NP-MRD: Showing NP-Card for N-Acetylneuraminic acid 9-phosphate (NP0087177)

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Record Information

Version

2.0

Created at

2022-05-11 16:42:16 UTC

Updated at

2022-05-11 16:42:16 UTC

NP-MRD ID

NP0087177

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-Acetylneuraminic acid 9-phosphate

Description

N-Acetylneuraminic acid 9-phosphate belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. N-Acetylneuraminic acid 9-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). N-Acetylneuraminic acid 9-phosphate is found in Trypanosoma brucei. N-Acetylneuraminic acid 9-phosphate was first documented in 1984 (PMID: 6093772). N-Acetylneuraminic acid 9-phosphate exists in all living organisms, ranging from bacteria to humans (PMID: 16503877).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231219562D          

 26 26  0  0  1  0            999 V2000
   26.0036  -11.9597    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.7181  -11.5472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5911  -11.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2891  -12.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1470  -10.7222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8616  -12.7847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8780   -9.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7195  -11.9597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5280   -9.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5760  -10.7222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4161  -12.6743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7195  -12.7847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2905   -8.8807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2905  -12.7847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1470  -11.5472    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   28.8616  -11.9597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.4326  -11.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0050  -14.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2905  -10.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5760  -11.5472    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.0050  -11.5472    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.2905  -11.9597    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.0050  -10.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0050  -13.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7030   -9.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0045  -11.2172    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1 11  2  0  0  0  0
  2 17  1  0  0  0  0
 15  5  1  1  0  0  0
 16  6  1  6  0  0  0
  7 19  1  0  0  0  0
 21  8  1  6  0  0  0
  9 25  1  0  0  0  0
 10 19  1  0  0  0  0
 10 20  1  0  0  0  0
 12 24  2  0  0  0  0
 13 25  2  0  0  0  0
 22 14  1  1  0  0  0
 14 24  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 20  1  0  0  0  0
 18 24  1  0  0  0  0
 19 23  1  0  0  0  0
 19 25  1  0  0  0  0
 20 22  1  0  0  0  0
 20 26  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END

     RDKit          3D

 45 45  0  0  0  0  0  0  0  0999 V2000
   -1.9395   -4.1704   -0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8306   -2.8971    0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6228   -2.9531    1.4524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9502   -1.6238   -0.3956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -0.4072    0.3872 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1580    0.2892    0.3481 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4884    0.7045    1.6301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9606    1.5095   -0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9461    2.3556    0.1788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3983    2.5656    1.4707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274    3.6761   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    4.7283    0.1312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928    3.7927   -1.7914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7274    1.7401    0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6828    0.4171   -0.0854 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6079   -0.1475    0.4872 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6398    0.1312    1.8319 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8190    0.4220   -0.1875 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8341    0.1665   -1.5575 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0347   -0.2670    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1855    0.2597   -0.1785 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5252   -0.5021    0.4862 P   0  0  1  0  0  5  0  0  0  0  0  0
    5.7682   -0.0246    1.8909 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2279   -2.1680    0.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8660   -0.1437   -0.4775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6201   -4.0785   -1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3907   -4.9790    0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9656   -4.5232   -0.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238   -1.5916   -1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6510   -0.7214    1.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.3789   -0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4396    0.9992    1.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8999    2.0177   -0.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4498    1.1111   -1.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0890    3.2895    1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8532    4.5052   -2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6021    0.2304   -1.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6261   -1.2621    0.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    1.1068    1.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8874    1.5178   -0.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3833   -0.6525   -1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9583   -1.3499    0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1253   -0.0737    1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765   -2.6863    0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5740    0.0659   -1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14  9  1  0
  9 10  1  1
  9  8  1  0
  8  6  1  0
  6  7  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  9 11  1  0
 11 13  1  0
 11 12  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 22 21  1  6
 22 24  1  0
 22 25  1  0
 22 23  2  0
  5 15  1  0
 15 37  1  6
 10 35  1  0
  8 33  1  0
  8 34  1  0
  6 31  1  6
  7 32  1  0
  5 30  1  1
  4 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 13 36  1  0
 16 38  1  1
 17 39  1  0
 18 40  1  6
 19 41  1  0
 20 42  1  0
 20 43  1  0
 24 44  1  0
 25 45  1  0
M  END


  Mrv0541 02231219562D          

 26 26  0  0  1  0            999 V2000
   26.0036  -11.9597    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.7181  -11.5472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5911  -11.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2891  -12.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1470  -10.7222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8616  -12.7847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8780   -9.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7195  -11.9597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5280   -9.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5760  -10.7222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4161  -12.6743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7195  -12.7847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2905   -8.8807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2905  -12.7847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1470  -11.5472    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   28.8616  -11.9597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.4326  -11.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0050  -14.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2905  -10.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5760  -11.5472    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.0050  -11.5472    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   30.2905  -11.9597    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.0050  -10.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0050  -13.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7030   -9.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0045  -11.2172    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1 11  2  0  0  0  0
  2 17  1  0  0  0  0
 15  5  1  1  0  0  0
 16  6  1  6  0  0  0
  7 19  1  0  0  0  0
 21  8  1  6  0  0  0
  9 25  1  0  0  0  0
 10 19  1  0  0  0  0
 10 20  1  0  0  0  0
 12 24  2  0  0  0  0
 13 25  2  0  0  0  0
 22 14  1  1  0  0  0
 14 24  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 20  1  0  0  0  0
 18 24  1  0  0  0  0
 19 23  1  0  0  0  0
 19 25  1  0  0  0  0
 20 22  1  0  0  0  0
 20 26  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087177

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H20NO12P/c1-4(13)12-7-5(14)2-11(19,10(17)18)24-9(7)8(16)6(15)3-23-25(20,21)22/h5-9,14-16,19H,2-3H2,1H3,(H,12,13)(H,17,18)(H2,20,21,22)/t5-,6+,7+,8+,9+,11?/m0/s1

> <INCHI_KEY>
SQMNIXJSBCSNCI-LUWBGTNYSA-N

> <FORMULA>
C11H20NO12P

> <MOLECULAR_WEIGHT>
389.2498

> <EXACT_MASS>
389.072311621

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
32.62272182691072

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,5R,6R)-6-[(1R,2R)-1,2-dihydroxy-3-(phosphonooxy)propyl]-5-acetamido-2,4-dihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
-2.57

> <JCHEM_LOGP>
-3.6875035503333335

> <ALOGPS_LOGS>
-1.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.990558101442905

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4741477023160616

> <JCHEM_PKA_STRONGEST_BASIC>
-3.10462859121155

> <JCHEM_POLAR_SURFACE_AREA>
223.30999999999997

> <JCHEM_REFRACTIVITY>
74.65429999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.59e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5R,6R)-6-[(1R,2R)-1,2-dihydroxy-3-(phosphonooxy)propyl]-5-acetamido-2,4-dihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  P   UNK     0      48.540 -22.325   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      49.874 -21.555   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      47.770 -20.991   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      47.206 -23.095   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      52.541 -20.015   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      53.875 -23.865   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      55.772 -17.911   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      59.210 -22.325   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      58.852 -17.911   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      55.209 -20.015   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      49.310 -23.659   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      59.210 -23.865   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      56.542 -16.577   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      56.542 -23.865   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      52.541 -21.555   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      53.875 -22.325   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      51.208 -22.325   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      57.876 -26.175   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      56.542 -19.245   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      55.209 -21.555   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      57.876 -21.555   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      56.542 -22.325   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      57.876 -20.015   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      57.876 -24.635   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      57.312 -17.911   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      54.142 -20.939   0.000  0.00  0.00           H+0
CONECT    1    2    3    4   11                                             
CONECT    2    1   17                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5   15                                                            
CONECT    6   16                                                            
CONECT    7   19                                                            
CONECT    8   21                                                            
CONECT    9   25                                                            
CONECT   10   19   20                                                       
CONECT   11    1                                                            
CONECT   12   24                                                            
CONECT   13   25                                                            
CONECT   14   22   24                                                       
CONECT   15    5   16   17                                                  
CONECT   16    6   15   20                                                  
CONECT   17    2   15                                                       
CONECT   18   24                                                            
CONECT   19    7   10   23   25                                             
CONECT   20   10   16   22   26                                             
CONECT   21    8   22   23                                                  
CONECT   22   14   20   21                                                  
CONECT   23   19   21                                                       
CONECT   24   12   14   18                                                  
CONECT   25    9   13   19                                                  
CONECT   26   20                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

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Synonyms

Value	Source
N-Acetylneuraminate 9-phosphate	ChEBI
N-Acetylneuraminic acid 9-phosphoric acid	Generator
5-(Acetylamino)-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid 9-(dihydrogen phosphate)	HMDB
N-Acetyl- 9-(dihydrogen phosphate)-neuraminic acid	HMDB
N-Acetyl-neuraminic acid-9-phosphate	HMDB

Chemical Formula

C₁₁H₂₀NO₁₂P

Average Mass

389.2498 Da

Monoisotopic Mass

389.07231 Da

IUPAC Name

(4S,5R,6R)-6-[(1R,2R)-1,2-dihydroxy-3-(phosphonooxy)propyl]-5-acetamido-2,4-dihydroxyoxane-2-carboxylic acid

Traditional Name

(4S,5R,6R)-6-[(1R,2R)-1,2-dihydroxy-3-(phosphonooxy)propyl]-5-acetamido-2,4-dihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)COP(O)(O)=O

InChI Identifier

InChI=1S/C11H20NO12P/c1-4(13)12-7-5(14)2-11(19,10(17)18)24-9(7)8(16)6(15)3-23-25(20,21)22/h5-9,14-16,19H,2-3H2,1H3,(H,12,13)(H,17,18)(H2,20,21,22)/t5-,6+,7+,8+,9+,11?/m0/s1

InChI Key

SQMNIXJSBCSNCI-LUWBGTNYSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

1,2-aminoalcohols

Alternative Parents

Substituents

1,2-aminoalcohol
Secondary amine
Secondary aliphatic amine
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

ethanolamines (CHEBI:28123 )

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	-2.6	ALOGPS
logP	-3.7	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.47	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.31 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	74.65 m³·mol⁻¹	ChemAxon
Polarizability	32.62 Å³	ChemAxon
Number of Rings	1	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

HMDB0004381

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023369

KNApSAcK ID

Not Available

Chemspider ID

389789

KEGG Compound ID

C06241

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440962

PDB ID

Not Available

ChEBI ID

27438

Good Scents ID

Not Available

References

General References

Hao J, Vann WF, Hinderlich S, Sundaramoorthy M: Elimination of 2-keto-3-deoxy-D-glycero-D-galacto-nonulosonic acid 9-phosphate synthase activity from human N-acetylneuraminic acid 9-phosphate synthase by a single mutation. Biochem J. 2006 Jul 1;397(1):195-201. doi: 10.1042/BJ20052034. [PubMed:16503877 ]
Van Rinsum J, Van Dijk W, Hooghwinkel GJ, Ferwerda W: Subcellular localization and tissue distribution of sialic acid-forming enzymes. N-acetylneuraminate-9-phosphate synthase and N-acetylneuraminate 9-phosphatase. Biochem J. 1984 Oct 15;223(2):323-8. doi: 10.1042/bj2230323. [PubMed:6093772 ]

Showing NP-Card for N-Acetylneuraminic acid 9-phosphate (NP0087177)

MOL for NP0087177 (N-Acetylneuraminic acid 9-phosphate)

3D MOL for NP0087177 (N-Acetylneuraminic acid 9-phosphate)

3D SDF for NP0087177 (N-Acetylneuraminic acid 9-phosphate)

3D-SDF for NP0087177 (N-Acetylneuraminic acid 9-phosphate)

PDB for NP0087177 (N-Acetylneuraminic acid 9-phosphate)

3D PDB for NP0087177 (N-Acetylneuraminic acid 9-phosphate)

SMILES for NP0087177 (N-Acetylneuraminic acid 9-phosphate)

INCHI for NP0087177 (N-Acetylneuraminic acid 9-phosphate)

Structure for NP0087177 (N-Acetylneuraminic acid 9-phosphate)

3D Structure for NP0087177 (N-Acetylneuraminic acid 9-phosphate)