MiMeDB: Showing metabocard for Hypotaurine (MMDBc0029521)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:25:47 UTC

Update Date

2024-10-17 17:59:17 UTC

Metabolite ID

MMDBc0029521

Metabolite Identification

Common Name

Hypotaurine

Description

Hypotaurine is a product of enzyme cysteamine dioxygenase [EC 1.13.11.19] in taurine and hypotaurine metabolism pathway (KEGG). It may function as an antioxidant and a protective agent under physiological conditions (PMID 14992269 ).

Structure

MOL SDF PDB SMILES InChI

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

Molecular Formula

C₂H₇NO₂S

Average Mass

109.147

Monoisotopic Mass

109.019749163

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

300-84-5

SMILES

Not Available

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 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces
Fibroblasts
Placenta
Prostate
Saliva
Semen
Urine

Tissue Locations

Fibroblasts
Placenta
Prostate
Semen

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192341	Glutamate decarboxylase 2	Enzyme	Q05329	Homo sapiens
MMDBp0192342	Glutamate decarboxylase 1	Enzyme	Q99259	Homo sapiens
MMDBp0192554	Cysteine sulfinic acid decarboxylase	Enzyme	Q9Y600	Homo sapiens
MMDBp0195434	2-aminoethanethiol dioxygenase	Unknown	Q96SZ5	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000081	3-Sulfinoalanine	Hypotaurine	cysteine sulfinic acid decarboxylase	VMH	30371894
MMDBr0001491	Hypotaurine	Taurine	Not Available	VMH	15189131
MMDBr0002526	Hypotaurine	Taurine	Not Available	VMH	13979247 16680556 7295801
MMDBr0002587	Cysteamine	Hypotaurine	2-aminoethanethiol (cysteamine) dioxygenase	VMH	17153586 17581819 3657558
MMDBr0005489	Hypotaurine	Taurine	Not Available	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	3	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown
Bacteria	nah	1
Archaea/Archaea	Euryarchaeota	1
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Activity	Data Source	Reference
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Urine	Detected and Quantified	0.65		umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	19309105
Human Saliva	Detected and Quantified	0.240	0.461	uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.614	0.660	uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.842	1.41	uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Fibroblasts	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Semen	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	27065191

External Links

HMDB ID

HMDB0000965

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

References

Synthesis Reference

Not Available

General References

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. doi: 10.1016/s0015-0282(16)48383-4. [PubMed:3967784 ]
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. doi: 10.1093/oxfordjournals.humrep.a136052. [PubMed:7650134 ]
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. doi: 10.1016/0378-4347(94)00269-x. [PubMed:7858721 ]
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. doi: 10.1017/s0967199400002768. [PubMed:8730898 ]
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. doi: 10.1007/0-306-46838-7_16. [PubMed:11787593 ]
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 ]
Dominy J, Eller S, Dawson R Jr: Building biosynthetic schools: reviewing compartmentation of CNS taurine synthesis. Neurochem Res. 2004 Jan;29(1):97-103. doi: 10.1023/b:nere.0000010437.81860.d5. [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. doi: 10.1023/b:nere.0000010439.99991.cf. [PubMed:14992269 ]
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. doi: 10.1016/j.ejpb.2003.10.010. [PubMed:15018993 ]
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 ]
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 ]

Showing metabocard for Hypotaurine (MMDBc0029521)

MOL for #<Metabolite:0x00007fdb44cb13e0>

3D MOL for #<Metabolite:0x00007fdb44cb13e0>

3D SDF for #<Metabolite:0x00007fdb44cb13e0>

3D-SDF for #<Metabolite:0x00007fdb44cb13e0>

PDB for #<Metabolite:0x00007fdb44cb13e0>

3D PDB for #<Metabolite:0x00007fdb44cb13e0>

SMILES for #<Metabolite:0x00007fdb44cb13e0>

INCHI for #<Metabolite:0x00007fdb44cb13e0>

Structure for #<Metabolite:0x00007fdb44cb13e0>

3D Structure for #<Metabolite:0x00007fdb44cb13e0>