NP-MRD: Showing NP-Card for (2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid (NP0227078)

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Record Information

Version

2.0

Created at

2022-09-06 06:18:17 UTC

Updated at

2022-09-06 06:18:18 UTC

NP-MRD ID

NP0227078

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid

Description

AC-1-10 belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine. (2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid is found in Acanthaster planci and Erimacrus isenbeckii. Based on a literature review very few articles have been published on AC-1-10.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062208182D          

 45 44  0  0  1  0            999 V2000
   11.6605    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0895    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8039    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2329    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5197    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2342    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8065    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5210    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2355    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9499    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    7.1447    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.6644    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0934    7.1447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8078    7.5572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   28.8078    8.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    8.7947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    7.1447    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   29.5223    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2368    7.5572    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.2368    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9512    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6657    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3802    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0947    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8091    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5236    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2381    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9525    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6670    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3815    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0960    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8104    7.5572    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  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  4  0  0  0
 24 26  2  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 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
 44 45  1  0  0  0  0
M  END

     RDKit          3D

124123  0  0  0  0  0  0  0  0999 V2000
   15.8452   -0.3564    0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6612   -1.8387    0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2516   -2.0816   -0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2799   -1.5764    0.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8774   -1.8113    0.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8059    0.3708   -0.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5158    1.1123   -2.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2071    1.0305   -2.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9861    1.4934   -2.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8937   -0.0486    1.5402 C   0  0  1  0  0  0  0  0  0  0  0  0
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  -14.4354    1.1329   -2.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9986   -0.1285   -1.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3436    1.8910   -0.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0623    1.3338   -0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7414    2.6158   -1.2311 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  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 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
 44 45  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
  6 58  1  0
  7 59  1  0
  7 60  1  0
  8 61  1  0
  8 62  1  0
  9 63  1  0
  9 64  1  0
 10 65  1  0
 10 66  1  0
 11 67  1  0
 11 68  1  0
 12 69  1  0
 12 70  1  0
 13 71  1  0
 13 72  1  0
 14 73  1  0
 14 74  1  0
 15 75  1  0
 15 76  1  0
 16 77  1  0
 16 78  1  0
 17 79  1  0
 17 80  1  0
 18 81  1  0
 18 82  1  0
 19 83  1  0
 19 84  1  0
 20 85  1  0
 20 86  1  0
 21 87  1  0
 21 88  1  0
 22 89  1  1
 23 90  1  0
 25 91  1  0
 27 92  1  1
 28 93  1  0
 28 94  1  0
 29 95  1  0
 30 96  1  6
 31 97  1  0
 32 98  1  1
 33 99  1  0
 34100  1  0
 34101  1  0
 35102  1  0
 35103  1  0
 36104  1  0
 36105  1  0
 37106  1  0
 37107  1  0
 38108  1  0
 38109  1  0
 39110  1  0
 39111  1  0
 40112  1  0
 40113  1  0
 41114  1  0
 41115  1  0
 42116  1  0
 42117  1  0
 43118  1  0
 43119  1  0
 44120  1  0
 44121  1  0
 45122  1  0
 45123  1  0
 45124  1  0
M  END


  Mrv1652309062208182D          

 45 44  0  0  1  0            999 V2000
   11.6605    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0895    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8039    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2329    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5197    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2342    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8065    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5210    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2355    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9499    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    7.1447    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.6644    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0934    7.1447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8078    7.5572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   28.8078    8.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    8.7947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    7.1447    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   29.5223    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2368    7.5572    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.2368    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9512    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6657    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3802    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0947    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8091    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5236    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2381    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9525    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6670    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3815    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0960    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8104    7.5572    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  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  4  0  0  0
 24 26  2  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 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
 44 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0227078

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCCCC[C@@H](O)C(O)=N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C39H79NO5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-25-27-29-31-33-37(43)39(45)40-35(34-41)38(44)36(42)32-30-28-26-24-14-12-10-8-6-4-2/h35-38,41-44H,3-34H2,1-2H3,(H,40,45)/t35-,36+,37+,38-/m0/s1

> <INCHI_KEY>
KGRIKZOPUSPXPZ-LQDUMDOSSA-N

> <FORMULA>
C39H79NO5

> <MOLECULAR_WEIGHT>
642.063

> <EXACT_MASS>
641.595824648

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
124

> <JCHEM_AVERAGE_POLARIZABILITY>
86.74853400662779

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid

> <JCHEM_LOGP>
12.167847264666669

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.402399073450564

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.217947550008537

> <JCHEM_PKA_STRONGEST_BASIC>
2.0097858431242006

> <JCHEM_POLAR_SURFACE_AREA>
113.51

> <JCHEM_REFRACTIVITY>
191.1935

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      21.766  14.107   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.100  13.337   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.434  14.107   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.767  13.337   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.101  14.107   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.435  13.337   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      29.768  14.107   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      31.102  13.337   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.436  14.107   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      33.769  13.337   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      35.103  14.107   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      36.437  13.337   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      37.770  14.107   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      39.104  13.337   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      40.438  14.107   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      41.772  13.337   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      43.105  14.107   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      44.439  13.337   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      45.773  14.107   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      47.106  13.337   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      48.440  14.107   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      49.774  13.337   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      49.774  11.797   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      51.107  14.107   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      51.107  15.647   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0      52.441  13.337   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      53.775  14.107   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      53.775  15.647   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      55.108  16.417   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      55.108  13.337   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      55.108  11.797   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      56.442  14.107   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      56.442  15.647   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      57.776  13.337   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      59.109  14.107   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      60.443  13.337   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      61.777  14.107   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      63.110  13.337   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      64.444  14.107   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      65.778  13.337   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      67.111  14.107   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      68.445  13.337   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      69.779  14.107   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      71.112  13.337   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      72.446  14.107   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   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   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                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₇₉NO₅

Average Mass

642.0630 Da

Monoisotopic Mass

641.59582 Da

IUPAC Name

(2R)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid

Traditional Name

(2R)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCCC[C@@H](O)C(O)=N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCC

InChI Identifier

InChI=1S/C39H79NO5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-25-27-29-31-33-37(43)39(45)40-35(34-41)38(44)36(42)32-30-28-26-24-14-12-10-8-6-4-2/h35-38,41-44H,3-34H2,1-2H3,(H,40,45)/t35-,36+,37+,38-/m0/s1

InChI Key

KGRIKZOPUSPXPZ-LQDUMDOSSA-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
Acanthaster planci	LOTUS Database	35616633
Erimacrus isenbeckii	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
Fatty acyl
N-acyl-amine
1,2-diol
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid derivative
Polyol
Organonitrogen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organooxygen 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	12.17	ChemAxon
pKa (Strongest Acidic)	4.22	ChemAxon
pKa (Strongest Basic)	2.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	113.51 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	191.19 m³·mol⁻¹	ChemAxon
Polarizability	86.75 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

8969530

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10794222

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-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid (NP0227078)

MOL for NP0227078 ((2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid)

3D MOL for NP0227078 ((2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid)

3D SDF for NP0227078 ((2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid)

3D-SDF for NP0227078 ((2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid)

PDB for NP0227078 ((2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid)

3D PDB for NP0227078 ((2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid)

SMILES for NP0227078 ((2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid)

INCHI for NP0227078 ((2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid)

Structure for NP0227078 ((2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid)

3D Structure for NP0227078 ((2r)-2-hydroxy-n-[(2s,3s,4r)-1,3,4-trihydroxyhexadecan-2-yl]tricosanimidic acid)