NP-MRD: Showing NP-Card for 2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone (NP0300831)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 13:26:39 UTC

Updated at

2022-09-10 13:26:39 UTC

NP-MRD ID

NP0300831

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone

Description

2,9-Dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]Tricosa-1(13),2,4(8),9,11-pentaene-7,14,20,23-tetrone belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. 2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone is found in Streptomyces rishiriensis. 2,9-Dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]Tricosa-1(13),2,4(8),9,11-pentaene-7,14,20,23-tetrone is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191513332D          

 41 47  0  0  0  0            999 V2000
   -0.9212    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1991    1.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5075    1.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6941    1.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5161    1.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9419    2.6927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8375    1.2263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2141    0.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034    0.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900    1.7296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6060    0.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3953    0.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5819    1.4064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9979    0.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7872    0.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368    1.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9555    0.9251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5190    1.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1119    0.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8591   -0.2346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898   -0.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2032   -1.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8058   -1.6510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -1.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8113   -0.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0220   -1.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4194   -0.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6301   -0.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435   -1.4848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0275   -0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2055   -0.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1158    0.5713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7579   -0.8974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0522   -1.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3218   -1.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1319   -1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6723   -1.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4823   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4027   -0.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9431    0.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5926   -0.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  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
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 15 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 11 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  3 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 34 41  1  0  0  0  0
M  END

     RDKit          3D

 68 74  0  0  0  0  0  0  0  0999 V2000
    0.4228    2.7997   -2.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2728    1.5231   -2.4272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0219    1.3850   -1.9624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0389    1.4487   -3.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9300    0.2748   -2.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0578    0.1442   -3.3592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2505   -0.6059   -2.0529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2489    0.0375   -1.3335 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0445   -0.6691   -1.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2035   -1.6842   -2.0259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406   -0.2123   -0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7539    0.4000    0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7218    0.8637    1.5643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0498    0.7050    1.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0311    1.1861    2.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3413    1.0495    1.7445 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3350    1.5159    2.5781 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6704    0.4236    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7323   -0.0590   -0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4073    0.0915    0.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418   -0.3921   -0.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8349   -0.9905   -2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3795   -0.6613   -1.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7938   -0.4751   -1.2514 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8881   -0.8852   -2.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9835    0.1717   -0.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1013    0.4852    0.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6898    0.5368    1.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9361    0.7761    2.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7555    0.4126    0.0541 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8055   -0.3937    0.3206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917   -0.2844    1.4853 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9236    0.1437    1.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8258   -0.4361    2.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8598   -1.9466    1.8362 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5502   -2.0384    0.6313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302   -2.4065    1.5977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2594   -3.7211    2.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5239   -1.5058    2.1558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2822    1.8287   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2250    2.3485   -0.9839 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120    3.5171   -2.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2002    3.0070   -3.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4946    2.9180   -3.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002    2.3915   -3.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5613    1.3243   -4.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4463    1.3431    2.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6926    1.6530    2.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1347    1.9627    3.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530   -1.3527   -2.7325 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2305   -1.7609   -1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1287   -0.1584   -2.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0191   -0.0528   -2.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6682   -1.7862   -2.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8420   -0.9384   -1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1655    0.4734    2.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229   -0.2534    0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752    1.2468    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8225   -0.0025    2.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2772   -0.3804    3.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2821   -2.5308    2.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0173   -1.2271    0.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2689   -2.5735    0.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1270   -4.3983    2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3041   -4.2343    2.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1414   -3.5437    3.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3786    2.3853    0.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2204    1.7866   -0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  8  7  1  6
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 12 28  1  0
 28 29  2  0
 28 30  1  0
 30 40  1  0
 40 41  1  0
 30 31  1  1
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
  8  3  1  0
 30  8  1  0
 39 32  1  0
 41  3  1  0
 21 11  1  0
 20 14  1  0
 26 18  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  4 46  1  0
 13 47  1  0
 15 48  1  0
 17 49  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 22 50  1  0
 40 67  1  0
 40 68  1  0
 32 56  1  1
 33 57  1  0
 33 58  1  0
 34 59  1  0
 34 60  1  0
 35 61  1  1
 36 62  1  0
 37 63  1  6
 38 64  1  0
 38 65  1  0
 38 66  1  0
M  END


  Mrv1533004191513332D          

 41 47  0  0  0  0            999 V2000
   -0.9212    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1991    1.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5075    1.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6941    1.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5161    1.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9419    2.6927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8375    1.2263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2141    0.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034    0.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900    1.7296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6060    0.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3953    0.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5819    1.4064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9979    0.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7872    0.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368    1.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9555    0.9251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5190    1.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1119    0.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8591   -0.2346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898   -0.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2032   -1.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8058   -1.6510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -1.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8113   -0.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0220   -1.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4194   -0.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6301   -0.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435   -1.4848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0275   -0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2055   -0.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1158    0.5713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7579   -0.8974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0522   -1.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3218   -1.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1319   -1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6723   -1.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4823   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4027   -0.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9431    0.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5926   -0.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  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
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 15 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 11 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  3 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 34 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0300831

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC12CC(=O)OC11C(=O)C3=C(C=C4C=C(O)C5=C(CN(C)C5=O)C4=C3O)C(=O)C1(CO2)OC1CCC(O)C(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C28H27NO12/c1-11-15(30)4-5-18(39-11)41-26-10-38-27(37-3)8-17(32)40-28(26,27)24(35)21-13(23(26)34)6-12-7-16(31)20-14(19(12)22(21)33)9-29(2)25(20)36/h6-7,11,15,18,30-31,33H,4-5,8-10H2,1-3H3

> <INCHI_KEY>
XFQJOLWXLJXJSV-UHFFFAOYSA-N

> <FORMULA>
C28H27NO12

> <MOLECULAR_WEIGHT>
569.519

> <EXACT_MASS>
569.153325313

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
55.79794245918683

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1(13),2,4(8),9,11-pentaene-7,14,20,23-tetrone

> <ALOGPS_LOGP>
1.35

> <JCHEM_LOGP>
2.1494554949999998

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.845807405730584

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1850366901119

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9583260803446643

> <JCHEM_POLAR_SURFACE_AREA>
178.35999999999996

> <JCHEM_REFRACTIVITY>
136.3774

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.30e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1(13),2,4(8),9,11-pentaene-7,14,20,23-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -1.720   2.125   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.372   2.870   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.947   2.075   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.296   3.575   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.830   3.707   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.625   5.026   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       3.430   2.289   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.266   1.280   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.740   1.729   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.088   3.229   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.865   0.677   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.338   1.125   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.686   2.625   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.463   0.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.936   0.522   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.589   1.917   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      11.117   1.727   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      12.169   2.852   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.409   0.215   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.804  -0.438   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.061  -0.530   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.713  -2.030   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.837  -3.082   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.239  -2.478   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.114  -1.427   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.641  -1.875   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.516  -0.823   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.043  -1.272   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.694  -2.772   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.918  -0.220   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.384  -0.352   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.216   1.066   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.415  -1.675   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.097  -1.967   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.601  -3.423   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.113  -3.714   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.122  -2.551   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -4.634  -2.843   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -2.618  -1.095   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -3.627   0.068   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -1.106  -0.804   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8   32                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    3    9   30                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   27                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   25                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   15   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   14   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   11   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28    8   31   33                                             
CONECT   31   30   32                                                       
CONECT   32   31    3                                                       
CONECT   33   30   34                                                       
CONECT   34   33   35   41                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   34                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₇NO₁₂

Average Mass

569.5190 Da

Monoisotopic Mass

569.15333 Da

IUPAC Name

2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1(13),2,4(8),9,11-pentaene-7,14,20,23-tetrone

Traditional Name

CAS Registry Number

Not Available

SMILES

COC12CC(=O)OC11C(=O)C3=C(C=C4C=C(O)C5=C(CN(C)C5=O)C4=C3O)C(=O)C1(CO2)OC1CCC(O)C(C)O1

InChI Identifier

InChI=1S/C28H27NO12/c1-11-15(30)4-5-18(39-11)41-26-10-38-27(37-3)8-17(32)40-28(26,27)24(35)21-13(23(26)34)6-12-7-16(31)20-14(19(12)22(21)33)9-29(2)25(20)36/h6-7,11,15,18,30-31,33H,4-5,8-10H2,1-3H3

InChI Key

XFQJOLWXLJXJSV-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 rishiriensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Anthraquinone
1,4-anthraquinone
Naphthofuran
Hexose monosaccharide
2-naphthol
1-naphthol
Isoindolone
Naphthalene
Tetralin
Isoindoline
Isoindole or derivatives
Furofuran
Quinone
Aryl ketone
Aryl alkyl ketone
Ketal
Alpha-acyloxy ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Oxane
Gamma butyrolactone
Monosaccharide
Vinylogous acid
Tertiary carboxylic acid amide
Oxolane
Secondary alcohol
Carboxamide group
Carboxylic acid ester
Ketone
Lactone
Lactam
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic nitrogen compound
Organooxygen compound
Alcohol
Carbonyl group
Organic oxygen compound
Aldehyde
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.35	ALOGPS
logP	2.15	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.19	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	178.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	136.38 m³·mol⁻¹	ChemAxon
Polarizability	55.8 Å³	ChemAxon
Number of Rings	7	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

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

9894251

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone (NP0300831)

MOL for NP0300831 (2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone)

3D MOL for NP0300831 (2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone)

3D SDF for NP0300831 (2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone)

3D-SDF for NP0300831 (2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone)

PDB for NP0300831 (2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone)

3D PDB for NP0300831 (2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone)

SMILES for NP0300831 (2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone)

INCHI for NP0300831 (2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone)

Structure for NP0300831 (2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone)

3D Structure for NP0300831 (2,9-dihydroxy-15-[(5-hydroxy-6-methyloxan-2-yl)oxy]-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.0³,¹¹.0⁴,⁸.0¹⁵,²².0¹⁸,²²]tricosa-1,3,8,10,12-pentaene-7,14,20,23-tetrone)