NP-MRD: Showing NP-Card for n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid (NP0249849)

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Record Information

Version

1.0

Created at

2022-09-07 12:31:37 UTC

Updated at

2022-09-07 12:31:38 UTC

NP-MRD ID

NP0249849

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid

Description

N-[(2R,3R)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid is found in Ircinia variabilis. It was first documented in 2019 (PMID: 31731561). Based on a literature review a significant number of articles have been published on N-[(2R,3R)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid (PMID: 32778548) (PMID: 35404509) (PMID: 31251764) (PMID: 31022220).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072214312D          

 44 43  0  0  1  0            999 V2000
    9.7086    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
   11.1375    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  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
   13.2809    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9954    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7099    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4243    6.4302    0.0000 C   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  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  0  0  0  0  0  0  0  0  0  0
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   24.7124    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7124    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4269    6.4302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1414    6.8427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.8559    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8559    5.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1414    7.6677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.4269    8.0802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8559    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5703    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8559    8.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.5703   10.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2848   10.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2848   11.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9993   11.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9993   12.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7137   13.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7137   13.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4282   14.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4282   15.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1427   15.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1427   16.3302    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
 22 23  1  4  0  0  0
 22 24  2  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  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
M  END

     RDKit          3D

121120  0  0  0  0  0  0  0  0999 V2000
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   -8.9704    4.3285   -0.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.1182    2.0608   -1.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3410    1.4651   -2.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3642   -0.0637   -1.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2586   -0.7547   -2.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3275   -2.2209   -2.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1343   -2.9682   -1.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9181   -2.7054   -0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6851   -3.7390    0.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3072   -3.9211    1.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5868   -2.7717    2.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2516    0.2306   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.8000   -0.7517   -4.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4239   -1.7327   -3.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0378   -2.4478   -3.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  3 50  1  0
  3 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
  7 58  1  0
  7 59  1  0
  8 60  1  0
  8 61  1  0
  9 62  1  0
  9 63  1  0
 10 64  1  0
 10 65  1  0
 11 66  1  0
 11 67  1  0
 12 68  1  0
 12 69  1  0
 13 70  1  0
 13 71  1  0
 14 72  1  0
 14 73  1  0
 15 74  1  0
 15 75  1  0
 16 76  1  0
 16 77  1  0
 17 78  1  0
 17 79  1  0
 18 80  1  0
 18 81  1  0
 19 82  1  0
 19 83  1  0
 20 84  1  0
 20 85  1  0
 21 86  1  0
 21 87  1  0
 23 88  1  0
 25 89  1  1
 26 90  1  0
 26 91  1  0
 27 92  1  0
 28 93  1  1
 29 94  1  0
 32 95  1  0
 32 96  1  0
 33 97  1  0
 33 98  1  0
 34 99  1  0
 34100  1  0
 35101  1  0
 35102  1  0
 36103  1  0
 36104  1  0
 37105  1  0
 37106  1  0
 38107  1  0
 38108  1  0
 39109  1  0
 39110  1  0
 40111  1  0
 40112  1  0
 41113  1  0
 41114  1  0
 42115  1  0
 42116  1  0
 43117  1  0
 43118  1  0
 44119  1  0
 44120  1  0
 44121  1  0
M  END


  Mrv1652309072214312D          

 44 43  0  0  1  0            999 V2000
    9.7086    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
   11.1375    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  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
   13.2809    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9954    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7099    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4243    6.4302    0.0000 C   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  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  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 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7124    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4269    6.4302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1414    6.8427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.8559    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8559    5.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1414    7.6677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.4269    8.0802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8559    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5703    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8559    8.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5703    9.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5703   10.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2848   10.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2848   11.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9993   11.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9993   12.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7137   13.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7137   13.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4282   14.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4282   15.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1427   15.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1427   16.3302    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
 22 23  1  4  0  0  0
 22 24  2  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  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
M  END
> <DATABASE_ID>
NP0249849

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCCCCC(O)=N[C@H](CO)[C@@H](O)C(=O)CCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C39H77NO4/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-38(43)40-36(35-41)39(44)37(42)33-31-29-27-25-23-14-12-10-8-6-4-2/h36,39,41,44H,3-35H2,1-2H3,(H,40,43)/t36-,39-/m1/s1

> <INCHI_KEY>
VFFLBVDTTUJBRO-AEGYFVCZSA-N

> <FORMULA>
C39H77NO4

> <MOLECULAR_WEIGHT>
624.048

> <EXACT_MASS>
623.585259963

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
121

> <JCHEM_AVERAGE_POLARIZABILITY>
84.43607468195584

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2R,3R)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid

> <JCHEM_LOGP>
13.450251673333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.741399898433698

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.018101417846234

> <JCHEM_PKA_STRONGEST_BASIC>
2.809702082310529

> <JCHEM_POLAR_SURFACE_AREA>
90.12

> <JCHEM_REFRACTIVITY>
188.8039

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2R,3R)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      18.123  12.003   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.456  12.773   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.790  12.003   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.124  12.773   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.457  12.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.791  12.773   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.125  12.003   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.458  12.773   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.792  12.003   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      30.126  12.773   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.459  12.003   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      32.793  12.773   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.127  12.003   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      35.460  12.773   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      36.794  12.003   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      38.128  12.773   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      39.462  12.003   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      40.795  12.773   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      42.129  12.003   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      43.463  12.773   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      44.796  12.003   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      46.130  12.773   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      46.130  14.313   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      47.464  12.003   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      48.797  12.773   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      50.131  12.003   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      50.131  10.463   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      48.797  14.313   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      47.464  15.083   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      50.131  15.083   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      51.465  14.313   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      50.131  16.623   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      51.465  17.393   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      51.465  18.933   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      52.798  19.703   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      52.798  21.243   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      54.132  22.013   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      54.132  23.553   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      55.466  24.323   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      55.466  25.863   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      56.799  26.633   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      56.799  28.173   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      58.133  28.943   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      58.133  30.483   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                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   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                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   86    0
END

View in JSmol

Synonyms

Value	Source
N-[(2R,3R)-1,3-Dihydroxy-4-oxoheptadecan-2-yl]docosanimidate	Generator

Chemical Formula

C₃₉H₇₇NO₄

Average Mass

624.0480 Da

Monoisotopic Mass

623.58526 Da

IUPAC Name

N-[(2R,3R)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid

Traditional Name

N-[(2R,3R)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCCCC(O)=N[C@H](CO)[C@@H](O)C(=O)CCCCCCCCCCCCC

InChI Identifier

InChI=1S/C39H77NO4/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-38(43)40-36(35-41)39(44)37(42)33-31-29-27-25-23-14-12-10-8-6-4-2/h36,39,41,44H,3-35H2,1-2H3,(H,40,43)/t36-,39-/m1/s1

InChI Key

VFFLBVDTTUJBRO-AEGYFVCZSA-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
Ircinia variabilis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharides

Alternative Parents

Substituents

Acyloin
Monosaccharide
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Carboximidic acid
Carboximidic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organonitrogen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Alcohol
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	13.45	ChemAxon
pKa (Strongest Acidic)	6.02	ChemAxon
pKa (Strongest Basic)	2.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.12 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	188.8 m³·mol⁻¹	ChemAxon
Polarizability	84.44 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

162878631

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Trocha A, Piotrowska DG, Glowacka IE: Synthesis of Enantiomerically Pure N-Boc-Protected 1,2,3-Triaminopropylphosphonates and 1,2-Diamino-3-Hydroxypropylphosphonates. Molecules. 2019 Oct 25;24(21). pii: molecules24213857. doi: 10.3390/molecules24213857. [PubMed:31731561 ]
Padia J, Kulakova L, Galkin A, Herzberg O: Discovery and Preclinical Development of Antigiardiasis Fumagillol Derivatives. Antimicrob Agents Chemother. 2020 Sep 21;64(10). pii: AAC.00582-20. doi: 10.1128/AAC.00582-20. Print 2020 Sep 21. [PubMed:32778548 ]
Li ZY, Yuan B, Wang HX, He TS, Lan YL, Wang SY, Zhu LN, Kong D, Li XZ: Chiral Assembly and Recognition of Seven Copper (II) Coordination Polymers from Tartaric Acid Derivative Ligands. Chem Asian J. 2022 Jun 1;17(11):e202200263. doi: 10.1002/asia.202200263. Epub 2022 Apr 29. [PubMed:35404509 ]
McElroy JP, Carmella SG, Heskin AK, Tang MK, Murphy SE, Reisinger SA, Jensen JA, Hatsukami DK, Hecht SS, Shields PG: Effects of cessation of cigarette smoking on eicosanoid biomarkers of inflammation and oxidative damage. PLoS One. 2019 Jun 28;14(6):e0218386. doi: 10.1371/journal.pone.0218386. eCollection 2019. [PubMed:31251764 ]
Carmella SG, Heskin AK, Tang MK, Jensen J, Luo X, Le CT, Murphy SE, Benowitz NL, McClernon FJ, Vandrey R, Allen SS, Denlinger-Apte R, Cinciripini PM, Strasser AA, al'Absi M, Robinson JD, Donny EC, Hatsukami DK, Hecht SS: Longitudinal stability in cigarette smokers of urinary eicosanoid biomarkers of oxidative damage and inflammation. PLoS One. 2019 Apr 25;14(4):e0215853. doi: 10.1371/journal.pone.0215853. eCollection 2019. [PubMed:31022220 ]
LOTUS database [Link]

Showing NP-Card for n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid (NP0249849)

MOL for NP0249849 (n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid)

3D MOL for NP0249849 (n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid)

3D SDF for NP0249849 (n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid)

3D-SDF for NP0249849 (n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid)

PDB for NP0249849 (n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid)

3D PDB for NP0249849 (n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid)

SMILES for NP0249849 (n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid)

INCHI for NP0249849 (n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid)

Structure for NP0249849 (n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid)

3D Structure for NP0249849 (n-[(2r,3r)-1,3-dihydroxy-4-oxoheptadecan-2-yl]docosanimidic acid)