3-Phenylpropyl isothiocyanate - ≥98% , CAS No.2627-27-2

CAS: 2627-27-2 Cat. No.: P276043 Molecular Weight: 177.27 EC Number: 220-094-9

GRADE & PURITY ≥98%

Synonyms

3-isothiocyanatopropylbenzene | isothiocyanic acid 3-phenylpropyl ester | R-(-)-Baclofen | Phenylpropyl isothiocyanate | BDBM50073716 | (3-Isothiocyanatopropyl)benzene | (3-isothiocyanatopropyl)-Benzene | 1-Isothiocyanato-3-phenylpropane | CHEBI:173819 |

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

3-Phenylpropyl isothiocyanate has a stronger inhibitory effect on N-nitrosomethyl-benzylamine (NMBA) tumorigenesis. 3-Phenylpropyl isothiocyanate has chemopreventive effects

Specifications

Synonyms

3-isothiocyanatopropylbenzene | isothiocyanic acid 3-phenylpropyl ester | R-(-)-Baclofen | Phenylpropyl isothiocyanate | BDBM50073716 | (3-Isothiocyanatopropyl)benzene | (3-isothiocyanatopropyl)-Benzene | 1-Isothiocyanato-3-phenylpropane | CHEBI:173819 |

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Phase II detoxifying enzymes inducer. Shows more potent chemopreventive effects in vivo than related compound 4-phenylbutyl isothiocyanate ( Asc 2931 ) correlated to their effects on DNA adduct formation.

Source

Synthetic

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Action Type

INHIBITOR

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: C1=CC=C(C=C1)CCCN=C=S
• IUPAC Name: 3-isothiocyanatopropylbenzene
• InChIKey: GRUOGLPIAPZLHJ-UHFFFAOYSA-N
• INCHI: 1S/C10H11NS/c12-9-11-8-4-7-10-5-2-1-3-6-10/h1-3,5-6H,4,7-8H2
• Isomeric SMILES: C1=CC=C(C=C1)CCCN=C=S
• Molecular Weight: 177.27

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzene and substituted derivatives
• Alternative Parents: Isothiocyanates Propargyl-type 1,3-dipolar organic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Monocyclic benzene moiety - Isothiocyanate - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organosulfur compound - Organonitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
• 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)

GSTM1 Tbio Glutathione S-transferase Mu 1 (61 Activities)

Discover Target: GSTM1

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

MIF Tchem Macrophage migration inhibitory factor (979 Activities)

Discover Target: MIF

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

GSTK1 Tchem Glutathione S-transferase kappa 1 (56 Activities)

Discover Target: GSTK1

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

TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

Discover Target: TP53

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), and DMSO.
• Sensitivity: Moisture sensitive
• Refractive Index: n20D 1.58
• Boil Point(°C): 156-160°/12mm
• Melt Point(°C): 49.58° C (Predicted)
• Molecular Weight: 177.270 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 177.061 Da
• Monoisotopic Mass: 177.061 Da
• Topological Polar Surface Area: 44.500 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 155.000
• 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