ChemFOnt: Showing chemical card for Hypotaurine (CFc000000771)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:45:16 UTC

Chemfont ID

CFc000000771

Molecule Identification

Common Name

Hypotaurine

Definition

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 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

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 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Cell

Fibroblast

Fibroblast (HMDB: HMDB0000965)

Fibroblasts (HMDB: HMDB0000965)

Organ

Prostate (HMDB: HMDB0000965)
Placenta (HMDB: HMDB0000965)

Excreta

Biofluid or Excreta

Urine (PMID: 19309105)
Feces (PMID: 27065191)

Cellular substructure

Cytoplasm (HMDB: HMDB0000965)

Source

Endogenous

Endogenous (HMDB: HMDB0000965)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Taurine and Hypotaurine Metabolism (PathBank: SMP0063675)
Taurine and Hypotaurine Metabolism (HMDB: HMDB0000965)
Taurine and Hypotaurine Biosynthesis (PathBank: SMP0002379)

Role

Not Available

Physical Properties

Predicted 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