(2S)-2-amino-4-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid

• ChemBase ID: 92980
• Molecular Formular: C7H14N2O4S
• Molecular Mass: 222.26206
• Monoisotopic Mass: 222.06742794
• SMILES: S(CC[C@@H](C(=O)O)N)C[C@@H](C(=O)O)N
• Canonical SMILES: N[C@H](C(=O)O)CCSC[C@@H](C(=O)O)N
• InChI: InChI=1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1
• InChIKey: ILRYLPWNYFXEMH-WHFBIAKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}butanoic acid
• IUPAC Traditional name: L-cystathionine
• Synonyms: L-CYSTATHIONINE; (R)-S-(2-Amino-2-carboxyethyl)-L-homocysteine; L-Cystathionine; (2S)-2-Amino-4-{[(2R)-2-amino-2-carboxyethyl]thio}butanoic acid; L-(+)-Cystathionine; S-[(2R)-2-Amino-2-carboxyethyl]-L-homocysteine; [R-(R*,S*)]-2-Amino-4-[(2-amino-2-carboxyethyl)thio]butanoic Acid

Database IDs

• CAS Number: 56-88-2
• EC Number: 200-295-8
• MDL Number: MFCD00036685
• Beilstein Number: 2505200
• PubChem SID: 24849836; 162079678; 24892965
• PubChem CID: 439258

CALCULATED PROPERTIES

• Acid pKa: 1.7937987
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.8184667
• LogD (pH = 7.4): -5.8285646
• Log P: -5.818502
• Molar Refractivity: 51.5689 cm^3
• Polarizability: 20.893393 Å^3
• Polar Surface Area: 126.64 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Acid
• Apperance: White to Off-White Solid
• Melting Point: >276°C dec.; 312°C
• Optical Rotation: [α]20/D +21±3°, c = 1% in 1 M HCl

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Irritant/Store at -20oC
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~90% (TLC); ≥90.0% (TLC)
• Grade: technical
• Empirical Formula (Hill Notation): C7H14N2O4S

DETAILS

MP Biomedicals - 05209557

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - OR9895T

Intermediate in trans-sulfuration whereby the sulfur of methionine is transferred via homocysteine to cysteine. Collection Czechoslov.

Sigma Aldrich - C7505

包装
10 mg in autosmp vl
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C7505.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C7505.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - C989500

Intermediate in transsulfuration whereby the mammal transfers the sulfur of methionine via homocysteine to cysteine.

REFERENCES

• Prochazka, Z., et al.: Collection Czechoslov. Chem. Commun., 45, 1982 (1980)
• Yorek, M.A. & Spector, A.A.: Prog. Clin. Biol. Res., 179, 361 (1985)