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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:36:45 UTC

Update Date

2021-09-24 12:36:45 UTC

HMDB ID

HMDB0304813

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Xestoaminol C

Description

1-deoxytetradecasphinganine, also known as xestoaminol C or (2S, 3R)-2-amino-3-tetradecanol, 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. 1-deoxytetradecasphinganine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 1-deoxytetradecasphinganine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0304813
     RDKit          3D
Xestoaminol C
 47 46  0  0  0  0  0  0  0  0999 V2000
    6.5533   -0.5466   -0.9723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4496   -0.4135    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303    0.8143   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048    1.0296    0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5639   -0.1451    0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4479    0.0735    1.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043    1.2630    1.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627    1.1926    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9895   -0.0264   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749    0.0054    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9538   -1.2056    0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5850   -1.2477   -0.5715 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3824   -2.4102   -0.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4355   -0.0340   -0.8175 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5147    0.0336    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0900   -0.1423   -2.1261 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1938   -0.1210   -1.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7684   -1.6261   -1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4141    0.0278   -0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9295   -0.3062    1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8196   -1.3022   -0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3349    1.6688   -0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2806    0.7414   -1.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9178    1.8969    0.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9598    1.2423    1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1824   -0.3575   -0.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1032   -1.0772    1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239    0.2580    2.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -0.8108    1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618    1.3717    2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1871    2.2126    1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7179    2.0699   -0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478    1.1281   -0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500    0.0648   -1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4272   -0.9669   -0.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6442    0.0007    1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515    0.9480    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4084   -2.1461    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7952   -1.1644    1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8102   -1.3757   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1614   -2.2445   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8438    0.8851   -0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1737    0.7093    1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4541    0.3999   -0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6696   -0.9668    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6737    0.5108   -2.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1097    0.0886   -2.0626 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
 12 14  1  0
 14 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  6
 13 41  1  0
 14 42  1  6
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
M  END


  Mrv1652304032019082D          

 18 17  0  0  1  0            999 V2000
   -6.7914   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4967   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0770   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9336   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822   -3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0677   -3.1599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7822   -4.3974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0677   -2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822   -2.7474    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0677   -3.9849    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  2  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 13 15  1  1  0  0  0
 14 16  1  6  0  0  0
 13 17  1  1  0  0  0
 14 18  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0304813

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](C)(N)[C@]([H])(O)CCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C14H31NO/c1-3-4-5-6-7-8-9-10-11-12-14(16)13(2)15/h13-14,16H,3-12,15H2,1-2H3/t13-,14+/m0/s1

> <INCHI_KEY>
WMUMHAZHWIUBPN-UONOGXRCSA-N

> <FORMULA>
C14H31NO

> <MOLECULAR_WEIGHT>
229.408

> <EXACT_MASS>
229.240564622

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
31.161001207550147

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R)-2-aminotetradecan-3-ol

> <ALOGPS_LOGP>
4.59

> <JCHEM_LOGP>
4.041229552000001

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.620677015190715

> <JCHEM_PKA_STRONGEST_BASIC>
9.832643159837946

> <JCHEM_POLAR_SURFACE_AREA>
46.25

> <JCHEM_REFRACTIVITY>
70.98169999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
xestoaminol C

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304813
     RDKit          3D
Xestoaminol C
 47 46  0  0  0  0  0  0  0  0999 V2000
    6.5533   -0.5466   -0.9723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4496   -0.4135    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303    0.8143   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048    1.0296    0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5639   -0.1451    0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4479    0.0735    1.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043    1.2630    1.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627    1.1926    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9895   -0.0264   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749    0.0054    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9538   -1.2056    0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5850   -1.2477   -0.5715 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3824   -2.4102   -0.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4355   -0.0340   -0.8175 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5147    0.0336    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0900   -0.1423   -2.1261 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1938   -0.1210   -1.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7684   -1.6261   -1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4141    0.0278   -0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9295   -0.3062    1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8196   -1.3022   -0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3349    1.6688   -0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2806    0.7414   -1.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9178    1.8969    0.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9598    1.2423    1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1824   -0.3575   -0.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1032   -1.0772    1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239    0.2580    2.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -0.8108    1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618    1.3717    2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1871    2.2126    1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7179    2.0699   -0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478    1.1281   -0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500    0.0648   -1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4272   -0.9669   -0.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6442    0.0007    1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515    0.9480    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4084   -2.1461    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7952   -1.1644    1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8102   -1.3757   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1614   -2.2445   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8438    0.8851   -0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1737    0.7093    1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4541    0.3999   -0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6696   -0.9668    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6737    0.5108   -2.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1097    0.0886   -2.0626 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
 12 14  1  0
 14 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  6
 13 41  1  0
 14 42  1  6
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0     -12.677  -6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.661  -5.898   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.344  -5.898   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.010  -6.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.676  -5.898   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.343  -6.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.009  -5.898   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.675  -6.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.342  -5.898   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.008  -6.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.674  -5.898   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.659  -6.668   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.327  -6.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.993  -5.898   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.327  -8.208   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       1.993  -4.358   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0       3.327  -5.128   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       1.993  -7.438   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2   13                                                            
CONECT    3    1    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   14                                                       
CONECT   13    2   14   15   17                                             
CONECT   14   12   13   16   18                                             
CONECT   15   13                                                            
CONECT   16   14                                                            
CONECT   17   13                                                            
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0304813
HETATM    1  C1  UNL     1       6.553  -0.547  -0.972  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.450  -0.414   0.069  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.630   0.814  -0.307  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.505   1.030   0.676  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.564  -0.145   0.721  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.448   0.073   1.697  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.604   1.263   1.388  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.063   1.193   0.044  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.990  -0.026  -0.082  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.075   0.005   0.942  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.954  -1.206   0.792  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.585  -1.248  -0.572  1.00  0.00           C  
HETATM   13  O1  UNL     1      -4.382  -2.410  -0.594  1.00  0.00           O  
HETATM   14  C13 UNL     1      -4.435  -0.034  -0.817  1.00  0.00           C  
HETATM   15  C14 UNL     1      -5.515   0.034   0.214  1.00  0.00           C  
HETATM   16  N1  UNL     1      -5.090  -0.142  -2.126  1.00  0.00           N  
HETATM   17  H1  UNL     1       6.194  -0.121  -1.936  1.00  0.00           H  
HETATM   18  H2  UNL     1       6.768  -1.626  -1.149  1.00  0.00           H  
HETATM   19  H3  UNL     1       7.414   0.028  -0.622  1.00  0.00           H  
HETATM   20  H4  UNL     1       5.930  -0.306   1.042  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.820  -1.302  -0.012  1.00  0.00           H  
HETATM   22  H6  UNL     1       5.335   1.669  -0.268  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.281   0.741  -1.346  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.918   1.897   0.300  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.960   1.242   1.652  1.00  0.00           H  
HETATM   26  H10 UNL     1       2.182  -0.357  -0.290  1.00  0.00           H  
HETATM   27  H11 UNL     1       3.103  -1.077   1.061  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.924   0.258   2.695  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.824  -0.811   1.810  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.162   1.372   2.175  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.187   2.213   1.406  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.718   2.070  -0.126  1.00  0.00           H  
HETATM   33  H17 UNL     1       0.648   1.128  -0.790  1.00  0.00           H  
HETATM   34  H18 UNL     1      -1.450   0.065  -1.092  1.00  0.00           H  
HETATM   35  H19 UNL     1      -0.427  -0.967  -0.030  1.00  0.00           H  
HETATM   36  H20 UNL     1      -1.644   0.001   1.980  1.00  0.00           H  
HETATM   37  H21 UNL     1      -2.651   0.948   0.854  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.408  -2.146   1.020  1.00  0.00           H  
HETATM   39  H23 UNL     1      -3.795  -1.164   1.535  1.00  0.00           H  
HETATM   40  H24 UNL     1      -2.810  -1.376  -1.374  1.00  0.00           H  
HETATM   41  H25 UNL     1      -5.161  -2.244  -1.170  1.00  0.00           H  
HETATM   42  H26 UNL     1      -3.844   0.885  -0.784  1.00  0.00           H  
HETATM   43  H27 UNL     1      -5.174   0.709   1.033  1.00  0.00           H  
HETATM   44  H28 UNL     1      -6.454   0.400  -0.237  1.00  0.00           H  
HETATM   45  H29 UNL     1      -5.670  -0.967   0.646  1.00  0.00           H  
HETATM   46  H30 UNL     1      -4.674   0.511  -2.803  1.00  0.00           H  
HETATM   47  H31 UNL     1      -6.110   0.089  -2.063  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   30   31
CONECT    8    9   32   33
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   38   39
CONECT   12   13   14   40
CONECT   13   41
CONECT   14   15   16   42
CONECT   15   43   44   45
CONECT   16   46   47
END

HMDB0304813
     RDKit          3D
Xestoaminol C
 47 46  0  0  0  0  0  0  0  0999 V2000
    6.5533   -0.5466   -0.9723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4496   -0.4135    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303    0.8143   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048    1.0296    0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5639   -0.1451    0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4479    0.0735    1.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043    1.2630    1.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627    1.1926    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9895   -0.0264   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749    0.0054    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9538   -1.2056    0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5850   -1.2477   -0.5715 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3824   -2.4102   -0.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4355   -0.0340   -0.8175 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5147    0.0336    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0900   -0.1423   -2.1261 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1938   -0.1210   -1.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7684   -1.6261   -1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4141    0.0278   -0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9295   -0.3062    1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8196   -1.3022   -0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3349    1.6688   -0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2806    0.7414   -1.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9178    1.8969    0.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9598    1.2423    1.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1824   -0.3575   -0.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1032   -1.0772    1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239    0.2580    2.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -0.8108    1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618    1.3717    2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1871    2.2126    1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7179    2.0699   -0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478    1.1281   -0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500    0.0648   -1.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4272   -0.9669   -0.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6442    0.0007    1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515    0.9480    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4084   -2.1461    1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7952   -1.1644    1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8102   -1.3757   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1614   -2.2445   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8438    0.8851   -0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1737    0.7093    1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4541    0.3999   -0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6696   -0.9668    0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6737    0.5108   -2.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1097    0.0886   -2.0626 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
 12 14  1  0
 14 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  6
 13 41  1  0
 14 42  1  6
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Xestoaminol C	ChEBI
(2S, 3R)-2-Amino-3-tetradecanol	MeSH
(2S3R)-Xestoaminol C	ChEMBL

Chemical Formula

C₁₄H₃₁NO

Average Molecular Weight

229.408

Monoisotopic Molecular Weight

229.240564622

IUPAC Name

(2S,3R)-2-aminotetradecan-3-ol

Traditional Name

xestoaminol C

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(N)[C@]([H])(O)CCCCCCCCCCC

InChI Identifier

InChI=1S/C14H31NO/c1-3-4-5-6-7-8-9-10-11-12-14(16)13(2)15/h13-14,16H,3-12,15H2,1-2H3/t13-,14+/m0/s1

InChI Key

WMUMHAZHWIUBPN-UONOGXRCSA-N

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

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

sphingoid (CHEBI:73882 )
amino alcohol (CHEBI:73882 )
Sphingoid base analogs (LMSP01080033 )

Ontology

Not Available

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.59	ALOGPS
logP	4.04	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	14.62	ChemAxon
pKa (Strongest Basic)	9.83	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	46.25 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	70.98 m³·mol⁻¹	ChemAxon
Polarizability	31.16 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	165.764	32859911
AllCCS	[M+H-H2O]+	162.378	32859911
AllCCS	[M+Na]+	169.812	32859911
AllCCS	[M+NH4]+	168.908	32859911
AllCCS	[M-H]-	163.277	32859911
AllCCS	[M+Na-2H]-	164.416	32859911
AllCCS	[M+HCOO]-	165.794	32859911
DeepCCS	[M+H]+	158.793	30932474
DeepCCS	[M-H]-	156.398	30932474
DeepCCS	[M-2H]-	189.516	30932474
DeepCCS	[M+Na]+	164.706	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Xestoaminol C,2TMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C)[C@H](C)N[Si](C)(C)C	1981.8	Semi standard non polar	33892256
Xestoaminol C,2TMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C)[C@H](C)N[Si](C)(C)C	2041.9	Standard non polar	33892256
Xestoaminol C,2TMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C)[C@H](C)N[Si](C)(C)C	1958.9	Standard polar	33892256
Xestoaminol C,2TMS,isomer #2	CCCCCCCCCCC[C@@H](O)[C@H](C)N([Si](C)(C)C)[Si](C)(C)C	2101.9	Semi standard non polar	33892256
Xestoaminol C,2TMS,isomer #2	CCCCCCCCCCC[C@@H](O)[C@H](C)N([Si](C)(C)C)[Si](C)(C)C	2185.0	Standard non polar	33892256
Xestoaminol C,2TMS,isomer #2	CCCCCCCCCCC[C@@H](O)[C@H](C)N([Si](C)(C)C)[Si](C)(C)C	2207.4	Standard polar	33892256
Xestoaminol C,3TMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C)[C@H](C)N([Si](C)(C)C)[Si](C)(C)C	2214.4	Semi standard non polar	33892256
Xestoaminol C,3TMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C)[C@H](C)N([Si](C)(C)C)[Si](C)(C)C	2184.5	Standard non polar	33892256
Xestoaminol C,3TMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C)[C@H](C)N([Si](C)(C)C)[Si](C)(C)C	1946.0	Standard polar	33892256
Xestoaminol C,2TBDMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](C)N[Si](C)(C)C(C)(C)C	2415.3	Semi standard non polar	33892256
Xestoaminol C,2TBDMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](C)N[Si](C)(C)C(C)(C)C	2419.5	Standard non polar	33892256
Xestoaminol C,2TBDMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](C)N[Si](C)(C)C(C)(C)C	2248.2	Standard polar	33892256
Xestoaminol C,2TBDMS,isomer #2	CCCCCCCCCCC[C@@H](O)[C@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2550.9	Semi standard non polar	33892256
Xestoaminol C,2TBDMS,isomer #2	CCCCCCCCCCC[C@@H](O)[C@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2515.9	Standard non polar	33892256
Xestoaminol C,2TBDMS,isomer #2	CCCCCCCCCCC[C@@H](O)[C@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2398.2	Standard polar	33892256
Xestoaminol C,3TBDMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2843.5	Semi standard non polar	33892256
Xestoaminol C,3TBDMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2732.6	Standard non polar	33892256
Xestoaminol C,3TBDMS,isomer #1	CCCCCCCCCCC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2319.6	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 10V, Positive-QTOF	splash10-03e9-0190000000-dda101c9e6b834e447fa	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 20V, Positive-QTOF	splash10-03dj-4970000000-3e146c05ee6ef0836198	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 40V, Positive-QTOF	splash10-052f-9300000000-0d209170a6127aff4f7e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 10V, Negative-QTOF	splash10-004i-0090000000-fd87d95fa7f69ed3b83d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 20V, Negative-QTOF	splash10-01t9-0490000000-3f022375249a2f3ee9ba	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 40V, Negative-QTOF	splash10-08gj-6920000000-403331ed9057d7537742	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 10V, Positive-QTOF	splash10-01q9-3390000000-af65436a316fd3182997	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 20V, Positive-QTOF	splash10-0h2r-9520000000-3cdbe47806321641dfc0	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 40V, Positive-QTOF	splash10-0abc-9000000000-bbba9790efab88d784ff	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 10V, Negative-QTOF	splash10-004i-0090000000-2943a6f4ff209076ccae	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 20V, Negative-QTOF	splash10-0006-9340000000-391e232f5e5d96918a2f	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xestoaminol C 40V, Negative-QTOF	splash10-0006-9500000000-4e96ecc3bb9ed5a567a0	2021-10-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB098403

KNApSAcK ID

C00053899

Chemspider ID

23339950

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14756407

PDB ID

Not Available

ChEBI ID

73882

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Xestoaminol C (HMDB0304813)

MOL for HMDB0304813 (Xestoaminol C)

3D MOL for HMDB0304813 (Xestoaminol C)

3D SDF for HMDB0304813 (Xestoaminol C)

3D-SDF for HMDB0304813 (Xestoaminol C)

PDB for HMDB0304813 (Xestoaminol C)

3D PDB for HMDB0304813 (Xestoaminol C)

SMILES for HMDB0304813 (Xestoaminol C)

INCHI for HMDB0304813 (Xestoaminol C)

Structure for HMDB0304813 (Xestoaminol C)

3D Structure for HMDB0304813 (Xestoaminol C)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra