NP-MRD: Showing NP-Card for (2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid (NP0303924)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 18:40:14 UTC

Updated at

2022-09-10 18:40:14 UTC

NP-MRD ID

NP0303924

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid

Description

AAL Toxin TE2 belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. (2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid is found in Alternaria alternata. Based on a literature review very few articles have been published on AAL Toxin TE2.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102220402D          

 37 36  0  0  1  0            999 V2000
   13.9954    8.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9954    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7099    7.6677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4243    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7099    6.8427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9954    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2809    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2809    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5664    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8520    6.8427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1375    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4230    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7086    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4230    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8520    7.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    8.0802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5664    8.0802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4243    6.4302    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4243    5.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1388    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8533    6.4302    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8533    5.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5677    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2822    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9967    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7112    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4256    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1401    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8546    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5690    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2835    6.8427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.2835    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9980    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7124    6.8427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4269    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1414    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4269    5.6052    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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 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  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 34 33  1  4  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
M  END

     RDKit          3D

 86 85  0  0  0  0  0  0  0  0999 V2000
   -5.1419    1.6197    3.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7010    2.6346    2.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3334    2.3060    1.6839 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3410    2.2845    2.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3713    1.0899    0.8099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2597    1.2872   -0.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3928    0.4877   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5509   -0.4096    0.3922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3028    0.7051   -1.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4515   -0.2433   -1.6857 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0754   -1.6801   -1.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2498   -2.5809   -1.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0823   -3.8344   -1.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5698   -2.1531   -1.8292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3801   -0.0518   -0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6120   -0.9600    0.3065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0080    1.1704   -0.3388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9934    0.6887    0.2978 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2238    0.4903    1.4236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1363   -0.5638   -0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621   -1.0959   -1.0946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3478   -0.0234   -2.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094   -1.6469   -0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3814   -2.2077   -0.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3613   -1.3149   -1.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065   -0.2200   -0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6353   -0.8174    0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1753    0.2571    1.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1474    1.1738    1.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3660    0.5076    0.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1909   -0.1998    1.5217 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6311    0.7103    2.5040 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4151   -0.7858    0.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1806    0.2496    0.1801 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8647    0.1503   -0.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9781   -1.1035   -1.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5397    1.2785   -1.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0713    2.0540    4.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1860    1.3133    3.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5275    0.6950    3.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4316    2.7407    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6512    3.6401    2.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623    3.1722    1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6216    3.1481    3.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    1.3684    3.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3097    2.5497    2.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7640    0.2431    1.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6804    0.5288   -2.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6281    1.7660   -1.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0405    0.0176   -2.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4101   -2.0448   -0.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5170   -1.8376   -2.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2802   -2.5572   -1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4034    1.9617   -0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6491    1.5324   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6462   -0.3026    1.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9388   -0.4507   -1.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4491   -1.3617    0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580   -1.9348   -1.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0223   -0.4170   -2.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4455    0.5816   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128    0.6639   -2.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3102   -0.9268    0.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4147   -2.5007    0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8974   -2.6975    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1342   -3.1002   -1.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301   -0.9435   -2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2881   -1.9702   -1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6895    0.2966   -0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1679    0.5001   -0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4675   -1.4723    0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8669   -1.3885    1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6322   -0.1691    2.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3327    0.9054    2.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4714    2.0114    1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6191    1.6602    0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1121   -0.2165   -0.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0064    1.3323    0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6030   -1.0017    1.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3651    1.2158    2.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0814   -1.5734    0.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0638   -1.2495    1.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9429   -1.3145   -2.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3193   -1.9169   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6850   -0.9820   -2.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4506    1.2321   -1.7621 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
 10 15  1  0
 15 17  1  0
 15 16  2  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35 37  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  0
  2 42  1  0
  3 43  1  6
  4 44  1  0
  4 45  1  0
  4 46  1  0
  5 47  1  1
  9 48  1  0
  9 49  1  0
 10 50  1  6
 11 51  1  0
 11 52  1  0
 14 53  1  0
 17 54  1  0
 18 55  1  6
 19 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  6
 22 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 28 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
 31 79  1  1
 32 80  1  0
 33 81  1  0
 33 82  1  0
 36 83  1  0
 36 84  1  0
 36 85  1  0
 37 86  1  0
M  END


  Mrv1652309102220402D          

 37 36  0  0  1  0            999 V2000
   13.9954    8.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9954    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7099    7.6677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4243    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7099    6.8427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.9954    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2809    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2809    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5664    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8520    6.8427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1375    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4230    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7086    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4230    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8520    7.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    8.0802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5664    8.0802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4243    6.4302    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4243    5.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1388    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8533    6.4302    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8533    5.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5677    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2822    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9967    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7112    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4256    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1401    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8546    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5690    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2835    6.8427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.2835    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9980    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7124    6.8427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4269    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1414    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4269    5.6052    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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 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  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 34 33  1  4  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303924

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)[C@@H](OC(=O)C[C@@H](CC(O)=O)C(O)=O)[C@@H](O)C[C@@H](C)CCCCCCCC[C@H](O)CN=C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C27H49NO9/c1-5-19(3)26(37-25(34)16-21(27(35)36)15-24(32)33)23(31)14-18(2)12-10-8-6-7-9-11-13-22(30)17-28-20(4)29/h18-19,21-23,26,30-31H,5-17H2,1-4H3,(H,28,29)(H,32,33)(H,35,36)/t18-,19+,21+,22-,23-,26+/m0/s1

> <INCHI_KEY>
QTIJREXVLUELSX-IGLGTWCISA-N

> <FORMULA>
C27H49NO9

> <MOLECULAR_WEIGHT>
531.687

> <EXACT_MASS>
531.340732162

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
60.503138299457795

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-(2-{[(3R,4R,5S,7S,16S)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid

> <JCHEM_LOGP>
3.120018009542805

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.485805475415676

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.856258380994375

> <JCHEM_PKA_STRONGEST_BASIC>
4.551055109682578

> <JCHEM_POLAR_SURFACE_AREA>
173.95

> <JCHEM_REFRACTIVITY>
137.8693

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-(2-{[(3R,4R,5S,7S,16S)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      26.125  16.623   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.125  15.083   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.458  14.313   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.792  15.083   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.458  12.773   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      26.125  12.003   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      24.791  12.773   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      24.791  14.313   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      23.457  12.003   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.124  12.773   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.790  12.003   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.456  12.773   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      18.123  12.003   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      19.456  14.313   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      22.124  14.313   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      20.790  15.083   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      23.457  15.083   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      28.792  12.003   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      28.792  10.463   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      30.126  12.773   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      31.459  12.003   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      31.459  10.463   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      32.793  12.773   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      34.127  12.003   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      35.460  12.773   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      36.794  12.003   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      38.128  12.773   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      39.462  12.003   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      40.795  12.773   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      42.129  12.003   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      43.463  12.773   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      43.463  14.313   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      44.796  12.003   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      46.130  12.773   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      47.464  12.003   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      48.797  12.773   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      47.464  10.463   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    5   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₉NO₉

Average Mass

531.6870 Da

Monoisotopic Mass

531.34073 Da

IUPAC Name

(2R)-2-(2-{[(3R,4R,5S,7S,16S)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid

Traditional Name

(2R)-2-(2-{[(3R,4R,5S,7S,16S)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)[C@@H](OC(=O)C[C@@H](CC(O)=O)C(O)=O)[C@@H](O)C[C@@H](C)CCCCCCCC[C@H](O)CN=C(C)O

InChI Identifier

InChI=1S/C27H49NO9/c1-5-19(3)26(37-25(34)16-21(27(35)36)15-24(32)33)23(31)14-18(2)12-10-8-6-7-9-11-13-22(30)17-28-20(4)29/h18-19,21-23,26,30-31H,5-17H2,1-4H3,(H,28,29)(H,32,33)(H,35,36)/t18-,19+,21+,22-,23-,26+/m0/s1

InChI Key

QTIJREXVLUELSX-IGLGTWCISA-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
Alternaria alternata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Acetamide
Carboxamide group
Carboxylic acid ester
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid
Alcohol
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	3.12	ChemAxon
pKa (Strongest Acidic)	3.86	ChemAxon
pKa (Strongest Basic)	4.55	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	173.95 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	137.87 m³·mol⁻¹	ChemAxon
Polarizability	60.5 Å³	ChemAxon
Number of Rings	0	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

78440436

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587849

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid (NP0303924)

MOL for NP0303924 ((2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid)

3D MOL for NP0303924 ((2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid)

3D SDF for NP0303924 ((2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid)

3D-SDF for NP0303924 ((2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid)

PDB for NP0303924 ((2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid)

3D PDB for NP0303924 ((2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid)

SMILES for NP0303924 ((2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid)

INCHI for NP0303924 ((2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid)

Structure for NP0303924 ((2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid)

3D Structure for NP0303924 ((2r)-2-(2-{[(3r,4r,5s,7s,16s)-5,16-dihydroxy-17-[(1-hydroxyethylidene)amino]-3,7-dimethylheptadecan-4-yl]oxy}-2-oxoethyl)butanedioic acid)