NP-MRD: Showing NP-Card for 5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione (NP0286727)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 15:26:02 UTC

Updated at

2022-09-09 15:26:02 UTC

NP-MRD ID

NP0286727

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione

Description

5,12-Dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]Tricosa-6,9-diene-8,11-dione belongs to the class of organic compounds known as isoquinoline quinones. These are isoquinoline derivative with a structure containing a 5,8-dihydroisoquinoline-5,8-dione skeleton. 5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione is found in Streptomyces halstedii. Based on a literature review very few articles have been published on 5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]Tricosa-6,9-diene-8,11-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092217262D          

 31 37  0  0  0  0            999 V2000
    1.3860    0.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.9739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9198   -0.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2729   -0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867   -0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067   -1.2669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3335    0.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4573   -0.7543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8635    1.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0648    2.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5123    2.8831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8980    2.3859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2913    1.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0608    1.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6865    0.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202   -0.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4865    0.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6976    0.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1347   -0.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5352   -0.9871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2933   -1.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9687   -2.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6280   -1.7537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3601   -0.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6275    1.1206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3369    0.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0201   -0.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4467    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    1.9980    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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 22 26  1  0  0  0  0
 20 27  1  0  0  0  0
 11 27  1  0  0  0  0
 15 27  1  0  0  0  0
 19 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
 10 30  1  0  0  0  0
  3 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END

     RDKit          3D

 56 62  0  0  0  0  0  0  0  0999 V2000
    5.3011    0.2167    1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9906    0.5808    0.2591 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6899    0.3569   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3741   -0.5927   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104   -1.4051   -1.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9892   -0.7979   -1.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8513   -1.7211   -2.3423 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440   -0.0265   -1.0820 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5203    0.8620   -2.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2607    0.9924   -0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3208    1.7121    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039    2.7647    1.6465 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2987    4.0341    1.1260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    2.5199    2.1415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859    2.1717    1.0698 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0766    1.2730    1.3351 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6597   -0.1510    1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8420   -1.0214    0.5499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8342    0.0459   -0.5579 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4182    0.5154   -0.7526 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3747   -0.6401   -0.5893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0168   -1.7966   -0.9004 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3475   -3.0408   -1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3547   -4.0434   -0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4795   -3.2958   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8940   -2.1080    0.2742 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0061    1.4365    0.2290 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7100    1.0007    0.0638 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0603    2.1157   -0.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6337    1.1864    0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9389    2.0954    1.2349 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3786    0.4409    1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1573   -0.8943    1.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6751    0.7377    2.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8998   -0.8713   -2.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3054   -1.4716   -0.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976   -2.4390   -1.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3406    1.0559   -2.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9104    2.6141    2.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5390    3.9901    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2577    3.0661    0.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924    1.7299    2.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380   -0.1904    2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4692   -0.4487    2.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8932   -1.4403    0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261   -0.4047   -1.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3218    0.9270   -1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2158   -0.6621    0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934   -3.3207   -2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5829   -3.1679   -0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -4.5572    0.4274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6569   -4.8160   -1.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508   -2.3163    1.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1530    3.0794   -0.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0740    1.9291   -1.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3703    2.1901   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  6
  8 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  1  0
 12 11  1  0
 11 27  1  0
 11 10  2  0
 10 30  1  0
 30 31  2  0
 16 28  1  0
 28 29  1  0
 18 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 30  3  1  0
 22 26  1  0
 10  8  1  0
 22 21  1  0
 27 20  1  0
 28 19  1  0
 27 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  5 37  1  0
  9 38  1  0
 21 48  1  1
 20 47  1  6
 19 46  1  6
 18 45  1  1
 17 43  1  0
 17 44  1  0
 16 42  1  1
 15 41  1  6
 12 39  1  1
 13 40  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
 26 53  1  1
 24 51  1  0
 24 52  1  0
 23 49  1  0
 23 50  1  0
M  END


  Mrv1652309092217262D          

 31 37  0  0  0  0            999 V2000
    1.3860    0.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.9739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9198   -0.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2729   -0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867   -0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8067   -1.2669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3335    0.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4573   -0.7543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8635    1.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0648    2.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5123    2.8831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8980    2.3859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2913    1.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0608    1.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6865    0.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0202   -0.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4865    0.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6976    0.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1347   -0.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5352   -0.9871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2933   -1.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9687   -2.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6280   -1.7537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3601   -0.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6275    1.1206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3369    0.2361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0201   -0.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4467    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    1.9980    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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 22 26  1  0  0  0  0
 20 27  1  0  0  0  0
 11 27  1  0  0  0  0
 15 27  1  0  0  0  0
 19 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
 10 30  1  0  0  0  0
  3 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0286727

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(=O)C2(O)C3C4C5C(CC(C6OC(O)C(N46)=C2C1=O)N5C)C1OCCN31

> <INCHI_IDENTIFIER>
InChI=1S/C21H25N3O7/c1-7-15(29-3)14(25)10-12-20(27)31-19-9-6-8-11(22(9)2)13(24(12)19)16(21(10,28)17(7)26)23-4-5-30-18(8)23/h8-9,11,13,16,18-20,27-28H,4-6H2,1-3H3

> <INCHI_KEY>
WPPGPABOHAFRPK-UHFFFAOYSA-N

> <FORMULA>
C21H25N3O7

> <MOLECULAR_WEIGHT>
431.445

> <EXACT_MASS>
431.169250157

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
42.5996420420164

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-6,9-diene-8,11-dione

> <JCHEM_LOGP>
-0.44482523966666515

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.858707535010277

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.238144596944174

> <JCHEM_PKA_STRONGEST_BASIC>
5.749400111691402

> <JCHEM_POLAR_SURFACE_AREA>
112.00999999999999

> <JCHEM_REFRACTIVITY>
106.29979999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-6,9-diene-8,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       2.587   0.862   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.795   1.818   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.226   1.250   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.450  -0.273   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.243  -1.229   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.882  -0.841   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.106  -2.365   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.089   0.115   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.320  -1.408   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.865   1.638   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.079   2.708   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.454   4.238   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.423   5.382   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      11.010   4.454   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.744   3.019   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.180   2.108   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.348   1.103   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.104  -0.551   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.108   0.312   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.635   0.644   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.585  -0.463   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      10.332  -1.843   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       9.881  -3.315   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.142  -4.199   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.372  -3.274   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      11.872  -1.817   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      10.505   2.092   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      13.695   0.441   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      14.971  -0.422   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.434   2.206   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.210   3.730   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   21                                             
CONECT    9    8                                                            
CONECT   10    8   11   30                                                  
CONECT   11   10   12   27                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   27                                                  
CONECT   16   15   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20   28                                                  
CONECT   20   19   21   27                                                  
CONECT   21   20    8   22                                                  
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   18   22                                                  
CONECT   27   20   11   15                                                  
CONECT   28   19   16   29                                                  
CONECT   29   28                                                            
CONECT   30   10    3   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₅N₃O₇

Average Mass

431.4450 Da

Monoisotopic Mass

431.16925 Da

IUPAC Name

5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-6,9-diene-8,11-dione

Traditional Name

5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0^{2,6}.0^{3,21}.0^{7,12}.0^{14,18}.0^{19,23}]tricosa-6,9-diene-8,11-dione

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(=O)C2(O)C3C4C5C(CC(C6OC(O)C(N46)=C2C1=O)N5C)C1OCCN31

InChI Identifier

InChI=1S/C21H25N3O7/c1-7-15(29-3)14(25)10-12-20(27)31-19-9-6-8-11(22(9)2)13(24(12)19)16(21(10,28)17(7)26)23-4-5-30-18(8)23/h8-9,11,13,16,18-20,27-28H,4-6H2,1-3H3

InChI Key

WPPGPABOHAFRPK-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

Species Name	Source	Reference
Streptomyces halstedii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoquinoline quinones. These are isoquinoline derivative with a structure containing a 5,8-dihydroisoquinoline-5,8-dione skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinoline quinones

Direct Parent

Isoquinoline quinones

Alternative Parents

Substituents

Isoquinoline quinone
Naphthyridine
Piperazino-3,4-b-piperidine
Azepane
Cyclohexenone
Tetrahydropyridine
N-methylpiperazine
N-alkylpiperazine
1,4-diazinane
Piperazine
Piperidine
N-alkylpyrrolidine
Tertiary alcohol
Pyrrolidine
Vinylogous amide
Vinylogous ester
Oxazolidine
Tertiary aliphatic amine
Tertiary amine
Hemiacetal
Hemiaminal
Ketone
Oxacycle
Azacycle
Enamine
Amine
Organic oxygen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
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	-0.44	ChemAxon
pKa (Strongest Acidic)	11.24	ChemAxon
pKa (Strongest Basic)	5.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	112.01 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	106.3 m³·mol⁻¹	ChemAxon
Polarizability	42.6 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

74369270

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione (NP0286727)

MOL for NP0286727 (5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione)

3D MOL for NP0286727 (5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione)

3D SDF for NP0286727 (5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione)

3D-SDF for NP0286727 (5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione)

PDB for NP0286727 (5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione)

3D PDB for NP0286727 (5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione)

SMILES for NP0286727 (5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione)

INCHI for NP0286727 (5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione)

Structure for NP0286727 (5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione)

3D Structure for NP0286727 (5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.0²,⁶.0³,²¹.0⁷,¹².0¹⁴,¹⁸.0¹⁹,²³]tricosa-6,9-diene-8,11-dione)