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Showing metabocard for 4-Amino-3-hydroxybutyrate (HMDB0061877)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2014-10-08 15:56:25 UTC
Update Date2023-02-21 17:30:31 UTC
HMDB IDHMDB0061877
Secondary Accession Numbers
  • HMDB61877
Metabolite Identification
Common Name4-Amino-3-hydroxybutyrate
Description4-Amino-3-hydroxybutyrate, also known as GABOB or 3-hydroxy-gaba, belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. 4-Amino-3-hydroxybutyrate is a very strong basic compound (based on its pKa).
Structure
Data?1677000631
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0061877 (4-Amino-3-hydroxybutyrate)


  Mrv0541 09041212372D          

  8  7  0  0  0  0            999 V2000
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    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
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
M  END
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3D MOL for HMDB0061877 (4-Amino-3-hydroxybutyrate)

HMDB0061877
     RDKit          3D
4-Amino-3-hydroxybutyrate
 17 16  0  0  0  0  0  0  0  0999 V2000
   -1.6587    0.1709    1.3119 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5505   -0.4284    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3409    0.2215   -0.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445   -0.3623   -1.9365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547   -0.1103    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1113    0.4460   -0.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011    1.1322   -1.3917 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656    0.1857    0.3874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106    1.2159    1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070   -0.1560    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -0.3348   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3009   -1.5114    0.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5119    1.2929   -0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387   -1.0434   -2.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8963   -1.2377    0.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6907    0.2105    1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1986    0.3086    1.3919 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  8 17  1  0
M  END
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3D SDF for HMDB0061877 (4-Amino-3-hydroxybutyrate)


  Mrv0541 09041212372D          

  8  7  0  0  0  0            999 V2000
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    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
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061877

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)

> <INCHI_KEY>
YQGDEPYYFWUPGO-UHFFFAOYSA-N

> <FORMULA>
C4H9NO3

> <MOLECULAR_WEIGHT>
119.1192

> <EXACT_MASS>
119.058243159

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
11.255842195646839

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-amino-3-hydroxybutanoic acid

> <ALOGPS_LOGP>
-3.42

> <JCHEM_LOGP>
-3.8045974809340533

> <ALOGPS_LOGS>
0.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.931142104018985

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.099823572294161

> <JCHEM_PKA_STRONGEST_BASIC>
9.601306975772337

> <JCHEM_POLAR_SURFACE_AREA>
83.55

> <JCHEM_REFRACTIVITY>
26.665300000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.53e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gabob

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0061877 (4-Amino-3-hydroxybutyrate)

HMDB0061877
     RDKit          3D
4-Amino-3-hydroxybutyrate
 17 16  0  0  0  0  0  0  0  0999 V2000
   -1.6587    0.1709    1.3119 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5505   -0.4284    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3409    0.2215   -0.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445   -0.3623   -1.9365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547   -0.1103    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1113    0.4460   -0.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011    1.1322   -1.3917 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656    0.1857    0.3874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106    1.2159    1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070   -0.1560    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -0.3348   -0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3009   -1.5114    0.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5119    1.2929   -0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387   -1.0434   -2.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8963   -1.2377    0.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6907    0.2105    1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1986    0.3086    1.3919 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  8 17  1  0
M  END
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PDB for HMDB0061877 (4-Amino-3-hydroxybutyrate)

HEADER    PROTEIN                                 04-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    3    5                                                       
CONECT    3    1    2    6                                                  
CONECT    4    1    7    8                                                  
CONECT    5    2                                                            
CONECT    6    3                                                            
CONECT    7    4                                                            
CONECT    8    4                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0061877 (4-Amino-3-hydroxybutyrate)

COMPND    HMDB0061877
HETATM    1  N1  UNL     1      -1.659   0.171   1.312  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.550  -0.428   0.004  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.341   0.222  -0.676  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.244  -0.362  -1.936  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.855  -0.110   0.177  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.111   0.446  -0.343  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.201   1.132  -1.392  1.00  0.00           O  
HETATM    8  O3  UNL     1       3.266   0.186   0.387  1.00  0.00           O  
HETATM    9  H1  UNL     1      -1.711   1.216   1.187  1.00  0.00           H  
HETATM   10  H2  UNL     1      -2.507  -0.156   1.803  1.00  0.00           H  
HETATM   11  H3  UNL     1      -2.455  -0.335  -0.608  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.301  -1.511   0.166  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.512   1.293  -0.814  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.939  -1.043  -2.108  1.00  0.00           H  
HETATM   15  H7  UNL     1       0.896  -1.238   0.224  1.00  0.00           H  
HETATM   16  H8  UNL     1       0.691   0.211   1.226  1.00  0.00           H  
HETATM   17  H9  UNL     1       3.199   0.309   1.392  1.00  0.00           H  
CONECT    1    2    9   10
CONECT    2    3   11   12
CONECT    3    4    5   13
CONECT    4   14
CONECT    5    6   15   16
CONECT    6    7    7    8
CONECT    8   17
END
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SMILES for HMDB0061877 (4-Amino-3-hydroxybutyrate)

NCC(O)CC(O)=O
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INCHI for HMDB0061877 (4-Amino-3-hydroxybutyrate)

InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3-Hydroxy-gabaChEBI
4-Amino-3-hydroxybutanoic acidChEBI
4-Amino-3-hydroxybutyric acidChEBI
GABOBChEBI
gamma-Amino-beta-hydroxybutyric acidKegg
4-Amino-3-hydroxybutanoateGenerator
g-Amino-b-hydroxybutyrateGenerator
g-Amino-b-hydroxybutyric acidGenerator
gamma-Amino-beta-hydroxybutyrateGenerator
Γ-amino-β-hydroxybutyrateGenerator
Γ-amino-β-hydroxybutyric acidGenerator
4-Amino-3-hydroxybutyric acid, (R)-isomerHMDB
4-Amino-3-hydroxybutyric acid, (S)-isomerHMDB
4-Amino-3-hydroxybutyric acid, hydrochlorideHMDB
4-Amino-3-hydroxybutyric acid, ion (1-), (+-)-isomerHMDB
4-Amino-3-hydroxybutyric acid, (+-)-isomerHMDB
4-Amino-3-hydroxybutyric acid, (Z)-2-butenedioate salt (2:1), (+-)-isomerHMDB
4-Amino-3-hydroxybutyric acid, hydrobromide, magnesium saltHMDB
4-Amino-3-hydroxybutyric acid, (Z)-2-butenedioate salt (1:1), (+-)-isomerHMDB
4-Amino-3-hydroxybutyric acid, monosodium saltHMDB
4-Amino-3-hydroxybutyrateGenerator
Chemical FormulaC4H9NO3
Average Molecular Weight119.1192
Monoisotopic Molecular Weight119.058243159
IUPAC Name4-amino-3-hydroxybutanoic acid
Traditional Namegabob
CAS Registry NumberNot Available
SMILES
NCC(O)CC(O)=O
InChI Identifier
InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)
InChI KeyYQGDEPYYFWUPGO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGamma amino acids and derivatives
Alternative Parents
Substituents
  • Gamma amino acid or derivatives
  • Amino fatty acid
  • Beta-hydroxy acid
  • Short-chain hydroxy acid
  • Hydroxy fatty acid
  • Fatty acyl
  • Fatty acid
  • Hydroxy acid
  • 1,2-aminoalcohol
  • Amino acid
  • Secondary alcohol
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organooxygen compound
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility453 g/LALOGPS
logP-3.4ALOGPS
logP-3.8ChemAxon
logS0.58ALOGPS
pKa (Strongest Acidic)4.1ChemAxon
pKa (Strongest Basic)9.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.67 m³·mol⁻¹ChemAxon
Polarizability11.26 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+125.77931661259
DarkChem[M-H]-118.76631661259
DeepCCS[M+H]+133.45330932474
DeepCCS[M-H]-130.69130932474
DeepCCS[M-2H]-167.0430932474
DeepCCS[M+Na]+141.94730932474
AllCCS[M+H]+129.332859911
AllCCS[M+H-H2O]+125.132859911
AllCCS[M+NH4]+133.232859911
AllCCS[M+Na]+134.332859911
AllCCS[M-H]-123.532859911
AllCCS[M+Na-2H]-126.732859911
AllCCS[M+HCOO]-130.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Amino-3-hydroxybutyrateNCC(O)CC(O)=O2268.3Standard polar33892256
4-Amino-3-hydroxybutyrateNCC(O)CC(O)=O1283.4Standard non polar33892256
4-Amino-3-hydroxybutyrateNCC(O)CC(O)=O1317.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Amino-3-hydroxybutyrate,1TMS,isomer #1C[Si](C)(C)OC(CN)CC(=O)O1328.2Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,1TMS,isomer #2C[Si](C)(C)OC(=O)CC(O)CN1279.3Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,1TMS,isomer #3C[Si](C)(C)NCC(O)CC(=O)O1413.6Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,2TMS,isomer #1C[Si](C)(C)OC(=O)CC(CN)O[Si](C)(C)C1371.6Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,2TMS,isomer #2C[Si](C)(C)NCC(CC(=O)O)O[Si](C)(C)C1428.7Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,2TMS,isomer #3C[Si](C)(C)NCC(O)CC(=O)O[Si](C)(C)C1441.4Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,2TMS,isomer #4C[Si](C)(C)N(CC(O)CC(=O)O)[Si](C)(C)C1603.0Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,3TMS,isomer #1C[Si](C)(C)NCC(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1454.5Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,3TMS,isomer #1C[Si](C)(C)NCC(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1530.2Standard non polar33892256
4-Amino-3-hydroxybutyrate,3TMS,isomer #1C[Si](C)(C)NCC(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1559.0Standard polar33892256
4-Amino-3-hydroxybutyrate,3TMS,isomer #2C[Si](C)(C)OC(CC(=O)O)CN([Si](C)(C)C)[Si](C)(C)C1664.3Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,3TMS,isomer #2C[Si](C)(C)OC(CC(=O)O)CN([Si](C)(C)C)[Si](C)(C)C1612.0Standard non polar33892256
4-Amino-3-hydroxybutyrate,3TMS,isomer #2C[Si](C)(C)OC(CC(=O)O)CN([Si](C)(C)C)[Si](C)(C)C1716.2Standard polar33892256
4-Amino-3-hydroxybutyrate,3TMS,isomer #3C[Si](C)(C)OC(=O)CC(O)CN([Si](C)(C)C)[Si](C)(C)C1646.8Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,3TMS,isomer #3C[Si](C)(C)OC(=O)CC(O)CN([Si](C)(C)C)[Si](C)(C)C1593.2Standard non polar33892256
4-Amino-3-hydroxybutyrate,3TMS,isomer #3C[Si](C)(C)OC(=O)CC(O)CN([Si](C)(C)C)[Si](C)(C)C1685.4Standard polar33892256
4-Amino-3-hydroxybutyrate,4TMS,isomer #1C[Si](C)(C)OC(=O)CC(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1671.2Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,4TMS,isomer #1C[Si](C)(C)OC(=O)CC(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1663.3Standard non polar33892256
4-Amino-3-hydroxybutyrate,4TMS,isomer #1C[Si](C)(C)OC(=O)CC(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1554.1Standard polar33892256
4-Amino-3-hydroxybutyrate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(CN)CC(=O)O1584.2Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CC(O)CN1508.9Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCC(O)CC(=O)O1663.3Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(CN)O[Si](C)(C)C(C)(C)C1795.9Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(CC(=O)O)O[Si](C)(C)C(C)(C)C1894.8Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCC(O)CC(=O)O[Si](C)(C)C(C)(C)C1905.7Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CC(O)CC(=O)O)[Si](C)(C)C(C)(C)C2035.2Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2093.7Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2121.0Standard non polar33892256
4-Amino-3-hydroxybutyrate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1974.7Standard polar33892256
4-Amino-3-hydroxybutyrate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(CC(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2273.3Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(CC(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2191.9Standard non polar33892256
4-Amino-3-hydroxybutyrate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(CC(=O)O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2046.1Standard polar33892256
4-Amino-3-hydroxybutyrate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2268.8Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2201.6Standard non polar33892256
4-Amino-3-hydroxybutyrate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CC(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2027.6Standard polar33892256
4-Amino-3-hydroxybutyrate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2496.9Semi standard non polar33892256
4-Amino-3-hydroxybutyrate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2417.1Standard non polar33892256
4-Amino-3-hydroxybutyrate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2059.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 4-Amino-3-hydroxybutyrate GC-MS (2 TMS)splash10-0gc0-3900000000-9cc86eb659b86137f7522014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 4-Amino-3-hydroxybutyrate GC-MS (3 TMS)splash10-0udi-1900000000-7582cd858cd29351eec02014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 4-Amino-3-hydroxybutyrate GC-MS (4 TMS)splash10-00di-1900000000-e65dfe757be99e6af5a52014-06-16HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Amino-3-hydroxybutyrate GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-d244bd7a0667f2116af22017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Amino-3-hydroxybutyrate GC-MS (2 TMS) - 70eV, Positivesplash10-0089-9510000000-ea50c3b5e322fa013f152017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Amino-3-hydroxybutyrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 30V, Positive-QTOFsplash10-0a4i-9000000000-694a4e3e94e98b653e032021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 40V, Positive-QTOFsplash10-0a4l-9000000000-0b97113fb28dad6fcca12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 10V, Negative-QTOFsplash10-0aor-8900000000-210534e0f1abef80ea602021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 10V, Positive-QTOFsplash10-0a59-9000000000-018f9718dd1a10f1bcb82021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 0V, Positive-QTOFsplash10-00e9-5900000000-fcc84060fa778178f43c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 20V, Negative-QTOFsplash10-0zfr-4900000000-33f3ea890d7f3cad7e752021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 30V, Positive-QTOFsplash10-0a4l-9000000000-7bca48764879cce4e7312021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 0V, Positive-QTOFsplash10-00e9-4900000000-d73828580d355b38c6492021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 20V, Positive-QTOFsplash10-0a59-9000000000-3736aff5fbfd05a41deb2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 10V, Positive-QTOFsplash10-001i-9300000000-8386a8e919e6fb29bce42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 10V, Positive-QTOFsplash10-001i-9200000000-fbfe1b8fc179977abb1a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 30V, Positive-QTOFsplash10-0a4i-9000000000-dbb705dc07eb98bea8802021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 10V, Positive-QTOFsplash10-0ue9-5900000000-6f3470f49fa5cabed4092016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 20V, Positive-QTOFsplash10-0uei-9400000000-81eb7b6a1dea090911412016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 40V, Positive-QTOFsplash10-0a4i-9000000000-c7d361f53a17aaba43ea2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 10V, Negative-QTOFsplash10-014i-6900000000-72b4d38f36868298f93a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 20V, Negative-QTOFsplash10-0l70-9300000000-727ca3fdee9e2c6fea382016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 40V, Negative-QTOFsplash10-0a4i-9000000000-da92772dcb6fdac800fb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 10V, Negative-QTOFsplash10-014i-0900000000-f14117a414a9b470fff62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 20V, Negative-QTOFsplash10-0kai-9100000000-8a6757893c3fda1defd12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 40V, Negative-QTOFsplash10-0006-9000000000-5d09b78b0fbdb29da3ca2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 10V, Positive-QTOFsplash10-00di-9700000000-88cdf1fc73c4fd2b21792021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 20V, Positive-QTOFsplash10-0ab9-9000000000-0c4ae30295651cea5f142021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Amino-3-hydroxybutyrate 40V, Positive-QTOFsplash10-0a4l-9000000000-ba66936094b32bee0ca42021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected and Quantified0.0410 +/- 0.110 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
 details
SalivaDetected and Quantified0.205 +/- 0.259 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC03678
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound2149
PDB IDNot Available
ChEBI ID16080
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Nehlig A, Lehr PR, Gayet J: Utilization of 3-hydroxybutyrate by chick cerebral hemispheres during postnatal maturation. Comp Biochem Physiol B. 1978;61(1):59-64. [PubMed:318363 ]
  2. Palaiologos G, Felig P: Effects of ketone bodies on amino acid metabolism in isolated rat diaphragm. Biochem J. 1976 Mar 15;154(3):709-16. [PubMed:942392 ]
  3. Turner JM, Willetts AJ: Amino ketone formation and aminopropanol-dehydrogenase activity in rat-liver preparations. Biochem J. 1967 Feb;102(2):511-9. [PubMed:6029609 ]
  4. Patel TB, Clark JB: Lipogenesis in the brain of suckling rats. Studies on the mechansim of mitochondrial-cytosolic carbon transfer. Biochem J. 1980 Apr 15;188(1):163-8. [PubMed:7406877 ]
  5. Linares A, Caamano GJ, Diaz R, Gonzalez FJ, Garcia-Peregrin E: Utilization of ketone bodies by chick brain and spinal cord during embryonic and postnatal development. Neurochem Res. 1993 Oct;18(10):1107-12. [PubMed:8255360 ]
  6. Nitschke M, Schmack G, Janke A, Simon F, Pleul D, Werner C: Low pressure plasma treatment of poly(3-hydroxybutyrate): toward tailored polymer surfaces for tissue engineering scaffolds. J Biomed Mater Res. 2002 Mar 15;59(4):632-8. [PubMed:11774324 ]
  7. Vinogradov E, Nossova L, Korenevsky A, Beveridge TJ: The structure of the capsular polysaccharide of Shewanella oneidensis strain MR-4. Carbohydr Res. 2005 Jul 25;340(10):1750-3. [PubMed:15936738 ]
  8. UniProt Q44022 : 3-isopropylmalate dehydratase small subunit [Link]
  9. UniProt Q44023 : 3-isopropylmalate dehydratase large subunit [Link]