Carbocisteine

C₅H₉NO₄SCAS 638-23-3179.19 g/mol

Open in Covalent MOL file

Carboxylic acid Primary amine Sulfide

Properties

Molecular formula: C₅H₉NO₄S
Molar mass: 179.19 g/mol
Exact mass: 179.0252 Da
Melting point: 206 °C
logP: -0.78Crippen estimate
Polar surface area: 100.6 Å²
H-bond donors / acceptors: 3 / 4
Rotatable bonds: 5
Stereocentres: Rin SMILES atom order

Hazards

Danger

H314 Causes severe skin burns and eye damage11.1% of notifiers

Aggregated from 18 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, P501

Identifiers

CAS number

638-23-3

SMILES

N[C@@H](CSCC(=O)O)C(=O)O

InChIKey

GBFLZEXEOZUWRN-VKHMYHEASA-N

InChI

InChI=1S/C5H9NO4S/c6-3(5(9)10)1-11-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 11.50 (br s, 1H), 11.50 (br s, 1H), 4.29 (t, J = 7.0 Hz, 1H), 3.41 (s, 2H), 3.06 (d, J = 7.0 Hz, 2H), 1.20 (br s, 2H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 178.0, 177.0, 57.4, 37.6, 33.7.

[M + H]+

[M + H]+ Calcd for C5H10NO4S 180.0325

[M + Na]+

[M + Na]+ Calcd for C5H9NNaO4S 202.0144

[M − H]−

[M − H]− Calcd for C5H8NO4S 178.0180

Elemental analysis

Anal. Calcd for C5H9NO4S: C, 33.51; H, 5.06; N, 7.82; S, 17.89.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

44 names · show all

Alanine, 3-[(carboxymethyl)thio]-, L-
L-Cysteine, S-(carboxymethyl)-
S-(Carboxymethyl)-L-cysteine
3-[(Carboxymethyl)thio]-L-alanine
Thiodril
Rhinathiol
Mucodyne
Carbocysteine
L-(Carboxymethyl)cysteine
(L)-2-Amino-3-(carboxymethylthio)propionic acid
Rinatiol
LJ 206
(R)-S-(Carboxymethyl)cysteine
S-(Carboxymethyl)-(R)-cysteine
S-Carboxylmethyl-L-cysteine
Mucopront
Muciclar
Bronchokod
Rhinatiol
DF 1794Y
Mucofan
Reomucil
Lisil
Pectox
Mucolase
Pulmoclase
Carbocit
Loviscol
Mukinyl
Transbronchin
Mucocis
Mucotab
Lisomucil
Siroxyl
AHR 3053
Mucolex
NSC 14156
Chilvax
(2R)-2-Amino-3-[(carboxymethyl)thio]propionic acid
Mucosol
PectDrill
Carboxymethyl-cysteine
(2R)-2-Amino-3-[(carboxymethyl)sulfanyl]propanoic acid
(2R)-2-Amino-3-(carboxymethylsulfanyl)propanoic acid

Work with Carbocisteine

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

S-(Carboxymethyl)cysteine2387-59-9Stereo not defined S-Carboxymethyl-L-cysteine186537-58-6

Similar compounds

DL-Lanthionine3183-08-271 % similar Djenkolic acid498-59-967 % similar Fudosteine13189-98-560 % similar D-Cystine349-46-260 % similar Cystine56-89-360 % similar 2-Azaniumyl-3-((2-azaniumyl-2-carboxylatoethyl)disulfanyl)propanoate923-32-060 % similar S-2-Hydroxyethyl-L-cysteine6367-98-259 % similar D-Aspartic acid1783-96-658 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook Wikipedia