S-Allyl-L-cysteine - 10mM in Water , CAS No.21593-77-1

CAS: 21593-77-1 Cat. No.: S422599 Molecular Weight: 161.22 EC Number: 639-018-4

GRADE & PURITY 10mM in Water

Synonyms

DTXCID901324424 | AC-31029 | Pyrazolone Red (Yellowish) R-6258 | S-ALLYL-L-CYSTEINE (USP-RS) | 3-(ALLYLTHIO)-L-ALANINE | DS-3406 | S-ALLYL-L-CYSTEINE (CONSTITUENT OF GARLIC) [DSC] | 81R3X99M15 | DEOXYALLIIN | NSC 16723 | S-Allylcysteine | DTXSID4067640 |

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

L-Deoxyalliin is a water-soluble organosulfur obtained from garlic. L-Deoxyalliin is a proven candidate for chemoprevention in a clinical trial.
A water-soluble organosulfur

Specifications

Synonyms

DTXCID901324424 | AC-31029 | Pyrazolone Red (Yellowish) R-6258 | S-ALLYL-L-CYSTEINE (USP-RS) | 3-(ALLYLTHIO)-L-ALANINE | DS-3406 | S-ALLYL-L-CYSTEINE (CONSTITUENT OF GARLIC) [DSC] | 81R3X99M15 | DEOXYALLIIN | NSC 16723 | S-Allylcysteine | DTXSID4067640 |

Specifications & Purity

10mM in Water

Biochemical and Physiological Mechanisms

Antioxidant agent. Inhibits reperfusion-induced HIF-1α, VEGF, and MMP-9 upregulation. Shows selective neuroprotective effects against amyloid β-protein-induced cell death. Shows anti-ischemic effects in vivo. Orally active.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Names and Identifiers

• Canonical Smiles: C=CCSCC(C(=O)O)N
• IUPAC Name: (2R)-2-amino-3-prop-2-enylsulfanylpropanoic acid
• InChIKey: ZFAHNWWNDFHPOH-YFKPBYRVSA-N
• INCHI: 1S/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-/m0/s1
• Isomeric SMILES: C=CCSC[C@@H](C(=O)O)N
• WGK Germany: 3
• RTECS: HA2466200
• Molecular Weight: 161.22
• Reaxy-Rn: 2205501
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2205501&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 Cysteine and derivatives
              • Level8 L-cysteine-S-conjugates

• 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 - Cysteine and derivatives
• Direct Parent: L-cysteine-S-conjugates
• Alternative Parents: L-alpha-amino acids Amino acids Allyl sulfur compounds Sulfenyl compounds Monocarboxylic acids and derivatives Dialkylthioethers Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: L-cysteine-s-conjugate - Alpha-amino acid - L-alpha-amino acid - Amino acid - Allyl sulfur compound - Carboxylic acid - Monocarboxylic acid or derivatives - Thioether - Sulfenyl compound - Dialkylthioether - Carbonyl group - Amine - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Primary aliphatic amine - Organic oxygen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as l-cysteine-s-conjugates. These are compounds containing L-cysteine where the thio-group is conjugated.
• External Descriptors: S-hydrocarbyl-L-cysteine

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)

TLR2 Tchem Toll-like receptor 2 (975 Activities)

Discover Target: TLR2

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Air sensitive
• Specific Rotation[α]: -15° (C=1,H2O)
• Molecular Weight: 161.220 g/mol
• XLogP3: -2.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 161.051 Da
• Monoisotopic Mass: 161.051 Da
• Topological Polar Surface Area: 88.600 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 127.000
• 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: 1

References

1. Miaomiao Liu, Siqi Jing, Tiantian Xie, Haiyan Liu, Ligai Bai.  (2023)  Fabrication of a bio-based polymer adsorbent and its application for extraction and determination of glycosides from Huangqi Liuyi decoction.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:38181557] [10.1016/j.jpba.2023.115947]

2. Jing Nie, Rui Weng, Chunlin Li, Xiuhua Liu, Fang Wang, Karyne M. Rogers, Yongzhong Qian, Yongzhi Zhang, Yuwei Yuan.  (2022)  Chemometric origin classification of Chinese garlic using sulfur-containing compounds, assisted by stable isotopes and bioelements.  FOOD CHEMISTRY,      [PMID:35759834] [10.1016/j.foodchem.2022.133557]

3. Rong Xu, Siyan Qiu, Jie Zhang, Xiaoli Liu, Ling Zhang, Haizhu Xing, Min You, Man Wang, Yuting Lu, Peng Zhang, Jing Zhu.  (2022)  Silibinin Schiff Base Derivatives Counteract CCl4-Induced Acute Liver Injury by Enhancing Anti-Inflammatory and Antiapoptotic Bioactivities.  Drug Design Development and Therapy,      [PMID:35601675] [10.2147/DDDT.S356847]

4. Qiang Chen, Chunjing Guo, Xiudi Zhou, Yanguo Su, Huimin Guo, Min Cao, Jing Li, Yue Zhang, Weiyi Zhao, Xin Gao, Shuqi Mi, Daquan Chen.  (2022)  N-acetylneuraminic acid and chondroitin sulfate modified nanomicelles with ROS-sensitive H2S donor via targeting E-selectin receptor and CD44 receptor for the efficient therapy of atherosclerosis.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:35513096] [10.1016/j.ijbiomac.2022.04.180]

5. Xiaoying Zhang, Cuifeng Wang, Jiamin Wu, Yajun Liu, Zeping Yang, Ye Zhang, Xiaofeng Sui, Min Li, Min Feng.  (2017)  An acid-seeking carrier-free drug achieves high antitumor activity via a “solution-particle” transition.  JOURNAL OF CONTROLLED RELEASE,      [PMID:28797579] [10.1016/j.jconrel.2017.08.008]

6. Guqing Luo, Zhenghao Wu, Qiang Fan, Chihao Zhang, Jiayun Lin, Hongjie Li, Jinbo Zhao, Haizhong Huo, Xiaoliang Qi, Guangbo Wu, Min Chen, Jiwei Yu, Lei Zheng, Meng Luo.  (2025)  S-Allyl-Cysteine Ameliorates Cirrhotic Portal Hypertension by Enhancing Lymphangiogenesis via a VEGF-C-Independent Manner.  LIVER INTERNATIONAL,  45  (3): (e70024).  [PMID:39967382] [10.1111/liv.70024]

7. Liu Zihao, Huang Yahui, Chen Xiaoming, Zhu Jie, Tang Fanzhou, Zhu Wenkun, Wang Qing, Huang Zhaohui, Zhu Bo.  (2026)  Promotion of root Cd enrichment and inhibition of its translocation through integrated strategies.  PLANT AND SOIL,      [PMID:] [10.1007/s11104-025-08241-5]

8. Xu Zhang, Lei Wang, Xutang Tao, Huimin Li, Yaqian Qu, Peizhuo Han, Weiguo Song.  (2026)  Selected food additives for inhibiting the metastable polymorphic transformation of baricitinib: a novel and safe strategy.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:] [10.1016/j.ijpharm.2026.126823]