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Showing metabocard for Hypotaurine (HMDB0000965)

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enzymes (4) Show 4 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:21 UTC
HMDB IDHMDB0000965
Secondary Accession Numbers
  • HMDB00965
Metabolite Identification
Common NameHypotaurine
DescriptionHypotaurine belongs to the class of organic compounds known as sulfinic acids. Sulfinic acids are compounds containing a sulfinic acid functional group, with the general structure RS(=O)OH (R = organyl, not H). Hypotaurine exists in all living species, ranging from bacteria to humans. Within humans, hypotaurine participates in a number of enzymatic reactions. In particular, hypotaurine can be biosynthesized from cysteamine; which is catalyzed by the enzyme 2-aminoethanethiol dioxygenase. In addition, hypotaurine can be biosynthesized from 3-sulfinoalanine through its interaction with the enzyme cysteine sulfinic acid decarboxylase. In humans, hypotaurine is involved in taurine and hypotaurine metabolism.
Structure
Data?1676999721
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000965 (Hypotaurine)


  Mrv1652305271900162D          

  6  5  0  0  0  0            999 V2000
   -0.1178   -0.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    0.0684    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8324    0.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189   -0.3383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853    0.8969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5506   -0.3459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  2  0  0  0  0
  3  6  1  0  0  0  0
M  END
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3D MOL for HMDB0000965 (Hypotaurine)

HMDB0000965
     RDKit          3D
Hypotaurine
 13 12  0  0  0  0  0  0  0  0999 V2000
    2.0357    0.5711   -0.1955 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6714    0.4410   -0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203   -0.5709    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7028   -0.8541   -0.3195 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.3422   -1.7942    0.7017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5369    0.6289   -0.2344 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700    1.0418   -0.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923   -0.3977    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2001    1.4516   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6529    0.1569   -1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0534   -0.0924    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5780   -1.4932    0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446    0.9111    0.7117 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  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  6 13  1  0
M  END
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3D SDF for HMDB0000965 (Hypotaurine)


  Mrv1652305271900162D          

  6  5  0  0  0  0            999 V2000
   -0.1178   -0.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    0.0684    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8324    0.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189   -0.3383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5853    0.8969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5506   -0.3459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  2  0  0  0  0
  3  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000965

> <DATABASE_NAME>
hmdb

> <SMILES>
NCCS(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H7NO2S/c3-1-2-6(4)5/h1-3H2,(H,4,5)

> <INCHI_KEY>
VVIUBCNYACGLLV-UHFFFAOYSA-N

> <FORMULA>
C2H7NO2S

> <MOLECULAR_WEIGHT>
109.147

> <EXACT_MASS>
109.019749163

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
10.155904259627393

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-aminoethane-1-sulfinic acid

> <ALOGPS_LOGP>
-1.19

> <JCHEM_LOGP>
-2.7011833506339884

> <ALOGPS_LOGS>
-0.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6837092025855522

> <JCHEM_PKA_STRONGEST_BASIC>
9.639469196544843

> <JCHEM_POLAR_SURFACE_AREA>
63.31999999999999

> <JCHEM_REFRACTIVITY>
23.162200000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.88e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hypotaurine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0000965 (Hypotaurine)

HMDB0000965
     RDKit          3D
Hypotaurine
 13 12  0  0  0  0  0  0  0  0999 V2000
    2.0357    0.5711   -0.1955 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6714    0.4410   -0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203   -0.5709    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7028   -0.8541   -0.3195 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.3422   -1.7942    0.7017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5369    0.6289   -0.2344 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700    1.0418   -0.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923   -0.3977    0.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2001    1.4516   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6529    0.1569   -1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0534   -0.0924    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5780   -1.4932    0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446    0.9111    0.7117 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  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  6 13  1  0
M  END
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PDB for HMDB0000965 (Hypotaurine)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -0.220  -0.646   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       1.114   0.128   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      -1.554   0.121   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.462  -0.631   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       1.093   1.674   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -2.894  -0.646   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    4    5                                                  
CONECT    3    1    6                                                       
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    3                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0000965 (Hypotaurine)

COMPND    HMDB0000965
HETATM    1  N1  UNL     1       2.036   0.571  -0.195  1.00  0.00           N  
HETATM    2  C1  UNL     1       0.671   0.441  -0.723  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.020  -0.571   0.179  1.00  0.00           C  
HETATM    4  S1  UNL     1      -1.703  -0.854  -0.319  1.00  0.00           S  
HETATM    5  O1  UNL     1      -2.342  -1.794   0.702  1.00  0.00           O  
HETATM    6  O2  UNL     1      -2.537   0.629  -0.234  1.00  0.00           O  
HETATM    7  H1  UNL     1       2.670   1.042  -0.857  1.00  0.00           H  
HETATM    8  H2  UNL     1       2.392  -0.398   0.045  1.00  0.00           H  
HETATM    9  H3  UNL     1       0.200   1.452  -0.576  1.00  0.00           H  
HETATM   10  H4  UNL     1       0.653   0.157  -1.774  1.00  0.00           H  
HETATM   11  H5  UNL     1      -0.053  -0.092   1.200  1.00  0.00           H  
HETATM   12  H6  UNL     1       0.578  -1.493   0.226  1.00  0.00           H  
HETATM   13  H7  UNL     1      -2.545   0.911   0.712  1.00  0.00           H  
CONECT    1    2    7    8
CONECT    2    3    9   10
CONECT    3    4   11   12
CONECT    4    5    5    6
CONECT    6   13
END
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SMILES for HMDB0000965 (Hypotaurine)

NCCS(O)=O
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INCHI for HMDB0000965 (Hypotaurine)

InChI=1S/C2H7NO2S/c3-1-2-6(4)5/h1-3H2,(H,4,5)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-Aminoethanesulfinic acidChEBI
2-AminoethanesulfinateGenerator
2-AminoethanesulphinateGenerator
2-Aminoethanesulphinic acidGenerator
2-Amino-ethanesulfinateHMDB
2-Amino-ethanesulfinic acidHMDB
2-AminoethylsulfinateHMDB
2-Aminoethylsulfinic acidHMDB
CystaminesulfinateHMDB
Cystaminesulfinic acidHMDB
Chemical FormulaC2H7NO2S
Average Molecular Weight109.147
Monoisotopic Molecular Weight109.019749163
IUPAC Name2-aminoethane-1-sulfinic acid
Traditional Namehypotaurine
CAS Registry Number300-84-5
SMILES
NCCS(O)=O
InChI Identifier
InChI=1S/C2H7NO2S/c3-1-2-6(4)5/h1-3H2,(H,4,5)
InChI KeyVVIUBCNYACGLLV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sulfinic acids. Sulfinic acids are compounds containing a sulfinic acid functional group, with the general structure RS(=O)OH (R = organyl, not H).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassSulfinic acids and derivatives
Sub ClassSulfinic acids
Direct ParentSulfinic acids
Alternative Parents
Substituents
  • Sulfinic acid
  • Alkanesulfinic acid
  • Alkanesulfinic acid or derivatives
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organosulfur compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available133.1http://allccs.zhulab.cn/database/detail?ID=AllCCS00002069
Predicted Molecular Properties
PropertyValueSource
Water Solubility38.8 g/LALOGPS
logP-1.2ALOGPS
logP-2.7ChemAxon
logS-0.45ALOGPS
pKa (Strongest Acidic)1.68ChemAxon
pKa (Strongest Basic)9.64ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity23.16 m³·mol⁻¹ChemAxon
Polarizability10.16 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]+118.35931661259
DarkChem[M-H]-112.25631661259
AllCCS[M+H]+126.53432859911
AllCCS[M-H]-129.48232859911
DeepCCS[M+H]+132.81330932474
DeepCCS[M-H]-130.14530932474
DeepCCS[M-2H]-166.50830932474
DeepCCS[M+Na]+140.92530932474
AllCCS[M+H]+126.532859911
AllCCS[M+H-H2O]+122.332859911
AllCCS[M+NH4]+130.532859911
AllCCS[M+Na]+131.632859911
AllCCS[M-H]-129.532859911
AllCCS[M+Na-2H]-134.232859911
AllCCS[M+HCOO]-139.332859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.1.2 minutes32390414
Predicted by Siyang on May 30, 20228.4843 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20226.73 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid358.8 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid453.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid326.6 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid56.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid226.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid94.6 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid256.1 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid222.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)844.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid550.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid35.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid610.8 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid212.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid306.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate718.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA505.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water349.4 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
HypotaurineNCCS(O)=O2008.4Standard polar33892256
HypotaurineNCCS(O)=O1057.9Standard non polar33892256
HypotaurineNCCS(O)=O1091.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Hypotaurine,1TMS,isomer #1C[Si](C)(C)OS(=O)CCN1209.8Semi standard non polar33892256
Hypotaurine,1TMS,isomer #1C[Si](C)(C)OS(=O)CCN1330.2Standard non polar33892256
Hypotaurine,1TMS,isomer #1C[Si](C)(C)OS(=O)CCN1878.9Standard polar33892256
Hypotaurine,1TMS,isomer #2C[Si](C)(C)NCCS(=O)O1322.5Semi standard non polar33892256
Hypotaurine,1TMS,isomer #2C[Si](C)(C)NCCS(=O)O1393.6Standard non polar33892256
Hypotaurine,1TMS,isomer #2C[Si](C)(C)NCCS(=O)O1977.0Standard polar33892256
Hypotaurine,2TMS,isomer #1C[Si](C)(C)NCCS(=O)O[Si](C)(C)C1359.8Semi standard non polar33892256
Hypotaurine,2TMS,isomer #1C[Si](C)(C)NCCS(=O)O[Si](C)(C)C1590.1Standard non polar33892256
Hypotaurine,2TMS,isomer #1C[Si](C)(C)NCCS(=O)O[Si](C)(C)C1495.3Standard polar33892256
Hypotaurine,2TMS,isomer #2C[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C1515.5Semi standard non polar33892256
Hypotaurine,2TMS,isomer #2C[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C1688.9Standard non polar33892256
Hypotaurine,2TMS,isomer #2C[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C1812.3Standard polar33892256
Hypotaurine,3TMS,isomer #1C[Si](C)(C)OS(=O)CCN([Si](C)(C)C)[Si](C)(C)C1558.5Semi standard non polar33892256
Hypotaurine,3TMS,isomer #1C[Si](C)(C)OS(=O)CCN([Si](C)(C)C)[Si](C)(C)C1809.8Standard non polar33892256
Hypotaurine,3TMS,isomer #1C[Si](C)(C)OS(=O)CCN([Si](C)(C)C)[Si](C)(C)C1513.7Standard polar33892256
Hypotaurine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)CCN1425.6Semi standard non polar33892256
Hypotaurine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)CCN1628.1Standard non polar33892256
Hypotaurine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)CCN1958.6Standard polar33892256
Hypotaurine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCS(=O)O1563.3Semi standard non polar33892256
Hypotaurine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCS(=O)O1698.3Standard non polar33892256
Hypotaurine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCS(=O)O2030.7Standard polar33892256
Hypotaurine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCS(=O)O[Si](C)(C)C(C)(C)C1791.1Semi standard non polar33892256
Hypotaurine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCS(=O)O[Si](C)(C)C(C)(C)C2135.9Standard non polar33892256
Hypotaurine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCS(=O)O[Si](C)(C)C(C)(C)C1738.4Standard polar33892256
Hypotaurine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C(C)(C)C1945.0Semi standard non polar33892256
Hypotaurine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C(C)(C)C2172.9Standard non polar33892256
Hypotaurine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C(C)(C)C1915.8Standard polar33892256
Hypotaurine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2202.8Semi standard non polar33892256
Hypotaurine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2524.2Standard non polar33892256
Hypotaurine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OS(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1873.8Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Fibroblasts
  • Placenta
  • Prostate
  • Semen
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
SalivaDetected and Quantified0.240 +/- 0.461 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
 details
SalivaDetected and Quantified0.614 +/- 0.660 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
 details
SalivaDetected and Quantified0.842 +/- 1.41 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
 details
UrineDetected and Quantified0.65 umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022342
KNApSAcK IDNot Available
Chemspider ID96959
KEGG Compound IDC00519
BioCyc IDHYPOTAURINE
BiGG ID35230
Wikipedia LinkHypotaurine
METLIN ID281
PubChem Compound107812
PDB IDNot Available
ChEBI ID16668
Food Biomarker OntologyNot Available
VMH IDHYPTAUR
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceOwen, Terence C.; Wilbraham, A. C. Convenient preparation and characterization of hypotaurine. Journal of the Chemical Society (1965), (Jan.), 826-7.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. Dominy J, Eller S, Dawson R Jr: Building biosynthetic schools: reviewing compartmentation of CNS taurine synthesis. Neurochem Res. 2004 Jan;29(1):97-103. [PubMed:14992267 ]
  3. Fontana M, Pecci L, Dupre S, Cavallini D: Antioxidant properties of sulfinates: protective effect of hypotaurine on peroxynitrite-dependent damage. Neurochem Res. 2004 Jan;29(1):111-6. [PubMed:14992269 ]
  4. Pitari G, Dupre S, Spirito A, Antonini G, Amicarelli F: Hypotaurine protection on cell damage by singlet oxygen. Adv Exp Med Biol. 2000;483:157-62. [PubMed:11787593 ]
  5. Grafe F, Wohlrab W, Neubert RH, Brandsch M: Functional characterization of sodium- and chloride-dependent taurine transport in human keratinocytes. Eur J Pharm Biopharm. 2004 Mar;57(2):337-41. [PubMed:15018993 ]
  6. Krieg RC, Uihlein D, Murthum T, Endlicher E, Hausmann F, Messmann H, Knuechel R: Improving the use of 5-aminolevulinic acid (ALA)-induced protoporphyrin IX (PPIX) for the gastrointestinal tract by esterification--an in vitro study. Cell Mol Biol (Noisy-le-grand). 2002 Dec;48(8):917-23. [PubMed:12699251 ]
  7. Guerin P, Menezo Y: Hypotaurine and taurine in gamete and embryo environments: de novo synthesis via the cysteine sulfinic acid pathway in oviduct cells. Zygote. 1995 Nov;3(4):333-43. [PubMed:8730898 ]
  8. Masuoka N, Yao K, Kinuta M, Ohta J, Wakimoto M, Ubuka T: High-performance liquid chromatographic determination of taurine and hypotaurine using 3,5-dinitrobenzoyl chloride as derivatizing reagent. J Chromatogr B Biomed Appl. 1994 Oct 3;660(1):31-5. [PubMed:7858721 ]
  9. Guerin P, Guillaud J, Menezo Y: Hypotaurine in spermatozoa and genital secretions and its production by oviduct epithelial cells in vitro. Hum Reprod. 1995 Apr;10(4):866-72. [PubMed:7650134 ]
  10. Holmes RP, Goodman HO, Shihabi ZK, Jarow JP: The taurine and hypotaurine content of human semen. J Androl. 1992 May-Jun;13(3):289-92. [PubMed:1601750 ]
  11. Mahadevan MM, Trounson AO: Removal of the cumulus oophorus from the human oocyte for in vitro fertilization. Fertil Steril. 1985 Feb;43(2):263-7. [PubMed:3967784 ]
  12. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details
1. Glutamate decarboxylase 2
General function:
Involved in carboxy-lyase activity
Specific function:
Catalyzes the production of GABA.
Gene Name:
GAD2
Uniprot ID:
Q05329
Molecular weight:
65410.77
Reactions
3-Sulfinoalanine → Hypotaurine + Carbon dioxidedetails
Enzyme Details
2. Glutamate decarboxylase 1
General function:
Involved in carboxy-lyase activity
Specific function:
Catalyzes the production of GABA.
Gene Name:
GAD1
Uniprot ID:
Q99259
Molecular weight:
66896.065
Reactions
3-Sulfinoalanine → Hypotaurine + Carbon dioxidedetails
Enzyme Details
3. Cysteine sulfinic acid decarboxylase
General function:
Involved in carboxy-lyase activity
Specific function:
Not Available
Gene Name:
CSAD
Uniprot ID:
Q9Y600
Molecular weight:
55022.79
Reactions
3-Sulfinoalanine → Hypotaurine + CO(2)details
3-Sulfinoalanine → Hypotaurine + Carbon dioxidedetails
Enzyme Details
4. 2-aminoethanethiol dioxygenase
General function:
Involved in cysteamine dioxygenase activity
Specific function:
Not Available
Gene Name:
ADO
Uniprot ID:
Q96SZ5
Molecular weight:
29750.535
Reactions
Cysteamine + Oxygen → Hypotaurinedetails