NP-MRD: Showing NP-Card for 5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid (NP0148723)

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Record Information

Version

2.0

Created at

2022-09-02 04:30:52 UTC

Updated at

2022-09-02 04:30:52 UTC

NP-MRD ID

NP0148723

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid

Description

5-[(1,3-Dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid belongs to the class of organic compounds known as c-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a C-glycosidic bond. 5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid is found in Pseudomonas corrugata. 5-[(1,3-Dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171515252D          

 32 32  0  0  0  0            999 V2000
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5757   -3.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633   -3.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811   -4.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0114   -4.8007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6686   -4.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865   -5.0873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633   -1.5565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5151   -2.9637    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
  2  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 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
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 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  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END

     RDKit          3D

 64 64  0  0  0  0  0  0  0  0999 V2000
   -0.7587    4.1753   -3.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2885    3.3839   -2.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5164    3.4062   -1.9485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    2.6096   -1.3997 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9161    1.8339   -0.3073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5637    2.5779    0.9725 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8932    2.8518    1.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2321    3.8276    0.8579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804    0.4043   -0.3087 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9558    0.4874   -0.2078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -0.6932   -0.0442 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9504   -0.2816    0.2673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9861   -1.0785    0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2124   -0.1316    0.6945 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9983    0.7451    1.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4537   -0.9293    0.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3817   -1.6772    2.0920 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837   -1.3136   -1.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7878   -1.8214   -1.9951 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9803   -1.3330   -2.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0882   -1.6439    0.8907 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9124   -2.2487    1.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0821   -1.0819    1.6792 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3699   -0.3717    2.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0483   -0.3545    0.7881 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0385   -1.3034    0.2458 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4329   -1.0805    0.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8882   -0.0290    0.8404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4106   -2.0640   -0.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8122   -1.5367   -0.3073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6667   -2.6580   -0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7914   -0.4440   -1.1972 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3463    4.1138   -3.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0260    5.2656   -3.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    3.9058   -4.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043    2.5800   -1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0122    1.7868   -0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526    2.1117    1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940    2.8046    0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3678    2.2429    1.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0184    3.9118    1.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5728    4.5340    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7547   -0.0235   -1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9486   -1.6986    1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2872   -1.8145   -0.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2779    0.4607   -0.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5684    0.3409    2.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7362   -1.5477    0.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2858   -0.2143    1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8054   -2.5671    2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1026   -1.7315   -3.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6545   -2.5127    0.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0746   -3.2195    1.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6193   -1.9890    2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4833   -0.9423    3.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6489    0.3368    1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6624   -2.1583   -0.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4414   -2.9211    0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0482   -2.5335   -1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1642   -1.2285    0.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6902   -2.5443   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2782   -3.6454   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6848   -2.5642   -1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4401   -0.7663   -2.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
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 10  9  1  0
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  5  6  1  0
  6  7  1  0
  6  8  1  0
 11 18  1  0
 18 20  1  0
 18 19  2  0
  9 25  1  0
 31 61  1  0
 31 62  1  0
 31 63  1  0
 30 60  1  1
 32 64  1  0
 29 58  1  0
 29 59  1  0
 26 57  1  0
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 23 54  1  1
 24 55  1  0
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 16 48  1  0
 16 49  1  0
 17 50  1  0
  9 43  1  6
  5 37  1  6
  4 36  1  0
  1 33  1  0
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  1 35  1  0
  6 38  1  1
  7 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
 20 51  1  0
M  END


  Mrv1533004171515252D          

 32 32  0  0  0  0            999 V2000
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5757   -3.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633   -3.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811   -4.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0114   -4.8007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6686   -4.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865   -5.0873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633   -1.5565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5151   -2.9637    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
  2  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 15 16  1  0  0  0  0
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 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 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
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 24 25  2  0  0  0  0
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 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0148723

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)CC(=O)NC1C(O)C(O)C(OCC(O)CO)(OC1C(NC(C)=O)C(C)O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32N2O12/c1-7(22)4-11(26)20-13-14(27)16(28)18(17(29)30,31-6-10(25)5-21)32-15(13)12(8(2)23)19-9(3)24/h7-8,10,12-16,21-23,25,27-28H,4-6H2,1-3H3,(H,19,24)(H,20,26)(H,29,30)

> <INCHI_KEY>
ONDFFYFWLFFXRM-UHFFFAOYSA-N

> <FORMULA>
C18H32N2O12

> <MOLECULAR_WEIGHT>
468.456

> <EXACT_MASS>
468.195524478

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
44.84643456711531

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2,3-dihydroxypropoxy)-6-(1-acetamido-2-hydroxypropyl)-3,4-dihydroxy-5-(3-hydroxybutanamido)oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-2.22

> <JCHEM_LOGP>
-4.546671544333332

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.096841424350352

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9528943580340083

> <JCHEM_PKA_STRONGEST_BASIC>
-2.878463332791835

> <JCHEM_POLAR_SURFACE_AREA>
235.33999999999997

> <JCHEM_REFRACTIVITY>
102.67609999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.67e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2,3-dihydroxypropoxy)-6-(1-acetamido-2-hydroxypropyl)-3,4-dihydroxy-5-(3-hydroxybutanamido)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      13.337  -4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       9.336  -2.310   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.808  -6.067   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.291  -6.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.765  -7.782   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.755  -8.961   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.248  -8.049   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.721  -9.496   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       5.335   0.000   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.818  -4.353   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.291  -2.905   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.828  -5.532   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   20   30                                             
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20   13   21                                                       
CONECT   21   20    8   22                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   13   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   64    0
END

View in JSmol

Synonyms

Value	Source
5-[(1,3-Dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylate	Generator

Chemical Formula

C₁₈H₃₂N₂O₁₂

Average Mass

468.4560 Da

Monoisotopic Mass

468.19552 Da

IUPAC Name

2-(2,3-dihydroxypropoxy)-6-(1-acetamido-2-hydroxypropyl)-3,4-dihydroxy-5-(3-hydroxybutanamido)oxane-2-carboxylic acid

Traditional Name

2-(2,3-dihydroxypropoxy)-6-(1-acetamido-2-hydroxypropyl)-3,4-dihydroxy-5-(3-hydroxybutanamido)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(O)CC(=O)NC1C(O)C(O)C(OCC(O)CO)(OC1C(NC(C)=O)C(C)O)C(O)=O

InChI Identifier

InChI=1S/C18H32N2O12/c1-7(22)4-11(26)20-13-14(27)16(28)18(17(29)30,31-6-10(25)5-21)32-15(13)12(8(2)23)19-9(3)24/h7-8,10,12-16,21-23,25,27-28H,4-6H2,1-3H3,(H,19,24)(H,20,26)(H,29,30)

InChI Key

ONDFFYFWLFFXRM-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
Pseudomonas corrugata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a C-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

C-glucuronides

Alternative Parents

Substituents

C-glucuronide
C-glycosyl compound
Glycosyl compound
Beta-hydroxy acid
Ketal
Glycerolipid
Hydroxy acid
Monosaccharide
Oxane
Pyran
Secondary alcohol
Acetal
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Organonitrogen compound
Primary alcohol
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-2.2	ALOGPS
logP	-4.5	ChemAxon
logS	-0.92	ALOGPS
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	235.34 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	102.68 m³·mol⁻¹	ChemAxon
Polarizability	44.85 Å³	ChemAxon
Number of Rings	1	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid (NP0148723)

MOL for NP0148723 (5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid)

3D MOL for NP0148723 (5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid)

3D SDF for NP0148723 (5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid)

3D-SDF for NP0148723 (5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid)

PDB for NP0148723 (5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid)

3D PDB for NP0148723 (5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid)

SMILES for NP0148723 (5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid)

INCHI for NP0148723 (5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid)

Structure for NP0148723 (5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid)

3D Structure for NP0148723 (5-[(1,3-dihydroxybutylidene)amino]-2-(2,3-dihydroxypropoxy)-3,4-dihydroxy-6-{2-hydroxy-1-[(1-hydroxyethylidene)amino]propyl}oxane-2-carboxylic acid)