NP-MRD: Showing NP-Card for (7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate (NP0210290)

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Record Information

Version

2.0

Created at

2022-09-05 08:02:00 UTC

Updated at

2022-09-05 08:02:00 UTC

NP-MRD ID

NP0210290

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate

Description

(1-Oxo-2,3-dihydro-1H-pyrrolizin-7-yl)methyl 2-hydroxy-3-methyl-2-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)butanoate belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol (1-oxo-2,3-dihydro-1H-pyrrolizin-7-yl)methyl 2-hydroxy-3-methyl-2-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)butanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171500192D          

 32 34  0  0  0  0            999 V2000
   -1.8104   -1.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0258   -2.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4127   -1.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543   -2.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827   -3.6416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -3.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2133   -2.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9162   -3.7908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7232   -3.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781   -4.7470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7851   -4.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400   -5.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8470   -5.8746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3371   -4.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441   -4.4769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0822   -3.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6342   -2.9077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2752   -3.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0203   -2.5646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047   -3.2762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076   -1.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 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  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 24 32  2  0  0  0  0
 27 32  1  0  0  0  0
M  END

     RDKit          3D

 63 65  0  0  0  0  0  0  0  0999 V2000
    1.3501    2.3087    1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192    2.8877    0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6098    4.3363    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0908    2.1175   -0.5626 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0860    2.8898   -1.7679 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7579    0.8895   -1.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8791    0.6199   -2.2946 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2836   -0.0145   -0.1672 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9441   -1.1955   -0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933   -0.9358   -1.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7164    0.2820   -1.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8835    0.0200   -2.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0575   -1.3243   -2.3986 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0336   -1.9146   -1.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2045   -3.3596   -1.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7347   -4.2189   -1.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0600   -3.5226   -3.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9711   -2.3109   -2.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2686    1.8344   -0.0978 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1496    3.0974   -0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3535    1.1385    1.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0590   -0.0141    1.0824 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2774    0.3841    1.7507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2865   -0.3976    1.2590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5331   -0.2317    2.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3058   -0.6026    3.4350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9375   -1.8596    1.2060 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6107   -2.2511   -0.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7700   -2.1438    2.0781 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1218   -2.0580    3.4358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5962   -1.2044    1.7725 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7388   -1.9950    0.9877 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9321    1.2925    1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4521    2.1527    1.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1174    2.9633    2.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9918    2.9390   -0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0527    4.6243   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2070    4.6014    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054    5.0126    0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2689    2.2996   -2.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386   -1.8554   -1.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2848   -1.6887    0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3281    1.2707   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5120    0.7848   -2.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4554   -3.3089   -4.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5988   -4.4628   -3.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7205   -2.6220   -2.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4388   -2.0029   -3.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7767    1.2226   -0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2226    2.7919    0.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9157    3.7641    0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0903    3.5527   -1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4304   -0.2550    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5749   -0.0982    0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9679    0.7819    2.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2905   -0.9414    1.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7432    0.0659    3.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7843   -2.4895    1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2661   -1.9362   -0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4327   -3.2272    1.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3570   -2.9296    3.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1106   -1.0476    2.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1928   -2.5058    0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  6
  4 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
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 23 24  1  0
 24 25  1  0
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 29 30  1  0
 29 31  1  0
 31 32  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 14  2  0
 14 13  1  0
 13 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  2  0
 13 12  1  0
 12 11  2  0
 31 22  1  0
 11 10  1  0
 15 14  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  5 40  1  0
 19 49  1  6
 20 50  1  0
 20 51  1  0
 20 52  1  0
 22 53  1  6
 24 54  1  6
 25 55  1  0
 25 56  1  0
 26 57  1  0
 27 58  1  1
 28 59  1  0
 29 60  1  1
 30 61  1  0
 31 62  1  1
 32 63  1  0
  9 41  1  0
  9 42  1  0
 18 47  1  0
 18 48  1  0
 17 45  1  0
 17 46  1  0
 12 44  1  0
 11 43  1  0
M  END


  Mrv1533004171500192D          

 32 34  0  0  0  0            999 V2000
   -1.8104   -1.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0258   -2.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4127   -1.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543   -2.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6827   -3.6416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -3.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2133   -2.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9162   -3.7908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7232   -3.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781   -4.7470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7851   -4.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400   -5.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8470   -5.8746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3371   -4.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441   -4.4769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0822   -3.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6342   -2.9077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2752   -3.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0203   -2.5646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047   -3.2762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076   -1.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 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  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 24 32  2  0  0  0  0
 27 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0210290

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(O)(C(C)OC1OC(CO)C(O)C(O)C1O)C(=O)OCC1=C2N(CCC2=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H31NO10/c1-10(2)21(29,11(3)31-19-18(27)17(26)16(25)14(8-23)32-19)20(28)30-9-12-4-6-22-7-5-13(24)15(12)22/h4,6,10-11,14,16-19,23,25-27,29H,5,7-9H2,1-3H3

> <INCHI_KEY>
MHEDGRKRCACOGP-UHFFFAOYSA-N

> <FORMULA>
C21H31NO10

> <MOLECULAR_WEIGHT>
457.476

> <EXACT_MASS>
457.194796202

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
46.57429567711627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1-oxo-2,3-dihydro-1H-pyrrolizin-7-yl)methyl 2-hydroxy-3-methyl-2-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)butanoate

> <ALOGPS_LOGP>
-0.26

> <JCHEM_LOGP>
-0.9628212453333329

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.258165610263433

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.274304293831632

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835549648784

> <JCHEM_POLAR_SURFACE_AREA>
167.91

> <JCHEM_REFRACTIVITY>
108.38229999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.40e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate

> <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      -3.379  -3.309   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.915  -3.785   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.770  -2.755   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.595  -5.291   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.274  -6.798   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.101  -5.612   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.131  -4.467   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.577  -7.076   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.083  -7.396   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.559  -8.861   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -7.065  -9.181   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.541 -10.646   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -9.048 -10.966   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -8.096  -8.037   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -9.602  -8.357   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -7.620  -6.572   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -8.651  -5.428   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -6.114  -6.252   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.638  -4.787   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.088  -4.971   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.942  -6.116   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.388  -3.507   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.894  -3.186   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.370  -1.722   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       3.834   0.294   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.204  -0.476   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.775  -3.186   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6   20                                             
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    9   19                                                  
CONECT   19   18                                                            
CONECT   20    4   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   32                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   24   27                                                  
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Value	Source
(1-oxo-2,3-Dihydro-1H-pyrrolizin-7-yl)methyl 2-hydroxy-3-methyl-2-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)butanoic acid	Generator

Chemical Formula

C₂₁H₃₁NO₁₀

Average Mass

457.4760 Da

Monoisotopic Mass

457.19480 Da

IUPAC Name

(1-oxo-2,3-dihydro-1H-pyrrolizin-7-yl)methyl 2-hydroxy-3-methyl-2-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl)butanoate

Traditional Name

(7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate

CAS Registry Number

Not Available

SMILES

CC(C)C(O)(C(C)OC1OC(CO)C(O)C(O)C1O)C(=O)OCC1=C2N(CCC2=O)C=C1

InChI Identifier

InChI=1S/C21H31NO10/c1-10(2)21(29,11(3)31-19-18(27)17(26)16(25)14(8-23)32-19)20(28)30-9-12-4-6-22-7-5-13(24)15(12)22/h4,6,10-11,14,16-19,23,25-27,29H,5,7-9H2,1-3H3

InChI Key

MHEDGRKRCACOGP-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 fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Pyrrolizine
Aryl ketone
Aryl alkyl ketone
Fatty acid ester
Oxane
Substituted pyrrole
Monosaccharide
Heteroaromatic compound
Tertiary alcohol
Pyrrole
Carboxylic acid ester
Secondary alcohol
Ketone
Acetal
Carboxylic acid derivative
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Polyol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Alcohol
Primary alcohol
Organonitrogen compound
Organooxygen compound
Organic oxygen 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	-0.26	ALOGPS
logP	-0.96	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	11.27	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	167.91 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	108.38 m³·mol⁻¹	ChemAxon
Polarizability	46.57 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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 (7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate (NP0210290)

MOL for NP0210290 ((7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate)

3D MOL for NP0210290 ((7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate)

3D SDF for NP0210290 ((7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate)

3D-SDF for NP0210290 ((7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate)

PDB for NP0210290 ((7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate)

3D PDB for NP0210290 ((7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate)

SMILES for NP0210290 ((7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate)

INCHI for NP0210290 ((7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate)

Structure for NP0210290 ((7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate)

3D Structure for NP0210290 ((7-oxo-5,6-dihydropyrrolizin-1-yl)methyl 2-hydroxy-2-isopropyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butanoate)