3-(Methylthio)propyl isothiocyanate - ≥98% , CAS No.505-79-3

CAS: 505-79-3 Cat. No.: M133859 Molecular Weight: 147.25 Beilstein Registry Number: 4(4)1663 EC Number: 208-020-3

GRADE & PURITY ≥98%

Synonyms

(3-isothiocyanatopropyl)(methyl)sulfane | BP-12929 | AKOS000120740 | 3-(Methylthio)propyl isothiocyanate, >=98%, FG | LDKSCZJUIURGMW-UHFFFAOYSA-N | A828183 | Iberverin | 3-Methylthiopropyl isothiocyanate | BDBM50104731 | CAS-505-79-3 | Isothiocyanic Acid

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Iberverin may induce phase II detoxification enzymes and protect against chemical carcinogenesis.
An inducer of phase II detoxification enzymes

Specifications

Synonyms

(3-isothiocyanatopropyl)(methyl)sulfane | BP-12929 | AKOS000120740 | 3-(Methylthio)propyl isothiocyanate, >=98%, FG | LDKSCZJUIURGMW-UHFFFAOYSA-N | A828183 | Iberverin | 3-Methylthiopropyl isothiocyanate | BDBM50104731 | CAS-505-79-3 | Isothiocyanic Acid

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Phase II detoxification enzyme inducer. Induces nuclear factor 2. Increase the tissue levels of glutathione S-transferase and quinone reductase in the body.

Storage

Argon charged, Room temperature

Shipped In

Normal

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CSCCCN=C=S
• IUPAC Name: 1-isothiocyanato-3-methylsulfanylpropane
• InChIKey: LDKSCZJUIURGMW-UHFFFAOYSA-N
• INCHI: 1S/C5H9NS2/c1-8-4-2-3-6-5-7/h2-4H2,1H3
• Isomeric SMILES: CSCCCN=C=S
• Molecular Weight: 147.25
• Beilstein: 4(4)1663
• Reaxy-Rn: 1751287
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1751287&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organosulfur compounds
    • Class Isothiocyanates

• Kingdom: Organic compounds
• Superclass: Organosulfur compounds
• Class: Isothiocyanates
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Isothiocyanates
• Alternative Parents: Sulfenyl compounds Propargyl-type 1,3-dipolar organic compounds Dialkylthioethers Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Isothiocyanate - Dialkylthioether - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Sulfenyl compound - Thioether - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as isothiocyanates. These are organic compounds containing the isothiocyanate group, an isocyanate analogue with the general formula RN=C=S.
• 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)

TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 (1 Activities)

Discover Target: TRPA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TRPV1 Tclin Vanilloid receptor (8273 Activities)

Discover Target: TRPV1

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

Associated Targets(non-human)

Trpa1 Transient receptor potential cation channel subfamily A member 1 (1003 Activities)

Discover Target: Trpa1

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (hydrolyzes), ethanol, and most organic solvents.
• Sensitivity: Moisture sensitive
• Refractive Index: 1.56
• Flash Point(°F): 230.0 °F
• Flash Point(°C): 110 °C
• Boil Point(°C): 122 °C/12 mmHg
• Molecular Weight: 147.300 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 147.018 Da
• Monoisotopic Mass: 147.018 Da
• Topological Polar Surface Area: 69.800 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 86.400
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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. Yuting Zhang, Jiao Du, Libo Jin, Liying Pan, Xiufeng Yan, Sue Lin.  (2023)  Iberverin exhibits antineoplastic activities against human hepatocellular carcinoma via DNA damage-mediated cell cycle arrest and mitochondrial-related apoptosis.  Frontiers in Pharmacology,      [PMID:38152688] [10.3389/fphar.2023.1326346]

2. Zhichao He, Tao You, Fan Wu, Yingchun Li, Li Liu, Fei Wang, Yudong Huang.  (2024)  Free sulfur-containing terminal groups as exclusive trapper of Au.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2024.159582]