Fingolimod HCl - ≥98% , Sphingosine 1-phosphate receptor agonist, CAS No.162359-56-0, Sphingosine 1-phosphate receptor agonist

CAS: 162359-56-0 Cat. No.: F126599 Molecular Weight: 343.93 EC Number: 680-631-1

GRADE & PURITY ≥98%

Synonyms

FTY720 | 6beta-(2-carboxy-2-phenylacetamido)-2,2-dimethylpenam-3alpha-carboxylic acid | Fingolimod hydrochlorid | MFCD00939512 | SR-01000942237 | 2-Amino-2-[2-(4-n-octylphenyl)ethyl]propane-1,3-diol Hydrochloride | FTY720-d4 Hydrochloride | FINGOLIMOD HYD

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Fingolimod (FTY720) is a S1P antagonist with IC50 of 0.033 nM.
A cell-permeable aminopropanediol immunosuppressive agent that displays lymphocyte sequestration properties.

Specifications

Synonyms

FTY720 | 6beta-(2-carboxy-2-phenylacetamido)-2, 2-dimethylpenam-3alpha-carboxylic acid | Fingolimod hydrochlorid | MFCD00939512 | SR-01000942237 | 2-Amino-2-[2-(4-n-octylphenyl)ethyl]propane-1, 3-diol Hydrochloride | FTY720-d4 Hydrochloride | FINGOLIMOD HYD

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

FTY720 is an aminopropanediol cell-permeable EDG-1 (endothelial differential gene 1 receptor) antagonist and immunosuppresive agent. It has been shown to display lymphocyte, or white blood cell, sequestration properties. When FTY720 is phosphorylated, it

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

AGONIST

Mechanism of action

Sphingosine 1-phosphate receptor agonist

Note

Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 6 months. 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.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504756643
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756643
• Canonical Smiles: CCCCCCCCC1=CC=C(C=C1)CCC(CO)(CO)N.Cl
• IUPAC Name: 2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol;hydrochloride
• InChIKey: SWZTYAVBMYWFGS-UHFFFAOYSA-N
• INCHI: 1S/C19H33NO2.ClH/c1-2-3-4-5-6-7-8-17-9-11-18(12-10-17)13-14-19(20,15-21)16-22;/h9-12,21-22H,2-8,13-16,20H2,1H3;1H
• Isomeric SMILES: CCCCCCCCC1=CC=C(C=C1)CCC(CO)(CO)N.Cl
• WGK Germany: 3
• Molecular Weight: 343.93
• Reaxy-Rn: 7837310
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7837310&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Amines

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Amines
• Intermediate Tree Nodes: Not available
• Direct Parent: Aralkylamines
• Alternative Parents: Benzene and substituted derivatives 1,2-aminoalcohols Primary alcohols Organopnictogen compounds Monoalkylamines Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Aralkylamine - Benzenoid - Monocyclic benzene moiety - 1,2-aminoalcohol - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Primary amine - Primary alcohol - Organooxygen compound - Primary aliphatic amine - Alcohol - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.
• External Descriptors: hydrochloride

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)

STAT3 Tchem Signal transducer and activator of transcription 3 (3313 Activities)

Discover Target: STAT3

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

S1PR1 Tclin Sphingosine 1-phosphate receptor Edg-1 (5806 Activities)

Discover Target: S1PR1

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

Homo sapiens (32628 Activities)

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THP-1 (11052 Activities)

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HepG2 (196354 Activities)

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

Associated Targets(non-human)

Mus musculus (284745 Activities)

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

Rattus norvegicus (775804 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

SARS-CoV-2 (38078 Activities)

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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 DMSO ( 69 mg/ml) at 25 °C, ethanol (69 mg/ml) at 25 °C, methanol, water (69 mg/ml) at 25 °C, DMF (≥20 mg/ml), and 1:1 ethanol:PBS(pH 7.2) (0.2 mg/ml).
• Sensitivity: Heat sensitive
• Melt Point(°C): 110 °C
• Molecular Weight: 343.900 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 343.228 Da
• Monoisotopic Mass: 343.228 Da
• Topological Polar Surface Area: 66.500 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 258.000
• 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: 2

XLogP3

References

1. Ziqi Zhou, Yan Zhang, Simin Xia, Xi Chen.  (2023)  Red-Light-Activatable AND-Gated Antitumor Immunosuppressant.  Cells,  12  (19): (2351).  [PMID:37830565] [10.3390/cells12192351]

2. Fan Yang, Dongju Zhao, Meng Cheng, Yining Liu, Ziyao Chen, Jin Chang, Yan Dou.  (2023)  mTOR-Mediated Immunometabolic Reprogramming Nanomodulators Enable Sensitive Switching of Energy Deprivation-Induced Microglial Polarization for Alzheimer’s Disease Management.  ACS Nano,      [PMID:37565731] [10.1021/acsnano.3c03232]

3. Zhou Songlei, Huang Yukun, Chen Yu, Liu Yipu, Xie Laozhi, You Yang, Tong Shiqiang, Xu Jianpei, Jiang Gan, Song Qingxiang, Mei Ni, Ma Fenfen, Gao Xiaoling, Chen Hongzhuan, Chen Jun.  (2023)  Reprogramming systemic and local immune function to empower immunotherapy against glioblastoma.  Nature Communications,  14  (1): (1-20).  [PMID:36702831] [10.1038/s41467-023-35957-8]

4. Yan-Jia Che, Xiao-He Ren, Zhi-Wei Wang, Qi Wu, Kai Xing, Min Zhang, Chang Xu, Di Han, Shun Yuan, Si-Hao Zheng, Yuan-Yang Chen, Xin-Ru Liao, Feng Shi, Xiao-Han Zhong, Xin Cai, Si-Xue Cheng.  (2022)  Lymph-Node-Targeted Drug Delivery for Effective Immunomodulation to Prolong the Long-Term Survival After Heart Transplantation.  ADVANCED MATERIALS,  35  (16): (2207227).  [PMID:36314402] [10.1002/adma.202207227]

5. Taiying Chen, Ngalei Tam, Yu Mao, Chengjun Sun, Zekang Wang, Yuchen Hou, Wuzheng Xia, Jia Yu, Linwei Wu.  (2022)  A multi-hit therapeutic nanoplatform for hepatocellular carcinoma: Dual stimuli-responsive drug release, dual-modal imaging, and in situ oxygen supply to enhance synergistic therapy.  Materials Today Bio,      [PMID:35847375] [10.1016/j.mtbio.2022.100338]

6. Jing Xu, Chang He, Yongsong Cai, Xipeng Wang, Jidong Yan, Jing Zhang, Fujun Zhang, Vilma Urbonaviciute, Yuanyuan Cheng, Shemin Lu, Rikard Holmdahl.  (2024)  NCF4 regulates antigen presentation of cysteine peptides by intracellular oxidative response and restricts activation of autoreactive and arthritogenic T cells.  Redox Biology,      [PMID:38547647] [10.1016/j.redox.2024.103132]