.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    1.5132   -3.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3157    0.3790   -4.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1445    1.2685   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8471   -3.9489    2.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2057   -1.9158    2.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7327    3.5450    0.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6157   -0.6521    3.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1892    0.2052    4.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7321    1.1198    3.9887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5674    1.2974    1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1862   -0.6781    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6053   -0.2047   -0.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8664   -0.2914   -0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5902   -0.3753   -2.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4825   -1.3041   -1.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3947    0.7416   -3.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3626    2.0685   -2.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7880    0.3113   -2.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9185    2.7478   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858    0.6502   -1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  1
 17  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  9 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  1
 34 36  1  0
 36 37  1  0
 36 38  1  0
 38 42  1  0
 42 43  1  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 12 13  1  0
 28 22  1  0
 12  6  1  0
 34 26  1  0
 29  8  1  0
 42 32  1  0
 15 51  1  0
 15 52  1  0
 15 53  1  0
 13 50  1  1
 16 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
  5 47  1  6
  1 44  1  0
  1 45  1  0
  1 46  1  0
  7 48  1  0
 11 49  1  0
 24 60  1  0
 25 61  1  0
 32 62  1  6
 35 63  1  0
 35 64  1  0
 35 65  1  0
 36 66  1  1
 37 67  1  0
 38 68  1  6
 42 75  1  6
 43 76  1  0
 40 69  1  0
 40 70  1  0
 40 71  1  0
 41 72  1  0
 41 73  1  0
 41 74  1  0
M  END


  Mrv1652309112206252D          

 43 48  0  0  1  0            999 V2000
    6.6729    3.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9208    2.9536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3634    2.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5580    2.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6114    1.5586    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0540    0.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2486    1.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911    0.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391   -0.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7446   -0.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9926   -1.2315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3020    0.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1074   -0.0151    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3554   -0.8020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1608   -0.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6648    0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4168    1.3799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1946    1.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6235    2.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3817   -0.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6297   -1.6611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5763   -0.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0189   -1.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2669   -2.0906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2134   -1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9654   -0.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5229    0.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283    0.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8857    0.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377    1.4863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870    1.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8788    1.6516    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7632    0.5465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412   -0.3742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8590   -1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5330    0.1832    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2147   -0.1653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971    1.0075    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2781    1.2897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9101    0.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4213    2.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0546    1.6157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7060    2.3634    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
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  1  0  0  0
  9 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  2  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 38 42  1  0  0  0  0
 32 42  1  0  0  0  0
 42 43  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0309672

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1C[C@](C)(O)[C@H](C(=O)OC)C2=CC3=C(C(O)=C12)C(=O)C1=C(O)C=C2C(O[C@@H]4O[C@@]2(C)[C@H](O)[C@H]([C@@H]4O)N(C)C)=C1C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H33NO12/c1-29(39)9-14(40-5)15-10(19(29)27(38)41-6)7-11-16(22(15)34)23(35)17-13(32)8-12-25(18(17)21(11)33)42-28-24(36)20(31(3)4)26(37)30(12,2)43-28/h7-8,14,19-20,24,26,28,32,34,36-37,39H,9H2,1-6H3/t14-,19-,20-,24-,26+,28+,29-,30+/m0/s1

> <INCHI_KEY>
HXCSJGHKDZKLKV-KCTIBYJUSA-N

> <FORMULA>
C30H33NO12

> <MOLECULAR_WEIGHT>
599.589

> <EXACT_MASS>
599.200275507

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
60.604920556771255

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,10S,12S,13R,21R,22S,23R,24R)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0^{2,19}.0^{5,18}.0^{7,16}.0^{9,14}]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate

> <JCHEM_LOGP>
1.3757932006291775

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
8.537654717183553

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.6205280398025605

> <JCHEM_PKA_STRONGEST_BASIC>
6.706552768218802

> <JCHEM_POLAR_SURFACE_AREA>
192.51999999999995

> <JCHEM_REFRACTIVITY>
148.73340000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,10S,12S,13R,21R,22S,23R,24R)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0^{2,19}.0^{5,18}.0^{7,16}.0^{9,14}]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate

> <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      12.456   6.982   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.919   5.513   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.878   4.378   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.375   4.712   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      12.341   2.909   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.301   1.774   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.797   2.107   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.757   0.972   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.220  -0.497   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.723  -0.830   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.186  -2.299   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.764   0.305   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.267  -0.028   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.730  -1.497   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      15.234  -1.830   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.308   1.107   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.845   2.576   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.297   3.090   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.231   4.067   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.179  -1.632   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.642  -3.101   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.676  -1.298   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.635  -2.434   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.098  -3.902   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.132  -2.100   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.669  -0.631   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.709   0.504   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.213   0.170   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.253   1.306   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.790   2.774   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.642   2.042   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.507   3.083   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.291   1.020   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.130  -0.698   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.603  -2.146   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.995   0.342   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -0.401  -0.309   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.928   1.881   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0      -0.519   2.407   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0      -1.699   1.418   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.786   3.924   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.969   3.016   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.318   4.412   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   17                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   29                                                  
CONECT    9    8   10   20                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    6   13                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16    5   18   19                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    9   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   28                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   34                                                  
CONECT   27   26   28   31                                                  
CONECT   28   27   22   29                                                  
CONECT   29   28    8   30                                                  
CONECT   30   29                                                            
CONECT   31   27   32                                                       
CONECT   32   31   33   42                                                  
CONECT   33   32   34                                                       
CONECT   34   33   26   35   36                                             
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   42                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   38   32   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₃NO₁₂

Average Mass

599.5890 Da

Monoisotopic Mass

599.20028 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CO[C@H]1C[C@](C)(O)[C@H](C(=O)OC)C2=CC3=C(C(O)=C12)C(=O)C1=C(O)C=C2C(O[C@@H]4O[C@@]2(C)[C@H](O)[C@H]([C@@H]4O)N(C)C)=C1C3=O

InChI Identifier

InChI=1S/C30H33NO12/c1-29(39)9-14(40-5)15-10(19(29)27(38)41-6)7-11-16(22(15)34)23(35)17-13(32)8-12-25(18(17)21(11)33)42-28-24(36)20(31(3)4)26(37)30(12,2)43-28/h7-8,14,19-20,24,26,28,32,34,36-37,39H,9H2,1-6H3/t14-,19-,20-,24-,26+,28+,29-,30+/m0/s1

InChI Key

HXCSJGHKDZKLKV-KCTIBYJUSA-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

Species Name	Source	Reference
Streptomyces nogalater	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracenequinones. These are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Aminoglycoside core
Tetracenequinone
Anthracene carboxylic acid
Anthracene carboxylic acid or derivatives
9,10-anthraquinone
1,4-anthraquinone
Anthracene
1-naphthalenecarboxylic acid or derivatives
Tetralin
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Amino saccharide
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monosaccharide
Oxane
Vinylogous acid
Methyl ester
Tertiary alcohol
Amino acid or derivatives
1,2-aminoalcohol
Tertiary aliphatic amine
Carboxylic acid ester
Ketone
Tertiary amine
Secondary alcohol
Monocarboxylic acid or derivatives
Polyol
Ether
Dialkyl ether
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Acetal
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Aldehyde
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

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

23339152

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44566440

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate (NP0309672)

MOL for NP0309672 (methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate)

3D MOL for NP0309672 (methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate)

3D SDF for NP0309672 (methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate)

3D-SDF for NP0309672 (methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate)

PDB for NP0309672 (methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate)

3D PDB for NP0309672 (methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate)

SMILES for NP0309672 (methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate)

INCHI for NP0309672 (methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate)

Structure for NP0309672 (methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate)

3D Structure for NP0309672 (methyl (1r,10s,12s,13r,21r,22s,23r,24r)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-10-methoxy-1,12-dimethyl-6,17-dioxo-20,25-dioxahexacyclo[19.3.1.0²,¹⁹.0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate)