Cysteine

Details

• Internal ID: 0c5e74ce-9ddb-491e-845a-215a0ce9c1a8
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Cysteine and derivatives
• IUPAC Name: (2R)-2-amino-3-sulfanylpropanoic acid
• SMILES (Canonical): C(C(C(=O)O)N)S
• SMILES (Isomeric): C([C@@H](C(=O)O)N)S
• InChI: InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1
• InChI Key: XUJNEKJLAYXESH-REOHCLBHSA-N
• Popularity: 82,741 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃H₇NO₂S
• Molecular Weight: 121.16 g/mol
• Exact Mass: 121.01974964 g/mol
• Topological Polar Surface Area (TPSA): 64.30 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• cysteine
• 52-90-4
• Cystein
• (R)-2-Amino-3-mercaptopropanoic acid
• Thioserine
• Half-cystine
• (R)-Cysteine
• L-(+)-Cysteine
• (2R)-2-amino-3-sulfanylpropanoic acid
• Cysteinum
• Half cystine
• beta-Mercaptoalanine
• L-Cystein
• FREE CYSTEINE
• Cysteine, L-
• 2-Amino-3-mercaptopropionic acid
• H-Cys-OH
• cisteina
• Cisteinum
• L-Cys
• (R)-2-Amino-3-mercaptopropionic acid
• L-Alanine, 3-mercapto-
• FEMA No. 3263
• Cisteinum [Latin]
• Cysteine [INN]
• alpha-Amino-beta-thiolpropionic acid
• L-2-Amino-3-mercaptopropionic acid
• Cisteina [Spanish]
• (2R)-2-amino-3-mercaptopropanoic acid
• CCRIS 912
• L Cysteine
• NSC-8746
• L-Zystein
• L-2-Amino-3-mercaptopropanoic acid
• Cysteinum [INN-Latin]
• Cisteina [INN-Spanish]
• beta-Mercaptoalanine, L-
• CHEBI:17561
• HSDB 2109
• AI3-26559
• Propanoic acid, 2-amino-3-mercapto-, (R)-
• 2-Amino-3-mercaptopropanoic acid, (R)-
• alpha-Amino-beta-thiolpropionic acid, L-
• alpha-Amino-beta-mercaptopropanoic acid, L-
• alpha-Amino-beta-mercaptopropionic acid, L-
• E 920
• EINECS 200-158-2
• Cys
• E920
• UNII-K848JZ4886
• Cysteine HCl
• (R)-(+)-Cysteine
• CHEMBL863
• K848JZ4886
• C3H7NO2S
• DTXSID8022876
• EC 200-158-2
• Cisteinum (Latin)
• MFCD00064306
• (+)-2-Amino-3-mercaptopropionic acid
• 4371-52-2
• CYSTEINE (II)
• CYSTEINE [II]
• R-2-AMINO-3-MERCAPTOPROPIONIC ACID
• E-920
• CYSTEINE (MART.)
• CYSTEINE [MART.]
• Zystein
• Hcys
• b-Mercaptoalanine
• C3-H7-N-O2-S
• (2R)-2-amino-3-mercaptopropanoate
• (2R)-2-amino-3-sulfanylpropanoate
• 3-mercapto-L-Alanine
• ACETYLCYSTEINE IMPURITY B (EP IMPURITY)
• ACETYLCYSTEINE IMPURITY B [EP IMPURITY]
• 202114-66-7
• Ecolan
• l-cycteine
• racemic cysteine
• (2R)-2-amino-3-sulfanylpropanoic acid hydrochloride
• 2-amino-3-mercaptopropanoate
• L- cysteine
• 1ssq
• Ecolan (TN)
• L-Cysteine, 97%
• .beta.-Mercaptoalanine
• H-Cys-OH HCl H
• (2R)-2-amino-3-sulfanyl-propanoic acid
• 1xt8
• CYSTEINE [HSDB]
• CYSTEINE [INCI]
• L-Cysteine (JP17)
• CYSTEINE [MI]
• CYSTEINE [VANDF]
• CYSTEINUM [HPUS]
• L-CYSTEINE [JAN]
• bmse000034
• bmse000975
• CYSTEINE [WHO-DD]
• D0L4VI
• Epitope ID:140791
• L-CYSTEINE [FHFI]
• L-CYSTEINE [VANDF]
• 2-Amino-3-mercaptopropionate
• DTXCID302876
• GTPL4782
• L-Cysteine, >=97%, FG
• L-2-Amino-3-mercaptopropanoate
• 2-amino-3-mercapto-, (R)-
• L-Cysteine from non-animal source
• AIDS002953
• (C3-H7-N-O2-S)x-
• (R)-2-Amino-3-mercaptopropanoate
• HY-Y0337
• STR02584
• (R)-2-amino-3-mercapto-Propanoate
• BDBM50109609
• s5635
• (R)-2-Amino-3-mercaptopropanoicacid
• AKOS015854128
• AM81648
• CCG-266077
• CS-W009027
• DB00151
• LS-2329
• (R)-2-amino-3-mercapto-Propanoic acid
• (R)-2-Amino-3-sulfanyl-propanoic acid
• NCGC00248803-01
• .alpha.-Amino-.beta.-thiolpropionic acid
• 62488-11-3
• L-Cysteine, BioUltra, >=98.5% (RT)
• L-Cysteine, SAJ special grade, >=98.5%
• L-Cysteine, Vetec(TM) reagent grade, 97%
• EN300-52823
• C-9615
• C00097
• D00026
• M03086
• Propanoic acid, 2-amino-3-mercapto-, (R)-
• L-Cysteine, Cell Culture Reagent (H-L-Cys-OH)
• Q186474
• Q-201286
• Q-201328
• BBAE7AE6-FC21-4D37-808D-C7F7A2BA637F
• Q27115093
• F0001-2369
• F8880-8973
• Flavor and Extract Manufacturers' Association No. 3263
• L-Cysteine, certified reference material, TraceCERT(R)
• Z760035162
• L-Cysteine, produced by Wacker Chemie AG, Burghausen, Germany, >=98.0%
• L-Cysteine, from non-animal source, BioReagent, suitable for cell culture, >=98%

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9799	97.99%
Caco-2	-	0.9491	94.91%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.7697	76.97%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9709	97.09%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9113	91.13%
P-glycoprotein inhibitior	-	0.9888	98.88%
P-glycoprotein substrate	-	0.9906	99.06%
CYP3A4 substrate	-	0.8263	82.63%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.8053	80.53%
CYP3A4 inhibition	-	0.9602	96.02%
CYP2C9 inhibition	-	0.9584	95.84%
CYP2C19 inhibition	-	0.9634	96.34%
CYP2D6 inhibition	-	0.9665	96.65%
CYP1A2 inhibition	-	0.9400	94.00%
CYP2C8 inhibition	-	0.9901	99.01%
CYP inhibitory promiscuity	-	0.9888	98.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.7251	72.51%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.7937	79.37%
Skin irritation	-	0.6261	62.61%
Skin corrosion	-	0.7796	77.96%
Ames mutagenesis	+	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8623	86.23%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9436	94.36%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.7273	72.73%
Acute Oral Toxicity (c)	III	0.8014	80.14%
Estrogen receptor binding	-	0.9310	93.10%
Androgen receptor binding	-	0.8773	87.73%
Thyroid receptor binding	-	0.9171	91.71%
Glucocorticoid receptor binding	-	0.8954	89.54%
Aromatase binding	-	0.9003	90.03%
PPAR gamma	-	0.8315	83.15%
Honey bee toxicity	-	0.9568	95.68%
Biodegradation	+	0.8000	80.00%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.9439	94.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.50%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.60%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.88%	96.95%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	85.05%	92.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.04%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.11%	100.00%

Plants that contains it

• Allium cepa
• Arabidopsis thaliana
• Brassica napus
• Cajanus cajan
• Castanea sativa
• Cucurbita foetidissima
• Indigofera hirsuta
• Nicotiana tabacum
• Pentaclethra macrophylla
• Prunus domestica
• Ripariosida hermaphrodita
• Telekia speciosa

Cross-Links

• PubChem: 5862
• NPASS: NPC254482
• ChEMBL: CHEMBL863
• LOTUS: LTS0081783
• wikiData: Q186474