DL-N-Acetylhomocysteine thiolactone - ≥99% , CAS No.17896-21-8

CAS: 17896-21-8 Cat. No.: A108031 Molecular Weight: 159.21

GRADE & PURITY ≥99%

Synonyms

(1)-N-(Tetrahydro-2-oxothien-3-yl)acetamide | BPBio1_000713 | Citiolase;Citiolona; Citiolonum; NSC 22878; NSC22878; NSC-22878 | FT-0774860 | HMS3714A09 | N-(2-oxothiolan-3-yl)acetamide | DB13442 | N-Acetyl-DL-homocystein thiolacton | 3-Acetamidotetrahydro

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

(1)-N-(Tetrahydro-2-oxothien-3-yl)acetamide | BPBio1_000713 | Citiolase;Citiolona; Citiolonum; NSC 22878; NSC22878; NSC-22878 | FT-0774860 | HMS3714A09 | N-(2-oxothiolan-3-yl)acetamide | DB13442 | N-Acetyl-DL-homocystein thiolacton | 3-Acetamidotetrahydro

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488182000
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182000
• Canonical Smiles: CC(=O)NC1CCSC1=O
• IUPAC Name: N-(2-oxothiolan-3-yl)acetamide
• InChIKey: NRFJZTXWLKPZAV-UHFFFAOYSA-N
• INCHI: 1S/C6H9NO2S/c1-4(8)7-5-2-3-10-6(5)9/h5H,2-3H2,1H3,(H,7,8)
• Isomeric SMILES: CC(=O)NC1CCSC1=O
• WGK Germany: 3
• UN Number: 3335
• Molecular Weight: 159.21
• Reaxy-Rn: 4338
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4338&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 N-acyl-alpha amino acids and derivatives

• 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: N-acyl-alpha amino acids and derivatives
• Alternative Parents: Thiolanes Carbothioic S-lactones Thiolactones Thioesters Propargyl-type 1,3-dipolar organic compounds Carboximidic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: N-acyl-alpha amino acid or derivatives - Carbothioic s-lactone - Thiolane - Thiocarboxylic acid ester - Thiolactone - Carboximidic acid - Carboximidic acid derivative - Thiocarboxylic acid or derivatives - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
• 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)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 109-111°C
• Molecular Weight: 159.210 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 159.035 Da
• Monoisotopic Mass: 159.035 Da
• Topological Polar Surface Area: 71.500 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 169.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• 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. Xian Chen, Lili Wang, Jingting Zhang, Huiyu Yan, Shenghong Wang, Jianxi Xiao.  (2024)  Controlled Release of Ceria and Ferric Oxide Nanoparticles via Collagen Hydrogel for Enhanced Osteoarthritis Therapy.  Advanced Healthcare Materials,      [PMID:39073018] [10.1002/adhm.202401507]

2. Yi Wang, Rui Zhang, Ziwen Qiao, Bohan Dou, Hongwei Xu, Fanlu Meng, Jianyong Huang.  (2025)  Polyacrylamide-Based Hydrogel with Biocompatibility and Tunable Stiffness for Three-Dimensional Cell Culture.  ACS Applied Bio Materials,      [PMID:39949138] [10.1021/acsabm.4c01846]

3. Xiong Xiao, Ziwei Huang, Hongying Duan, Liping Yang, Yuchu Yang, Yushang Lai, Chenxi Li, Li Feng.  (2025)  Enhanced Near-Infrared Light-Mediated Hydrogel Curing Using Photoinitiator Integrated Upconversion Particles as Nano Initiator for 3D Bioprinting.  BIOMACROMOLECULES,      [PMID:40380915] [10.1021/acs.biomac.4c01775]