NP-MRD: Showing NP-Card for 1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione (NP0311572)

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Record Information

Version

2.0

Created at

2022-09-11 07:39:22 UTC

Updated at

2022-09-11 07:39:22 UTC

NP-MRD ID

NP0311572

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione

Description

1,6,8-Trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyl-7,12-dihydrotetraphene-7,12-dione belongs to the class of organic compounds known as angucyclines. These are polyketides with a structure based on then benz[a]anthracene skeleton, with the particularity that the central ring of the anthracene moiety is a para-quinone. 1,6,8-Trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyl-7,12-dihydrotetraphene-7,12-dione is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161523292D          

 34 38  0  0  0  0            999 V2000
    0.1744    5.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.7780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    3.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    3.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    2.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358    3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4459    2.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    3.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    4.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    2.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    2.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 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  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  2  0  0  0  0
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 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 33 34  1  0  0  0  0
 11 34  2  0  0  0  0
 27 34  1  0  0  0  0
M  END

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
    3.4618    2.5374    2.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203    2.0323    1.1140 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123    0.6239    0.9528 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4793   -0.0358    1.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8537   -0.5339   -0.1904 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4111   -0.4150   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2046    0.6409    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5643    1.5758    1.1294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5832    0.7450    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192   -0.1729   -0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8393   -1.2262   -0.8157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5874   -2.1395   -1.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9481   -2.1518   -1.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9411   -3.1823   -2.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5823   -3.2534   -2.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1388   -4.3242   -2.9087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1761   -2.3215   -1.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372   -1.3059   -0.8224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8494   -0.0595   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6574   -0.8046   -0.5604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4658    1.0397    0.7236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8635    1.1224    0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5033    2.1211    1.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7178    3.0385    2.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3034    2.9747    2.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6090    3.9251    2.7453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6831    1.9605    1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2245    1.8351    1.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5245    2.6754    1.8666 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426    0.3349   -1.2072 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587    0.0465   -1.4983 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9137   -1.3262   -2.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5614    0.2270   -0.2934 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3315   -0.9393   -0.0548 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5787    1.9921    2.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3229    2.4286    3.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2277    3.6258    2.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048    2.6020    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4928    0.2406    1.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8361    0.3673    1.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773   -1.0629    1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3149   -1.4815   -0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4586    2.3591    1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824   -2.8720   -2.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5512   -3.9186   -2.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5381   -4.7953   -3.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3986   -5.0871   -2.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239   -3.9017   -3.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2432   -2.3699   -1.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4891    0.3985    0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5804    2.2001    1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2002    3.8231    2.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6835    4.1281    2.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9467    0.7805   -2.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9926   -2.1131   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2168   -1.6206   -2.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9361   -1.3031   -2.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2794    1.0346   -0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2928   -0.7186   -0.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
  5  6  1  0
  6 18  1  0
 18 17  2  0
 17 15  1  0
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 15 14  2  0
 14 12  1  0
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 25 27  2  0
 27 28  1  0
 28 29  2  0
 28  9  1  0
  9  7  1  0
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 33  3  1  0
  7  6  2  0
 11 18  1  0
  9 10  2  0
 27 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  3 39  1  1
  4 40  1  0
  4 41  1  0
  5 42  1  6
 31 54  1  6
 32 55  1  0
 32 56  1  0
 32 57  1  0
 33 58  1  6
 34 59  1  0
 17 49  1  0
 16 46  1  0
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 16 48  1  0
 14 45  1  0
 13 44  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 26 53  1  0
  8 43  1  0
M  END


  Mrv1533004161523292D          

 34 38  0  0  0  0            999 V2000
    0.1744    5.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.7780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    3.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    3.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    2.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358    3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4459    2.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    3.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    4.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    2.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    1.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    2.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  3  9  1  0  0  0  0
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 11 34  2  0  0  0  0
 27 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0311572

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CNC1CC(OC(C)C1O)C1=C2C=C(C)C=C(O)C2=C2C(=O)C3=CC=CC(O)=C3C(=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H25NO7/c1-10-7-13-18(16(29)8-10)21-22(25(32)19-12(24(21)31)5-4-6-15(19)28)26(33)20(13)17-9-14(27-3)23(30)11(2)34-17/h4-8,11,14,17,23,27-30,33H,9H2,1-3H3

> <INCHI_KEY>
ZVIQDPQQFMVLGU-UHFFFAOYSA-N

> <FORMULA>
C26H25NO7

> <MOLECULAR_WEIGHT>
463.486

> <EXACT_MASS>
463.163102149

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
49.03666441306385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyl-7,12-dihydrotetraphene-7,12-dione

> <ALOGPS_LOGP>
2.35

> <JCHEM_LOGP>
2.883508139172087

> <ALOGPS_LOGS>
-4.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
8.223150364887323

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.367721478547243

> <JCHEM_PKA_STRONGEST_BASIC>
9.577285115013902

> <JCHEM_POLAR_SURFACE_AREA>
136.32

> <JCHEM_REFRACTIVITY>
125.49469999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.326  10.083   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.334   8.919   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.830   7.464   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.838   6.300   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   4.844   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.179   4.553   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.187   5.718   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.699   5.427   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.683   7.173   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.691   8.337   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.342   3.680   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.854   3.971   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.358   5.427   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.862   2.807   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.375   3.098   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.879   4.553   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.383   1.934   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.895   2.225   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.399   3.680   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.903   1.061   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.399  -0.394   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.887  -0.685   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.879   0.479   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.366   0.188   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.862  -1.267   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.358   1.352   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.846   1.061   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.342  -0.394   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.350  -1.558   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.830  -0.685   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.179   0.479   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.691   0.188   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.326   1.934   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.838   2.225   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    3   10                                                  
CONECT   10    9                                                            
CONECT   11    5   12   34                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   26                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   17   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   14   27                                                  
CONECT   27   26   28   34                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   11   27                                                  
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₅NO₇

Average Mass

463.4860 Da

Monoisotopic Mass

463.16310 Da

IUPAC Name

1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyl-7,12-dihydrotetraphene-7,12-dione

Traditional Name

1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione

CAS Registry Number

Not Available

SMILES

CNC1CC(OC(C)C1O)C1=C2C=C(C)C=C(O)C2=C2C(=O)C3=CC=CC(O)=C3C(=O)C2=C1O

InChI Identifier

InChI=1S/C26H25NO7/c1-10-7-13-18(16(29)8-10)21-22(25(32)19-12(24(21)31)5-4-6-15(19)28)26(33)20(13)17-9-14(27-3)23(30)11(2)34-17/h4-8,11,14,17,23,27-30,33H,9H2,1-3H3

InChI Key

ZVIQDPQQFMVLGU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angucyclines. These are polyketides with a structure based on then benz[a]anthracene skeleton, with the particularity that the central ring of the anthracene moiety is a para-quinone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Angucyclines

Sub Class

Not Available

Direct Parent

Angucyclines

Alternative Parents

Substituents

Angucycline core
Anthraquinone
9,10-anthraquinone
Phenanthrol
Anthracene
Phenanthrene
2-naphthol
1-naphthol
Aryl ketone
Aralkylamine
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Oxane
Vinylogous acid
Ketone
1,2-aminoalcohol
Secondary alcohol
Dialkyl ether
Secondary aliphatic amine
Ether
Oxacycle
Organoheterocyclic compound
Secondary amine
Polyol
Amine
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
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	2.35	ALOGPS
logP	2.88	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.37	ChemAxon
pKa (Strongest Basic)	9.58	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	125.49 m³·mol⁻¹	ChemAxon
Polarizability	49.04 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

75231334

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione (NP0311572)

MOL for NP0311572 (1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione)

3D MOL for NP0311572 (1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione)

3D SDF for NP0311572 (1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione)

3D-SDF for NP0311572 (1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione)

PDB for NP0311572 (1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione)

3D PDB for NP0311572 (1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione)

SMILES for NP0311572 (1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione)

INCHI for NP0311572 (1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione)

Structure for NP0311572 (1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione)

3D Structure for NP0311572 (1,6,8-trihydroxy-5-[5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methyltetraphene-7,12-dione)