S-Farnesyl-L-cysteine methyl ester - ≥97% , CAS No.125741-64-2

CAS: 125741-64-2 Cat. No.: S274773 Molecular Weight: 339.5 PubChem CID: 6439225

GRADE & PURITY ≥97%

Synonyms

CHEBI:94600 | HMS1989M06 | L-Cysteine, S-((2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl)-, methyl ester | Spectrum5_001959 | SFcme | S-Fcme | S-Farnesyl cysteine methyl ester | S-Farnesyl-L-cysteine Methyl Ester | BML2-C12 | BRD-K38756014-001-02-8 | L-Cys

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

Specifications

Synonyms

CHEBI:94600 | HMS1989M06 | L-Cysteine, S-((2E, 6E)-3, 7, 11-trimethyl-2, 6, 10-dodecatrienyl)-, methyl ester | Spectrum5_001959 | SFcme | S-Fcme | S-Farnesyl cysteine methyl ester | S-Farnesyl-L-cysteine Methyl Ester | BML2-C12 | BRD-K38756014-001-02-8 | L-Cys

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

A post translational modified amino acid. Role in signal transduction of eukaryotic cells. Modifies carboxyl terminal cysteine residue of Saccharomyces cerevisiae RAS2 gene product.

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

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

≥97%

Names and Identifiers

• Canonical Smiles: CC(=CCCC(=CCCC(=CCSCC(C(=O)OC)N)C)C)C
• IUPAC Name: methyl (2R)-2-amino-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]sulfanylpropanoate
• InChIKey: SIEHZFPZQUNSAS-GCVUPTOQSA-N
• INCHI: 1S/C19H33NO2S/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-23-14-18(20)19(21)22-5/h8,10,12,18H,6-7,9,11,13-14,20H2,1-5H3/b16-10+,17-12+/t18-/m0/s1
• Isomeric SMILES: CC(=CCC/C(=C/CC/C(=C/CSC[C@@H](C(=O)OC)N)/C)/C)C
• PubChem CID: 6439225
• Molecular Weight: 339.5

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Sesquiterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Sesquiterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Sesquiterpenoids
• Alternative Parents: Alpha amino acid esters Cysteine and derivatives Methyl esters Sulfenyl compounds Monocarboxylic acids and derivatives Dialkylthioethers Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Sesquiterpenoid - Farsesane sesquiterpenoid - Alpha-amino acid ester - Cysteine or derivatives - Alpha-amino acid or derivatives - Methyl ester - Amino acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Dialkylthioether - Thioether - Sulfenyl compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Primary aliphatic amine - Organic oxide - Carbonyl group - Primary amine - Hydrocarbon derivative - Organic oxygen compound - Amine - Organopnictogen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
• External Descriptors: L-cysteine derivative - alpha-amino acid ester

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)

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

Associated Targets(non-human)

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

FTL Ferritin light chain (43324 Activities)

Discover Target: FTL

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 to 50 mM and in ethanol to 50 mM
• Molecular Weight: 339.500 g/mol
• XLogP3: 5.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 339.223 Da
• Monoisotopic Mass: 339.223 Da
• Topological Polar Surface Area: 77.600 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 435.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1