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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:15:21 UTC

HMDB ID

HMDB0000965

Secondary Accession Numbers

HMDB00965

Metabolite Identification

Common Name

Hypotaurine

Description

Hypotaurine 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

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Aminoethanesulfinic acid	ChEBI
2-Aminoethanesulfinate	Generator
2-Aminoethanesulphinate	Generator
2-Aminoethanesulphinic acid	Generator
2-Amino-ethanesulfinate	HMDB
2-Amino-ethanesulfinic acid	HMDB
2-Aminoethylsulfinate	HMDB
2-Aminoethylsulfinic acid	HMDB
Cystaminesulfinate	HMDB
Cystaminesulfinic acid	HMDB

Chemical Formula

C₂H₇NO₂S

Average Molecular Weight

109.147

Monoisotopic Molecular Weight

109.019749163

IUPAC Name

2-aminoethane-1-sulfinic acid

Traditional Name

hypotaurine

CAS Registry Number

300-84-5

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

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).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Sulfinic acids and derivatives

Sub Class

Sulfinic acids

Direct Parent

Sulfinic 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 Framework

Aliphatic acyclic compounds

External Descriptors

aminosulfinic acid (CHEBI:16668 )

Ontology

Not Available

Physical Properties

State

Solid

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	133.1	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002069

Predicted Molecular Properties

Property	Value	Source
Water Solubility	38.8 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-2.7	ChemAxon
logS	-0.45	ALOGPS
pKa (Strongest Acidic)	1.68	ChemAxon
pKa (Strongest Basic)	9.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	23.16 m³·mol⁻¹	ChemAxon
Polarizability	10.16 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	118.359	31661259
DarkChem	[M-H]-	112.256	31661259
AllCCS	[M+H]+	126.534	32859911
AllCCS	[M-H]-	129.482	32859911
DeepCCS	[M+H]+	132.813	30932474
DeepCCS	[M-H]-	130.145	30932474
DeepCCS	[M-2H]-	166.508	30932474
DeepCCS	[M+Na]+	140.925	30932474
AllCCS	[M+H]+	126.5	32859911
AllCCS	[M+H-H2O]+	122.3	32859911
AllCCS	[M+NH4]+	130.5	32859911
AllCCS	[M+Na]+	131.6	32859911
AllCCS	[M-H]-	129.5	32859911
AllCCS	[M+Na-2H]-	134.2	32859911
AllCCS	[M+HCOO]-	139.3	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.	1.2 minutes	32390414
Predicted by Siyang on May 30, 2022	8.4843 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.73 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	358.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	453.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	326.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	56.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	226.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	94.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	256.1 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	222.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	844.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	550.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	35.5 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	610.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	212.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	306.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	718.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	505.4 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	349.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hypotaurine	NCCS(O)=O	2008.4	Standard polar	33892256
Hypotaurine	NCCS(O)=O	1057.9	Standard non polar	33892256
Hypotaurine	NCCS(O)=O	1091.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hypotaurine,1TMS,isomer #1	C[Si](C)(C)OS(=O)CCN	1209.8	Semi standard non polar	33892256
Hypotaurine,1TMS,isomer #1	C[Si](C)(C)OS(=O)CCN	1330.2	Standard non polar	33892256
Hypotaurine,1TMS,isomer #1	C[Si](C)(C)OS(=O)CCN	1878.9	Standard polar	33892256
Hypotaurine,1TMS,isomer #2	C[Si](C)(C)NCCS(=O)O	1322.5	Semi standard non polar	33892256
Hypotaurine,1TMS,isomer #2	C[Si](C)(C)NCCS(=O)O	1393.6	Standard non polar	33892256
Hypotaurine,1TMS,isomer #2	C[Si](C)(C)NCCS(=O)O	1977.0	Standard polar	33892256
Hypotaurine,2TMS,isomer #1	C[Si](C)(C)NCCS(=O)O[Si](C)(C)C	1359.8	Semi standard non polar	33892256
Hypotaurine,2TMS,isomer #1	C[Si](C)(C)NCCS(=O)O[Si](C)(C)C	1590.1	Standard non polar	33892256
Hypotaurine,2TMS,isomer #1	C[Si](C)(C)NCCS(=O)O[Si](C)(C)C	1495.3	Standard polar	33892256
Hypotaurine,2TMS,isomer #2	C[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C	1515.5	Semi standard non polar	33892256
Hypotaurine,2TMS,isomer #2	C[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C	1688.9	Standard non polar	33892256
Hypotaurine,2TMS,isomer #2	C[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C	1812.3	Standard polar	33892256
Hypotaurine,3TMS,isomer #1	C[Si](C)(C)OS(=O)CCN([Si](C)(C)C)[Si](C)(C)C	1558.5	Semi standard non polar	33892256
Hypotaurine,3TMS,isomer #1	C[Si](C)(C)OS(=O)CCN([Si](C)(C)C)[Si](C)(C)C	1809.8	Standard non polar	33892256
Hypotaurine,3TMS,isomer #1	C[Si](C)(C)OS(=O)CCN([Si](C)(C)C)[Si](C)(C)C	1513.7	Standard polar	33892256
Hypotaurine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)CCN	1425.6	Semi standard non polar	33892256
Hypotaurine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)CCN	1628.1	Standard non polar	33892256
Hypotaurine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)CCN	1958.6	Standard polar	33892256
Hypotaurine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCS(=O)O	1563.3	Semi standard non polar	33892256
Hypotaurine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCS(=O)O	1698.3	Standard non polar	33892256
Hypotaurine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCS(=O)O	2030.7	Standard polar	33892256
Hypotaurine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCS(=O)O[Si](C)(C)C(C)(C)C	1791.1	Semi standard non polar	33892256
Hypotaurine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCS(=O)O[Si](C)(C)C(C)(C)C	2135.9	Standard non polar	33892256
Hypotaurine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCS(=O)O[Si](C)(C)C(C)(C)C	1738.4	Standard polar	33892256
Hypotaurine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C(C)(C)C	1945.0	Semi standard non polar	33892256
Hypotaurine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C(C)(C)C	2172.9	Standard non polar	33892256
Hypotaurine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCS(=O)O)[Si](C)(C)C(C)(C)C	1915.8	Standard polar	33892256
Hypotaurine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2202.8	Semi standard non polar	33892256
Hypotaurine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2524.2	Standard non polar	33892256
Hypotaurine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1873.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Hypotaurine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-0udr-0900000000-6d1ec3a7649c0e7a704b	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hypotaurine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0f79-0900000000-468e3da761e4d86223b1	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hypotaurine GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-0fki-5900000000-0569fb6d8502d22d2b7e	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hypotaurine GC-MS (3 TMS)	splash10-0f79-0900000000-457c0f4ff1563d09a208	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hypotaurine EI-B (Non-derivatized)	splash10-0f79-0900000000-31e0a7f3a4c3fd20ce3c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hypotaurine GC-EI-TOF (Non-derivatized)	splash10-0udr-0900000000-6d1ec3a7649c0e7a704b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hypotaurine GC-EI-TOF (Non-derivatized)	splash10-0f79-0900000000-468e3da761e4d86223b1	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hypotaurine GC-EI-TOF (Non-derivatized)	splash10-0fki-5900000000-0569fb6d8502d22d2b7e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hypotaurine GC-MS (Non-derivatized)	splash10-0f79-0900000000-457c0f4ff1563d09a208	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hypotaurine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000x-9000000000-ebfa02ce7482006f53d1	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hypotaurine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-01ox-9800000000-f121cbb956b42fc5e20e	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-014i-9300000000-eec8c8d22a33d4e8da3b	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-014i-9200000000-f461253126e9b74c7d80	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-03di-0940100000-886905799c16b4d25a5f	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-0006-9000000000-a34ee572b02492eaefef	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-0006-9000000000-ff53f17dcba5f9b8c507	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-0a4i-0900000000-a3ccc18b5af8fddfdffa	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-004i-0920000000-9c1032a24816a6221477	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-0006-9000000000-6354cd263d6d293f1d61	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-0a4i-0900000000-45a36787ef1f00274735	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOF	splash10-004i-0900000000-318c8a0e0325b2e98a06	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF	splash10-0a4i-2900000000-123846d2dc8e7cf97137	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF	splash10-03di-9000000000-6b0caea8d77740b01ec0	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF	splash10-03di-9000000000-a5ce3fbe0fd14222c3c8	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOF	splash10-03di-9000000000-32fdc560d98f6fd6be25	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOF	splash10-03di-9000000000-5d74861c832bbb4f97fc	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-03di-6900000000-26d55a4c69512ce8ae79	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOF	splash10-014i-9100000000-8fec2539fc653f7bc4d7	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOF	splash10-014i-9000000000-6efe1a9b61e6af3e4d54	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOF	splash10-014i-9000000000-519623b6e74aa699cb3b	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOF	splash10-014i-9000000000-6f298f33310e539b113f	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-03di-0900000000-6f2416e3d3c5aa1f0fff	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hypotaurine LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-03di-9300000000-85302e310b341400f079	2012-08-31	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hypotaurine 10V, Positive-QTOF	splash10-03dl-6900000000-b26fa2070e91be8f8792	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hypotaurine 20V, Positive-QTOF	splash10-0006-9200000000-2252807899b1b8ebfc8e	2016-09-14	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Feces
Saliva
Urine

Tissue Locations

Fibroblasts
Placenta
Prostate
Semen

Pathways

Name	SMPDB/PathBank	KEGG
Taurine and Hypotaurine Metabolism

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27065191	details
Saliva	Detected and Quantified	0.240 +/- 0.461 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.614 +/- 0.660 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.842 +/- 1.41 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Urine	Detected and Quantified	0.65 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	19309105	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Bladder cancer	28157703	details

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

FDB022342

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16668

Food Biomarker Ontology

Not Available

VMH ID

HYPTAUR

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Owen, 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

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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 dioxide	details

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 dioxide	details

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 dioxide	details

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 → Hypotaurine	details

Showing metabocard for Hypotaurine (HMDB0000965)

MOL for HMDB0000965 (Hypotaurine)

3D MOL for HMDB0000965 (Hypotaurine)

3D SDF for HMDB0000965 (Hypotaurine)

3D-SDF for HMDB0000965 (Hypotaurine)

PDB for HMDB0000965 (Hypotaurine)

3D PDB for HMDB0000965 (Hypotaurine)

SMILES for HMDB0000965 (Hypotaurine)

INCHI for HMDB0000965 (Hypotaurine)

Structure for HMDB0000965 (Hypotaurine)

3D Structure for HMDB0000965 (Hypotaurine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions