Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-08-02 20:47:33 UTC

Update Date

2022-03-07 03:18:02 UTC

HMDB ID

HMDB0094749

Secondary Accession Numbers

HMDB94749

Metabolite Identification

Common Name

3-hydroxyoct-5-enoylglycine

Description

3-hydroxyoct-5-enoylglycine belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on 3-hydroxyoct-5-enoylglycine.

Structure

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

HMDB0094749
     RDKit          3D
3-hydroxyoct-5-enoylglycine
 32 31  0  0  0  0  0  0  0  0999 V2000
    4.7932    1.3306   -0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2747    1.4638   -0.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6827    0.2364   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9207   -0.6056   -0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -1.8074   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484   -1.8241   -0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6579   -1.8031   -1.3751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6235   -0.5992    0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -0.6049    0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7705   -1.6875    1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7341    0.3734    0.1339 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1741    0.4021    0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6180    1.6939   -0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659    1.8946   -0.5633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7149    2.6438   -0.8695 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2473    2.2439   -0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0661    0.4939    0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2306    1.0922   -1.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9160    2.3274   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158    1.6328   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042    0.0400    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7004   -0.4102   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517   -2.7376   -0.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7318   -1.8865    0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4914   -2.7472    0.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3403   -1.0095   -1.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120    0.3086    0.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3015   -0.6846    1.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8374   -2.5196    0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6033    0.2227    1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5017   -0.3973   -0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8957    2.9244   -0.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 15 32  1  0
M  END


  Mrv1652308021722102D          

 15 14  0  0  0  0            999 V2000
    4.9500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  4  5  1  4  0  0  0
  8  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  4  0  0  0
 11  9  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  2  0  0  0  0
 15 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0094749

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC=CCC(O)CC(O)=NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H17NO4/c1-2-3-4-5-8(12)6-9(13)11-7-10(14)15/h3-4,8,12H,2,5-7H2,1H3,(H,11,13)(H,14,15)

> <INCHI_KEY>
QPITYGLJBWJERK-UHFFFAOYSA-N

> <FORMULA>
C10H17NO4

> <MOLECULAR_WEIGHT>
215.249

> <EXACT_MASS>
215.115758031

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
22.33128852448214

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1,3-dihydroxyoct-5-en-1-ylidene)amino]acetic acid

> <ALOGPS_LOGP>
0.64

> <JCHEM_LOGP>
0.7219041926347334

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.607837832989173

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.853594635651775

> <JCHEM_PKA_STRONGEST_BASIC>
1.8845644689533712

> <JCHEM_POLAR_SURFACE_AREA>
90.12000000000002

> <JCHEM_REFRACTIVITY>
56.23290000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1,3-dihydroxyoct-5-en-1-ylidene)amino]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0094749
     RDKit          3D
3-hydroxyoct-5-enoylglycine
 32 31  0  0  0  0  0  0  0  0999 V2000
    4.7932    1.3306   -0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2747    1.4638   -0.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6827    0.2364   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9207   -0.6056   -0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -1.8074   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484   -1.8241   -0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6579   -1.8031   -1.3751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6235   -0.5992    0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -0.6049    0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7705   -1.6875    1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7341    0.3734    0.1339 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1741    0.4021    0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6180    1.6939   -0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659    1.8946   -0.5633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7149    2.6438   -0.8695 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2473    2.2439   -0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0661    0.4939    0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2306    1.0922   -1.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9160    2.3274   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158    1.6328   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042    0.0400    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7004   -0.4102   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517   -2.7376   -0.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7318   -1.8865    0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4914   -2.7472    0.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3403   -1.0095   -1.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120    0.3086    0.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3015   -0.6846    1.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8374   -2.5196    0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6033    0.2227    1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5017   -0.3973   -0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8957    2.9244   -0.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 15 32  1  0
M  END

HEADER    PROTEIN                                 02-AUG-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-AUG-17         0                                  
HETATM    1  C   UNK     0       9.240  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.470   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       4.620   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -3.080   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    8                                                       
CONECT    6    8    9                                                       
CONECT    7   10   11                                                       
CONECT    8    5    6   12                                                  
CONECT    9    6   11   13                                                  
CONECT   10    7   14   15                                                  
CONECT   11    7    9                                                       
CONECT   12    8                                                            
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15   10                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0094749
HETATM    1  C1  UNL     1       4.793   1.331  -0.528  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.275   1.464  -0.650  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.683   0.236  -0.069  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.921  -0.606  -0.731  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.368  -1.807  -0.080  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.148  -1.824  -0.096  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.658  -1.803  -1.375  1.00  0.00           O  
HETATM    8  C7  UNL     1      -0.624  -0.599   0.668  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.113  -0.605   0.659  1.00  0.00           C  
HETATM   10  O2  UNL     1      -2.771  -1.687   1.228  1.00  0.00           O  
HETATM   11  N1  UNL     1      -2.734   0.373   0.134  1.00  0.00           N  
HETATM   12  C9  UNL     1      -4.174   0.402   0.107  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.618   1.694  -0.463  1.00  0.00           C  
HETATM   14  O3  UNL     1      -5.866   1.895  -0.563  1.00  0.00           O  
HETATM   15  O4  UNL     1      -3.715   2.644  -0.870  1.00  0.00           O  
HETATM   16  H1  UNL     1       5.247   2.244  -0.094  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.066   0.494   0.161  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.231   1.092  -1.510  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.916   2.327  -0.054  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.016   1.633  -1.700  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.904   0.040   0.968  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.700  -0.410  -1.762  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.752  -2.738  -0.593  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.732  -1.887   0.965  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.491  -2.747   0.405  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.340  -1.009  -1.866  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.212   0.309   0.202  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.301  -0.685   1.718  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.837  -2.520   0.644  1.00  0.00           H  
HETATM   30  H15 UNL     1      -4.603   0.223   1.123  1.00  0.00           H  
HETATM   31  H16 UNL     1      -4.502  -0.397  -0.607  1.00  0.00           H  
HETATM   32  H17 UNL     1      -2.896   2.924  -0.335  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4    4   21
CONECT    4    5   22
CONECT    5    6   23   24
CONECT    6    7    8   25
CONECT    7   26
CONECT    8    9   27   28
CONECT    9   10   11   11
CONECT   10   29
CONECT   11   12
CONECT   12   13   30   31
CONECT   13   14   14   15
CONECT   15   32
END

HMDB0094749
     RDKit          3D
3-hydroxyoct-5-enoylglycine
 32 31  0  0  0  0  0  0  0  0999 V2000
    4.7932    1.3306   -0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2747    1.4638   -0.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6827    0.2364   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9207   -0.6056   -0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -1.8074   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484   -1.8241   -0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6579   -1.8031   -1.3751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6235   -0.5992    0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -0.6049    0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7705   -1.6875    1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7341    0.3734    0.1339 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1741    0.4021    0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6180    1.6939   -0.4630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659    1.8946   -0.5633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7149    2.6438   -0.8695 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2473    2.2439   -0.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0661    0.4939    0.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2306    1.0922   -1.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9160    2.3274   -0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158    1.6328   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042    0.0400    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7004   -0.4102   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517   -2.7376   -0.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7318   -1.8865    0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4914   -2.7472    0.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3403   -1.0095   -1.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120    0.3086    0.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3015   -0.6846    1.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8374   -2.5196    0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6033    0.2227    1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5017   -0.3973   -0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8957    2.9244   -0.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  3
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 15 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[(1,3-Dihydroxyoct-5-en-1-ylidene)amino]acetate	HMDB

Chemical Formula

C₁₀H₁₇NO₄

Average Molecular Weight

215.249

Monoisotopic Molecular Weight

215.115758031

IUPAC Name

2-[(1,3-dihydroxyoct-5-en-1-ylidene)amino]acetic acid

Traditional Name

[(1,3-dihydroxyoct-5-en-1-ylidene)amino]acetic acid

CAS Registry Number

Not Available

SMILES

CCC=CCC(O)CC(O)=NCC(O)=O

InChI Identifier

InChI=1S/C10H17NO4/c1-2-3-4-5-8(12)6-9(13)11-7-10(14)15/h3-4,8,12H,2,5-7H2,1H3,(H,11,13)(H,14,15)

InChI Key

QPITYGLJBWJERK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 20971021)

Source

Exogenous

Exogenous (HMDB: HMDB0094749)

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	0.64	ALOGPS
logP	0.72	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.85	ChemAxon
pKa (Strongest Basic)	1.88	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.12 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	56.23 m³·mol⁻¹	ChemAxon
Polarizability	22.33 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
DarkChem	[M+H]+	153.887	31661259
DarkChem	[M-H]-	149.583	31661259
DeepCCS	[M+H]+	147.838	30932474
DeepCCS	[M-H]-	144.01	30932474
DeepCCS	[M-2H]-	181.547	30932474
DeepCCS	[M+Na]+	157.211	30932474
AllCCS	[M+H]+	151.8	32859911
AllCCS	[M+H-H2O]+	148.2	32859911
AllCCS	[M+NH4]+	155.1	32859911
AllCCS	[M+Na]+	156.0	32859911
AllCCS	[M-H]-	150.6	32859911
AllCCS	[M+Na-2H]-	151.7	32859911
AllCCS	[M+HCOO]-	153.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.5 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2746 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.3 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1215.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	244.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	98.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	95.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	335.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	315.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	118.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	732.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	305.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	997.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	234.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	250.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	427.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	237.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	51.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-hydroxyoct-5-enoylglycine	CCC=CCC(O)CC(O)=NCC(O)=O	3022.0	Standard polar	33892256
3-hydroxyoct-5-enoylglycine	CCC=CCC(O)CC(O)=NCC(O)=O	1678.1	Standard non polar	33892256
3-hydroxyoct-5-enoylglycine	CCC=CCC(O)CC(O)=NCC(O)=O	1878.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-hydroxyoct-5-enoylglycine,1TMS,isomer #1	CCC=CCC(CC(O)=NCC(=O)O)O[Si](C)(C)C	1884.0	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,1TMS,isomer #2	CCC=CCC(O)CC(=NCC(=O)O)O[Si](C)(C)C	1898.2	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,1TMS,isomer #3	CCC=CCC(O)CC(O)=NCC(=O)O[Si](C)(C)C	1868.9	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,2TMS,isomer #1	CCC=CCC(CC(=NCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	1916.8	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,2TMS,isomer #2	CCC=CCC(CC(O)=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1910.0	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,2TMS,isomer #3	CCC=CCC(O)CC(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1905.9	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,3TMS,isomer #1	CCC=CCC(CC(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	1933.5	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,1TBDMS,isomer #1	CCC=CCC(CC(O)=NCC(=O)O)O[Si](C)(C)C(C)(C)C	2121.9	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,1TBDMS,isomer #2	CCC=CCC(O)CC(=NCC(=O)O)O[Si](C)(C)C(C)(C)C	2132.9	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,1TBDMS,isomer #3	CCC=CCC(O)CC(O)=NCC(=O)O[Si](C)(C)C(C)(C)C	2099.6	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,2TBDMS,isomer #1	CCC=CCC(CC(=NCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2348.8	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,2TBDMS,isomer #2	CCC=CCC(CC(O)=NCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2335.0	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,2TBDMS,isomer #3	CCC=CCC(O)CC(=NCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2315.3	Semi standard non polar	33892256
3-hydroxyoct-5-enoylglycine,3TBDMS,isomer #1	CCC=CCC(CC(=NCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2530.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-hydroxyoct-5-enoylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01bc-9400000000-afc9a3ef7131d33b5675	2017-09-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-hydroxyoct-5-enoylglycine GC-MS (3 TMS) - 70eV, Positive	splash10-02os-9416300000-64e8b454804784197b35	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-hydroxyoct-5-enoylglycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 10V, Negative-QTOF	splash10-03di-1790000000-29f1fa21961db75f2218	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 20V, Negative-QTOF	splash10-02mj-7920000000-188605b6bf9d268f95b8	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 40V, Negative-QTOF	splash10-00di-9100000000-8d8720f5e8a6517c1504	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 10V, Positive-QTOF	splash10-00dj-9620000000-1f3bbab3a293483bc40b	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 20V, Positive-QTOF	splash10-00di-9100000000-75d98e3d0bbe03fffb04	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 40V, Positive-QTOF	splash10-0ab9-9000000000-b7c2e2429ef53f40c13e	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 10V, Positive-QTOF	splash10-014j-7980000000-27d305f965d8063da671	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 20V, Positive-QTOF	splash10-008a-9100000000-56ef2e821edcdaa90fd2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 40V, Positive-QTOF	splash10-00r6-9000000000-c9da5de8fbf5a491a891	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 10V, Negative-QTOF	splash10-022a-9640000000-854f9072312565a50b85	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 20V, Negative-QTOF	splash10-0229-9500000000-1c76aecb0e165c0e21a3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-hydroxyoct-5-enoylglycine 40V, Negative-QTOF	splash10-00di-9000000000-af39c0a5f4a2557719cc	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (24-38years old)	Not Specified	Normal	20971021	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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 3-hydroxyoct-5-enoylglycine (HMDB0094749)

MOL for HMDB0094749 (3-hydroxyoct-5-enoylglycine)

3D MOL for HMDB0094749 (3-hydroxyoct-5-enoylglycine)

3D SDF for HMDB0094749 (3-hydroxyoct-5-enoylglycine)

3D-SDF for HMDB0094749 (3-hydroxyoct-5-enoylglycine)

PDB for HMDB0094749 (3-hydroxyoct-5-enoylglycine)

3D PDB for HMDB0094749 (3-hydroxyoct-5-enoylglycine)

SMILES for HMDB0094749 (3-hydroxyoct-5-enoylglycine)

INCHI for HMDB0094749 (3-hydroxyoct-5-enoylglycine)

Structure for HMDB0094749 (3-hydroxyoct-5-enoylglycine)

3D Structure for HMDB0094749 (3-hydroxyoct-5-enoylglycine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra