UK-5099 - Moligand™, ≥98% , Inhibitor of mitochondrial pyruvate carrier 1;Inhibitor of mitochondrial pyruvate carrier 2, CAS No.56396-35-1, Inhibitor of mitochondrial pyruvate carrier 1;Inhibitor of mitochondrial pyruvate carrier 2

CAS: 56396-35-1 Cat. No.: U126881 Molecular Weight: 288.3 EC Number: 693-266-8 PubChem CID: 6438504

GRADE & PURITY Moligand™, ≥98%

Synonyms

( E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid | PF-1005023 | (E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)-2-propenoic acid | (E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid | Mitochondrial Pyruvate Carrier Inhibitor | ( E)-2-Cyano-3-(1-phenyl-1H-indol-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

application：

UK-5099 has been used:

as a mitochondrial pyruvate blocker to reduce pyruvate transportation into mitochondria in Roswell park memorial institute (RPMI) 1640 medium for prostatic cancer cell line culture

in dimethyl sulfoxide (DMSO) stock, to study the effect of inhibiting pyruvate transport into mitochondria on pro-inflammatory responses in lipopolysaccharide activated macrophages

in topical treatment in order to study its effect on hair cycle induction in experimental mice.

Product description：

UK-5099 (PF-1005023) is a potent inhibitor of the mitochondrial pyruvate carrier (MPC). UK-5099 (PF-1005023) inhibits pyruvate-dependent O2 consumption with an IC50 of 50 nM.

Specifications

Synonyms

( E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid | PF-1005023 | (E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)-2-propenoic acid | (E)-2-Cyano-3-(1-phenyl-1H-indol-3-yl)acrylic acid | Mitochondrial Pyruvate Carrier Inhibitor | ( E)-2-Cyano-3-(1-phenyl-1H-indol-

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Inhibitor of plasma membrane monocarboxylate transporters (MCTs) and the mitochondrial pyruvate carrier (MPC).UK-5099 induces lactate generation.

Legal Information

Sold for only research purposes

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.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of mitochondrial pyruvate carrier 1;Inhibitor of mitochondrial pyruvate carrier 2

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488195788
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195788
• Canonical Smiles: C1=CC=C(C=C1)N2C=C(C3=CC=CC=C32)C=C(C#N)C(=O)O
• IUPAC Name: (E)-2-cyano-3-(1-phenylindol-3-yl)prop-2-enoic acid
• InChIKey: BIZNHCWFGNKBBZ-JLHYYAGUSA-N
• INCHI: 1S/C18H12N2O2/c19-11-13(18(21)22)10-14-12-20(15-6-2-1-3-7-15)17-9-5-4-8-16(14)17/h1-10,12H,(H,21,22)/b13-10+
• Isomeric SMILES: C1=CC=C(C=C1)N2C=C(C3=CC=CC=C32)/C=C(\C#N)/C(=O)O
• WGK Germany: 3
• PubChem CID: 6438504
• Molecular Weight: 288.3

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrroles
      • Subclass Substituted pyrroles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrroles
• Subclass: Substituted pyrroles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrroles
• Alternative Parents: Indoles Benzene and substituted derivatives Heteroaromatic compounds Nitriles Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1-phenylpyrrole - Indole - Indole or derivatives - Monocyclic benzene moiety - Benzenoid - Heteroaromatic compound - Azacycle - Nitrile - Carbonitrile - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Cyanide - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrroles. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrole ring through a CC or CN bond.
• 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)

MPC2 Tbio Mitochondrial pyruvate carrier 2 (0 Activities)

Discover Target: MPC2

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

MPC1 Tbio Mitochondrial pyruvate carrier 1 (0 Activities)

Discover Target: MPC1

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

SLC16A1 Tchem Monocarboxylate transporter 1 (146 Activities)

Discover Target: SLC16A1

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

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 28.83, Max Conc. mM: 100
• Sensitivity: heat sensitive
• Molecular Weight: 288.300 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 288.09 Da
• Monoisotopic Mass: 288.09 Da
• Topological Polar Surface Area: 66.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 498.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Xiaoli Zhang, Yongxing Guo, Yi Li, Wei Liu, Hongkun Li, Yonggang Yang.  (2022)  Colorfully Patterned Epoxy Resin Films with a Cholesteric Structure Prepared through a Photopolymerization Approach.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.2c01432]

2. Yidong Wu, Dan Hong, Shijie Qiu, Yi Fang, Yabin Zhu.  (2024)  Intrinsic antibacterial photopolymerization 3D-printed thermosets from citronellol and cinnamyl alcohol: Synthesis and properties.  POLYMER TESTING,      [PMID:] [10.1016/j.polymertesting.2024.108582]

3. Jia Liu, Zuoyu Chen, Lixue Deng, Chundong Yao, Zhixin Zhou, Cheng Zhou, Yawen Bin, Miaodeng Liu, Liping Wang, Lin Wang, Zheng Wang.  (2025)  Metal-phenolic networks specifically eliminate hypoxic tumors by instigating oxidative and proteotoxic stresses.  Bioactive Materials,      [PMID:40026824] [10.1016/j.bioactmat.2025.01.022]

4. Panpan Xue, Huilan Zhuang, Sijie Shao, Hai Cai, Shumin Tang, Ying Sun, Xuemei Zeng, Shuangqian Yan.  (2025)  Biodegradable ionic nanoregulators for synchronous modulation of copper and iron ion homeostasis in breast cancer therapy.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.162041]

5. Fangrong Tan, Yuandong Zeng, Donghua Dong, Yan Deng, Zhe Tang, LinGe Wang, Qianqian Yu.  (2025)  GSH-Responsive Prodrug Polymersomes for Copper-Free Cuproptosis and Synergistic Photothermal Cancer Therapy.  BIOMACROMOLECULES,      [PMID:41412815] [10.1021/acs.biomac.5c01893]