L-Cysteine methyl ester hydrochloride - ≥98% , CAS No.18598-63-5

CAS: 18598-63-5 Cat. No.: C105474 Molecular Weight: 171.65 Beilstein Registry Number: 3685824 EC Number: 242-435-0

GRADE & PURITY ≥98%

Synonyms

(R)-METHYL 2-AMINO-3-MERCAPTOPROPANOATE HCL | methyl (2R)-2-amino-3-sulfanylpropanoate;hydrochloride | WHOHXJZQBJXAKL-DFWYDOINSA-N | AKOS015846052 | cysteine methyl ester hydrochloride | L-Cysteine, methyl ester, dihydrochloride | L-Cysteine, methyl ester

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Specifications

Synonyms

(R)-METHYL 2-AMINO-3-MERCAPTOPROPANOATE HCL | methyl (2R)-2-amino-3-sulfanylpropanoate;hydrochloride | WHOHXJZQBJXAKL-DFWYDOINSA-N | AKOS015846052 | cysteine methyl ester hydrochloride | L-Cysteine, methyl ester, dihydrochloride | L-Cysteine, methyl ester

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: COC(=O)C(CS)N.Cl
• IUPAC Name: methyl (2R)-2-amino-3-sulfanylpropanoate;hydrochloride
• InChIKey: WHOHXJZQBJXAKL-DFWYDOINSA-N
• INCHI: 1S/C4H9NO2S.ClH/c1-7-4(6)3(5)2-8;/h3,8H,2,5H2,1H3;1H/t3-;/m0./s1
• Isomeric SMILES: COC(=O)[C@H](CS)N.Cl
• WGK Germany: 2
• RTECS: HA2460000
• Alternate CAS: 2485-62-3（Freebase）
• Molecular Weight: 171.65
• Beilstein: 3685824
• Reaxy-Rn: 4325331
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4325331&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid esters
• Alternative Parents: Cysteine and derivatives Methyl esters Monocarboxylic acids and derivatives Alkylthiols Organopnictogen compounds Organic zwitterions Organic oxides Organic chloride salts Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Alpha-amino acid ester - Cysteine or derivatives - Methyl ester - Carboxylic acid ester - Alkylthiol - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organic chloride salt - Organic salt - Organic zwitterion - Hydrocarbon derivative - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Primary aliphatic amine - Organopnictogen compound - Carbonyl group - Amine - Organic oxygen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

Discover Target: PLK1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

Discover Target: KDM4A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SNCA Tchem Alpha-synuclein (10960 Activities)

Discover Target: SNCA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

Discover Target: RGS4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

Discover Target: IDH1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ABHD5 Tbio Perilipin-1/ABHD5 (45 Activities)

Discover Target: ABHD5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

GCN5 Histone acetyltransferase GCN5 (89 Activities)

Discover Target: GCN5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mapt Microtubule-associated protein tau (6 Activities)

Discover Target: Mapt

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

Discover Target: fba

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NS1 Nonstructural protein 1 (33327 Activities)

Discover Target: NS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive.
• Specific Rotation[α]: -2.5 ° (C=20, MeOH)
• Melt Point(°C): 138-142°C
• Molecular Weight: 171.650 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 171.012 Da
• Monoisotopic Mass: 171.012 Da
• Topological Polar Surface Area: 53.300 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 86.100
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Weirong Song, Jie Zhang, Pengxiang Zhao, Yongchun Huang, Shoude Zhang.  (2023)  A New Monoterpene Alkaloid from Incarvillea sinensis with Migration Inhibitory Activity on Cancer Cell.  CHEMISTRY & BIODIVERSITY,  20  (4): (e202201203).  [PMID:36896496] [10.1002/cbdv.202201203]

2. Cai-Ping Yao, Jing Li, Jian-Feng Liu, Zhen-Xing Zou, Feng-Hua Kang, Xiao-Min Li, Dai Li, Kang-Ping Xu, Ping-Sheng Xu, Gui-Shan Tan.  (2020)  Seladelicatulasine A–G, C27 steroidal glycosides with cholinesterase inhibitory activities from Selaginella delicatula.  PHYTOCHEMISTRY,      [PMID:32950771] [10.1016/j.phytochem.2020.112514]

3. Tai-Mei Di, Shao-Lan Yang, Feng-Yu Du, Lei Zhao, Tao Xia, Xin-Fu Zhang.  (2017)  Cytotoxic and Hypoglycemic Activity of Triterpenoid Saponins from Camellia oleifera Abel. Seed Pomace.  MOLECULES,  22  (10): (1562).  [PMID:28934101] [10.3390/molecules22101562]

4. Ge Lanlan, Zhang Wenhui, Zhou Gao, Ma Bingxin, Mo Qigui, Chen Yuxin, Wang Youwei.  (2017)  Nine phenylethanoid glycosides from Magnolia officinalis var. biloba fruits and their protective effects against free radical-induced oxidative damage.  Scientific Reports,  7  (1): (1-12).  [PMID:28349971] [10.1038/srep45342]

5. Shuangfeng Ge, Xing-Huo Wang, Juntao Fan, Haofei Liu, Youtao Xin, Xiaohui Li, Yunjian Yu, Ying-Wei Yang, Hui Gao.  (2025)  A Dual-Pipeline Lactate Removal Strategy to Reverse Vascular Hyperpermeability for the Management of Lipopolysaccharide-Induced Sepsis.  Advanced Healthcare Materials,      [PMID:39887647] [10.1002/adhm.202403592]

6. Ruan Qiaohui, Cui Yanyu, Lin Zhuohan, Zhang Xue, Zhang Xin, Li Yan, Ma Xiang.  (2024)  Chiral magic-size clusters via direct aqueous synthesis with chiral ligands.  Science China-Materials,  67  (7): (2302-2310).  [PMID:] [10.1007/s40843-024-2928-y]

7. Yongchun Huang, Jie Bai, Jinman Shui, Zhanhai Su, Chengzhu Cao, Haiyan Wang, Qiong Wu, Shoude Zhang.  (2025)  Simultaneous determination of the monosaccharide types and their absolute configurations in polysaccharides based on UPLC-MS/MS.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39788268] [10.1016/j.ijbiomac.2025.139647]