Home Cart 0 Sign in  

[ CAS No. 56-89-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 56-89-3
Chemical Structure| 56-89-3
Structure of 56-89-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 56-89-3 ]

Related Doc. of [ 56-89-3 ]

Alternatived Products of [ 56-89-3 ]

Product Details of [ 56-89-3 ]

CAS No. :56-89-3 MDL No. :MFCD00064228
Formula : C6H12N2O4S2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 240.30 Pubchem ID :-
Synonyms :
(–)-Cystine;NSC 13203;Cystine

Calculated chemistry of [ 56-89-3 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.67
Num. rotatable bonds : 7
Num. H-bond acceptors : 6.0
Num. H-bond donors : 4.0
Molar Refractivity : 55.1
TPSA : 177.24 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -11.37 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.51
Log Po/w (XLOGP3) : -5.08
Log Po/w (WLOGP) : -0.81
Log Po/w (MLOGP) : -5.83
Log Po/w (SILICOS-IT) : -1.33
Consensus Log Po/w : -2.51

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 1.0
Egan : 1.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : 2.33
Solubility : 51700.0 mg/ml ; 215.0 mol/l
Class : Highly soluble
Log S (Ali) : 2.0
Solubility : 23900.0 mg/ml ; 99.6 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : 0.95
Solubility : 2170.0 mg/ml ; 9.02 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.39

Safety of [ 56-89-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 56-89-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 56-89-3 ]
  • Downstream synthetic route of [ 56-89-3 ]

[ 56-89-3 ] Synthesis Path-Upstream   1~18

  • 1
  • [ 56-89-3 ]
  • [ 6601-20-3 ]
  • [ 2150-55-2 ]
Reference: [1] Agricultural and Biological Chemistry, 1983, vol. 47, # 9, p. 2071 - 2076
  • 2
  • [ 56-89-3 ]
  • [ 57-06-7 ]
  • [ 6601-20-3 ]
  • [ 2150-55-2 ]
Reference: [1] Agricultural and Biological Chemistry, 1983, vol. 47, # 9, p. 2071 - 2076
  • 3
  • [ 56-89-3 ]
  • [ 151-50-8 ]
  • [ 2150-55-2 ]
Reference: [1] Monatshefte fuer Chemie, 1957, vol. 88, p. 478,492
  • 4
  • [ 56-89-3 ]
  • [ 57-06-7 ]
  • [ 2150-55-2 ]
Reference: [1] Agricultural and Biological Chemistry, 1983, vol. 47, # 9, p. 2071 - 2076
  • 5
  • [ 56-89-3 ]
  • [ 108-24-7 ]
  • [ 616-91-1 ]
Reference: [1] Biochemical Journal, 1931, vol. 25, p. 619
[2] Biochemical Journal, 1933, vol. 27, p. 1716
  • 6
  • [ 463-51-4 ]
  • [ 56-89-3 ]
  • [ 616-91-1 ]
Reference: [1] Biochemical Journal, 1931, vol. 25, p. 619
[2] Biochemical Journal, 1933, vol. 27, p. 1716
  • 7
  • [ 56-89-3 ]
  • [ 3054-01-1 ]
Reference: [1] Journal of Biological Chemistry, 1939, vol. 130, p. 109,111
[2] Journal of the American Chemical Society, 1930, vol. 52, p. 4500,4503
  • 8
  • [ 56-89-3 ]
  • [ 501-53-1 ]
  • [ 6968-11-2 ]
Reference: [1] Canadian Journal of Chemistry, 2007, vol. 85, # 3, p. 164 - 174
[2] Journal of the American Chemical Society, 2012, vol. 134, # 9, p. 4112 - 4115
[3] Tetrahedron, 1996, vol. 52, # 29, p. 9823 - 9834
[4] Journal of Heterocyclic Chemistry, 2000, vol. 37, # 6, p. 1463 - 1469
[5] Tetrahedron, 1992, vol. 48, # 5, p. 931 - 938
[6] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 2, p. 503 - 510
[7] Chemische Berichte, 1932, vol. 65, p. 1192,1198
[8] Biochemical Preparations, 1952, vol. 2, p. 74,75
[9] Die Pharmazie, 1969, vol. 24, # 6, p. 305 - 308
[10] Canadian Journal of Chemistry, 1981, vol. 59, # 2, p. 406 - 421
[11] Journal of Organic Chemistry, 1999, vol. 64, # 4, p. 1420 - 1423
  • 9
  • [ 56-89-3 ]
  • [ 91285-94-8 ]
  • [ 6968-11-2 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1985, vol. 58, # 12, p. 3570 - 3575
  • 10
  • [ 56-89-3 ]
  • [ 96452-48-1 ]
  • [ 6968-11-2 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1985, vol. 58, # 12, p. 3570 - 3575
  • 11
  • [ 56-89-3 ]
  • [ 6968-11-2 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1956, vol. 29, p. 664,668
  • 12
  • [ 56-89-3 ]
  • [ 7732-18-5 ]
  • [ 611-73-4 ]
  • [ 3342-78-7 ]
Reference: [1] Journal of the American Chemical Society, 1936, vol. 58, p. 2241
  • 13
  • [ 56-89-3 ]
  • [ 10318-18-0 ]
Reference: [1] Synthetic Communications, 1989, vol. 19, # 18, p. 3143 - 3150
  • 14
  • [ 67-56-1 ]
  • [ 56-89-3 ]
  • [ 32854-09-4 ]
Reference: [1] Tetrahedron Letters, 2014, vol. 55, # 6, p. 1132 - 1135
[2] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 7, p. 2373 - 2379
[3] Chemical Communications, 2015, vol. 51, # 39, p. 8245 - 8248
[4] Chemical Communications, 2013, vol. 49, # 48, p. 5507 - 5509
[5] RSC Advances, 2014, vol. 4, # 11, p. 5322 - 5328
[6] Tetrahedron, 2010, vol. 66, # 22, p. 3923 - 3929
[7] Patent: WO2011/62640, 2011, A1, . Location in patent: Page/Page column 37; 38
[8] New Journal of Chemistry, 2016, vol. 40, # 10, p. 8382 - 8389
[9] Patent: US2018/305307, 2018, A1, . Location in patent: Paragraph 0315
  • 15
  • [ 540-88-5 ]
  • [ 56-89-3 ]
  • [ 38261-78-8 ]
Reference: [1] Chemische Berichte, 1994, vol. 127, # 7, p. 1235 - 1242
  • 16
  • [ 56-89-3 ]
  • [ 28920-43-6 ]
  • [ 135273-01-7 ]
YieldReaction ConditionsOperation in experiment
98% With sodium carbonate In 1,4-dioxane; water at 10 - 20℃; for 2 h; Sodium carbonate (4.6 g, 43.6 mmol) and L-cystine (5.0 g, 20.8 mmol) were dissolved in water (200 mL). The resulting solution was cooled to 10° C. FmocCl (11.85 g, 45.8 mmol) was dissolved in dioxane (80 mL), and the resulting solution was added dropwise to the aqueous solution of L-cystine. The solution was stirred for 2 h at 10° C. and allowed to gradually warm to room temperature. A thick white precipitate was obtained that was filtered onto a sintered glass funnel. The product was triturated with diethyl ether (50 mL) and dried in vacuuo for 2 d. N,N'-Bis(Fmoc)-L-cystine (14.0 g, 98percent yield) was obtained as a white powder.
Reference: [1] Patent: US2007/37963, 2007, A1, . Location in patent: Page/Page column 11-12; Figure 4
  • 17
  • [ 56-89-3 ]
  • [ 82911-69-1 ]
  • [ 135273-01-7 ]
YieldReaction ConditionsOperation in experiment
94% With sodium carbonate In water; acetone at 50℃; General procedure: Procedure adapted from that of Agan et al[28]. 407 mg Na2CO3 (3.82 mmol) was dissolved in 30 mL distilled water with stirring. 35 mL acetone was then added followed by 1.91 mmol L-cystine or L-selenocystine. The temperature of the reaction was brought to 50 °C and 1.93g (5.73 mmol) Fmoc-OSu was added in portions over 5 minutes. Heating was removed and the reaction was allowed to progress overnight. At the end of this time, 40 mL 1 HCl was added followed by 50 mL EtOAc. Following vigorous shaking, the layers were separated, and the organic portionwas dried over MgSO4 and concentrated in vacuo to afford the crude bis N-Fmoc dichalcogenide which was purified by recrystallization from CHCl3.
Reference: [1] Protein and Peptide Letters, 2014, vol. 21, # 12, p. 1257 - 1264
  • 18
  • [ 540-88-5 ]
  • [ 56-89-3 ]
  • [ 82911-69-1 ]
  • [ 139592-37-3 ]
Reference: [1] Organic Letters, 2018, vol. 20, # 19, p. 6074 - 6078
[2] Organic Letters, 2016, vol. 18, # 23, p. 6188 - 6191
Same Skeleton Products
Historical Records

Similar Product of
[ 56-89-3 ]

Chemical Structure| 64704-23-0

A216491[ 64704-23-0 ]

Sodium (2R,2'R)-3,3'-disulfanediylbis(2-aminopropanoate)

Reason: Free-salt

Related Functional Groups of
[ 56-89-3 ]

Amino Acid Derivatives

Chemical Structure| 64704-23-0

[ 64704-23-0 ]

Sodium (2R,2'R)-3,3'-disulfanediylbis(2-aminopropanoate)

Similarity: 0.97

Chemical Structure| 32854-09-4

[ 32854-09-4 ]

(H-Cys-OMe)2.2HCl

Similarity: 0.86

Chemical Structure| 207121-46-8

[ 207121-46-8 ]

(S)-2-Amino-3-mercaptopropanoic acid hydrochloride hydrate

Similarity: 0.81

Chemical Structure| 7048-04-6

[ 7048-04-6 ]

(R)-2-Amino-3-mercaptopropanoic acid hydrochloride hydrate

Similarity: 0.81

Chemical Structure| 3374-22-9

[ 3374-22-9 ]

2-Amino-3-mercaptopropanoic acid

Similarity: 0.81