NP-MRD: Showing NP-Card for 2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid (NP0325601)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 06:28:31 UTC

Updated at

2022-09-12 06:28:32 UTC

NP-MRD ID

NP0325601

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid

Description

2-Hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine. 2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid is found in Gynura japonica. 2-Hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161503252D          

 46 45  0  0  0  0            999 V2000
   14.6586    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3730    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0875    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8020    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5164    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2309    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9454    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6599    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3743    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0888    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8033    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5177    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2322    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9467    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5190    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2335    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480    8.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3769    9.2881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0914    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0914   10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8059   10.9381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8059    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8059    8.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5203    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5203   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2348    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9493    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6637    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3782    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0927    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8072    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5216    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2361    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9506    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6650    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3795    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0940    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8085    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5229    9.7006    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
  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
 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
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  4  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END

     RDKit          3D

125124  0  0  0  0  0  0  0  0999 V2000
  -14.1123    3.5746    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4743    2.4588   -0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0689    1.3142    0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4351    0.2705   -0.4299 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9794   -0.9324    0.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3553   -1.9520   -0.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1736   -1.3452   -1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0859   -0.8716   -0.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4605   -2.0021    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4198   -1.4679    1.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1462   -1.7319    1.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5154   -2.6845    0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4731   -1.7821   -0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3066   -0.7363   -0.9938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079    0.3210   -1.7536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5783    1.2640   -2.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5973    0.9560   -0.7522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1798    1.0817    0.4985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1690    0.5996   -0.7779 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6181    0.6992   -2.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2702    0.3578   -2.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3759    1.5553   -0.0334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1140    1.2657    0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814    0.1263    0.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6009    2.3540    1.2868 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4777    3.2581    1.7172 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4726    3.1752    0.4342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6741    2.7493   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9108    2.2869    0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2044    1.0663    1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5058    0.6936    2.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1213   -0.5603    2.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0555   -1.7550    2.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6560   -2.9535    2.7101 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0293   -2.8932    3.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1197   -2.6337    2.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1792   -1.3080    1.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3961   -1.2326    0.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6322   -1.4828    1.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8942   -1.3238    0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0249    0.0756    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2675    0.2082   -0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2236   -0.6583   -1.9985 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0200   -0.2641   -2.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1381    1.1798   -3.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9405    1.5530   -4.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0814    3.8173   -0.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2740    3.3200    1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5028    4.5103    0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1836    2.0485   -1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6115    2.8600   -0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9258    0.9116    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2855    1.6593    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5301    0.7877   -0.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1241    0.0662   -1.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8762   -1.4181    0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3142   -0.6530    1.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0879   -2.8298   -0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0949   -2.2591   -1.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4947   -0.5207   -1.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7331   -2.1662   -1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2608   -0.5124   -1.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3394   -0.0233    0.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2684   -2.4113    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0639   -2.7800   -0.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7574   -0.7285    2.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4803   -1.2443    2.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9152   -3.4446    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1560   -3.1086   -0.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8225   -1.4463    0.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8938   -2.3868   -1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9844   -0.2219   -0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0440   -1.2332   -1.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1201   -0.0021   -2.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2159    2.1636   -2.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5891    2.0811   -1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5862    1.6534    1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9525   -0.4273   -0.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6932    1.7138   -2.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192   -0.0881   -2.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1240   -0.5961   -2.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8013    2.5157    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9509    1.9690    2.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183    2.6751    2.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7968    3.6618   -0.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7356    4.1595    0.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    1.9937   -1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400    3.6321   -0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3288    3.2077    0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7163    2.3475   -0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2118    0.1620    0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3310    1.0826    1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4779    1.4912    3.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4353    0.3507    2.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1179   -0.3563    3.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4644   -0.7600    3.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3255   -1.5912    1.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9036   -2.0552    2.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9697   -3.2200    3.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5541   -3.8372    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2808   -3.8046    3.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0672   -2.0753    3.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0782   -2.8555    2.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1522   -3.4166    1.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3224   -1.0228    0.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3644   -0.4955    2.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2422   -2.0733   -0.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3596   -0.2926    0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7566   -0.8745    2.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6858   -2.5601    1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7448   -1.5924    1.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8043   -2.0550   -0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1424    0.4343   -0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0851    0.7642    0.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1321   -0.2047   -0.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5519    1.2617   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1578   -0.5720   -2.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1034   -1.7304   -1.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0742   -0.4682   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9685   -0.9186   -3.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1279    1.7673   -2.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0594    1.4230   -3.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2368    1.7470   -5.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1789    0.7450   -4.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4877    2.4767   -3.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
 46 45  1  0
 45 44  1  0
 44 43  1  0
 43 42  1  0
 42 41  1  0
 41 40  1  0
 40 39  1  0
 39 38  1  0
 38 37  1  0
 37 36  1  0
 36 35  1  0
 35 34  1  0
 34 33  1  0
 33 32  1  0
 32 31  1  0
 31 30  1  0
 30 29  1  0
 29 28  1  0
 28 27  1  0
 27 25  1  0
 25 26  1  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
 22 19  1  0
 19 20  1  0
 20 21  1  0
 19 17  1  0
 17 18  1  0
 17 15  1  0
 15 16  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
 46123  1  0
 46124  1  0
 46125  1  0
 45121  1  0
 45122  1  0
 44119  1  0
 44120  1  0
 43117  1  0
 43118  1  0
 42115  1  0
 42116  1  0
 41113  1  0
 41114  1  0
 40111  1  0
 40112  1  0
 39109  1  0
 39110  1  0
 38107  1  0
 38108  1  0
 37105  1  0
 37106  1  0
 36103  1  0
 36104  1  0
 35101  1  0
 35102  1  0
 34 99  1  0
 34100  1  0
 33 97  1  0
 33 98  1  0
 32 95  1  0
 32 96  1  0
 31 93  1  0
 31 94  1  0
 30 91  1  0
 30 92  1  0
 29 89  1  0
 29 90  1  0
 28 87  1  0
 28 88  1  0
 27 85  1  0
 27 86  1  0
 25 83  1  1
 26 84  1  0
 22 82  1  0
 19 78  1  1
 20 79  1  0
 20 80  1  0
 21 81  1  0
 17 76  1  6
 18 77  1  0
 15 74  1  6
 16 75  1  0
 14 72  1  0
 14 73  1  0
 13 70  1  0
 13 71  1  0
 12 68  1  0
 12 69  1  0
 11 67  1  0
 10 66  1  0
  9 64  1  0
  9 65  1  0
  8 62  1  0
  8 63  1  0
  7 60  1  0
  7 61  1  0
  6 58  1  0
  6 59  1  0
  5 56  1  0
  5 57  1  0
  4 54  1  0
  4 55  1  0
  3 52  1  0
  3 53  1  0
  2 50  1  0
  2 51  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
M  END


  Mrv1533004161503252D          

 46 45  0  0  0  0            999 V2000
   14.6586    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3730    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0875    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8020    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5164    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2309    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9454    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6599    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3743    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0888    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8033    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5177    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2322    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9467    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6612    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3756    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0901    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8046    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5190    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2335    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9480    8.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6624   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3769    9.2881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0914    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0914   10.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8059   10.9381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8059    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8059    8.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5203    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5203   10.5256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2348    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9493    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6637    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3782    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0927    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8072    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5216    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2361    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9506    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6650    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3795    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0940    9.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8085    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5229    9.7006    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
  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
 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
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  4  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0325601

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCCCC(O)C(=O)NC(CO)C(O)C(O)CCCC=CCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C40H79NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-38(44)40(46)41-36(35-42)39(45)37(43)33-31-29-27-25-23-16-14-12-10-8-6-4-2/h25,27,36-39,42-45H,3-24,26,28-35H2,1-2H3,(H,41,46)

> <INCHI_KEY>
SUIXAFDIHPOBSV-UHFFFAOYSA-N

> <FORMULA>
C40H79NO5

> <MOLECULAR_WEIGHT>
654.074

> <EXACT_MASS>
653.595824648

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
125

> <JCHEM_AVERAGE_POLARIZABILITY>
86.9025272690387

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanamide

> <ALOGPS_LOGP>
9.12

> <JCHEM_LOGP>
11.430890146

> <ALOGPS_LOGS>
-6.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.419153930284462

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.682085069886003

> <JCHEM_PKA_STRONGEST_BASIC>
-2.791725579764262

> <JCHEM_POLAR_SURFACE_AREA>
110.02000000000001

> <JCHEM_REFRACTIVITY>
196.3894

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.19e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanamide

> <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      27.363  17.338   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.696  18.108   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.030  17.338   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.364  18.108   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.697  17.338   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      34.031  18.108   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      35.365  17.338   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      36.698  18.108   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      38.032  17.338   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      39.366  18.108   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      40.699  17.338   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      42.033  18.108   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      43.367  17.338   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      44.700  18.108   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      46.034  17.338   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      47.368  18.108   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      48.702  17.338   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      50.035  18.108   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      51.369  17.338   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      52.703  18.108   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      54.036  17.338   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      54.036  15.798   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      55.370  18.108   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      55.370  19.648   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0      56.704  17.338   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      58.037  18.108   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      58.037  19.648   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      59.371  20.418   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      59.371  17.338   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      59.371  15.798   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      60.705  18.108   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      60.705  19.648   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      62.038  17.338   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      63.372  18.108   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      64.706  17.338   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      66.039  18.108   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      67.373  17.338   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      68.707  18.108   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      70.040  17.338   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      71.374  18.108   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      72.708  17.338   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      74.041  18.108   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      75.375  17.338   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      76.709  18.108   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      78.042  17.338   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      79.376  18.108   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   90    0
END

View in JSmol

Synonyms

Value	Source
2-Hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidate	Generator

Chemical Formula

C₄₀H₇₉NO₅

Average Mass

654.0740 Da

Monoisotopic Mass

653.59582 Da

IUPAC Name

2-hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanamide

Traditional Name

2-hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCCC(O)C(=O)NC(CO)C(O)C(O)CCCC=CCCCCCCCCC

InChI Identifier

InChI=1S/C40H79NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-38(44)40(46)41-36(35-42)39(45)37(43)33-31-29-27-25-23-16-14-12-10-8-6-4-2/h25,27,36-39,42-45H,3-24,26,28-35H2,1-2H3,(H,41,46)

InChI Key

SUIXAFDIHPOBSV-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
Gynura japonica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Ceramides

Direct Parent

Phytoceramides

Alternative Parents

Substituents

N-acyl-4-hydroxysphinganine
Fatty amide
Monosaccharide
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Polyol
Carboxylic acid derivative
Primary alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
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	9.12	ALOGPS
logP	11.43	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	12.68	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.02 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	196.39 m³·mol⁻¹	ChemAxon
Polarizability	86.9 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

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 2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid (NP0325601)

MOL for NP0325601 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid)

3D MOL for NP0325601 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid)

3D SDF for NP0325601 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid)

3D-SDF for NP0325601 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid)

PDB for NP0325601 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid)

3D PDB for NP0325601 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid)

SMILES for NP0325601 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid)

INCHI for NP0325601 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid)

Structure for NP0325601 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid)

3D Structure for NP0325601 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)docosanimidic acid)