BODIPY 581/591 C11 (Lipid Peroxidation Sensor) - BioReagent,Biological Stain,for fluorescence analysis,for microscopy,≥98% , CAS No.217075-36-0

CAS: 217075-36-0 Cat. No.: B647088 Molecular Weight: 504.42 PubChem CID: 9914060

GRADE & PURITY BioReagent, Biological Stain, for Fluorescence analysis, for Microscopy, ≥98%

Synonyms

11-(5,5-Difluoro-7-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-5H-5l4,6l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-3-yl)undecanoic acid | C11 BODIPY 581/591

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Application

Cell Staining, Fluorescence Analysis

Overview

BODIPY 581/591 C11 is a BODIPY borofluoroprene derivative with good light stability and low fluorescence artifacts. BODIPY 581/591 C11 can be used for study lipid peroxidation and antioxidant properties in living cells, or detect ferroptosis by reaction with hydroxyl radicals. BODIPY 581/591 C11 is emitted at 591 nm (reduced prototype), or redshifted to 510 nm (oxidized type). The excitation wavelengths were 581 nm (reduced prototype) and 500 nm (oxidized type).

Specifications

Synonyms

11-(5, 5-Difluoro-7-((1E, 3E)-4-phenylbuta-1, 3-dien-1-yl)-5H-5l4, 6l4-dipyrrolo[1, 2-c:2', 1'-f][1, 3, 2]diazaborinin-3-yl)undecanoic acid | C11 BODIPY 581/591

Specifications & Purity

BioReagent, Biological Stain, for fluorescence analysis, for microscopy, ≥98%

Biochemical and Physiological Mechanisms

BODIPY 581/591 C11 is a BODIPY borofluoroprene derivative with good light stability and low fluorescence artifacts. BODIPY 581/591 C11 can be used for study lipid peroxidation and antioxidant properties in living cells, or detect ferroptosis by reaction w

Stability And Storage

Store at -20℃ long term (24 months). Store in the dark.

Storage

Protected from light, 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

Biological Stain, BioReagent, for Fluorescence analysis, for Microscopy

Purity

≥98%

Names and Identifiers

• Canonical Smiles: [B-]1(N2C(=CC=C2CCCCCCCCCCC(=O)O)C=C3[N+]1=C(C=C3)C=CC=CC4=CC=CC=C4)(F)F
• IUPAC Name: 11-[2,2-difluoro-12-[(1E,3E)-4-phenylbuta-1,3-dienyl]-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-4-yl]undecanoic acid
• InChIKey: KXOYQMUYGHQCBT-CMQZKQKJSA-N
• INCHI: 1S/C30H35BF2N2O2/c32-31(33)34-26(17-10-5-3-1-2-4-6-11-19-30(36)37)20-22-28(34)24-29-23-21-27(35(29)31)18-13-12-16-25-14-8-7-9-15-25/h7-9,12-16,18,20-24H,1-6,10-11,17,19H2,(H,36,37)/b16-12+,18-13+
• Isomeric SMILES: [B-]1(N2C(=CC=C2CCCCCCCCCCC(=O)O)C=C3[N+]1=C(C=C3)/C=C/C=C/C4=CC=CC=C4)(F)F
• PubChem CID: 9914060
• Molecular Weight: 504.42

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Long-chain fatty acids
• Alternative Parents: Styrenes Substituted pyrroles Heteroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Organic metalloid salts Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Long-chain fatty acid - Styrene - Monocyclic benzene moiety - Substituted pyrrole - Benzenoid - Pyrrole - Heteroaromatic compound - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organic metalloid salt - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organoheterocyclic compound - Organic oxide - Organooxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Carbonyl group - Organic salt - Organonitrogen compound - Organic cation - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
• 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

Chemical and Physical Properties

• Solubility: Solubility in DMSO: 12.5 mg/mL (24.78 mM; assisted by sonication). Hygroscopic DMSO significantly affects the solubility of the product; please use freshly opened DMSO.
• Sensitivity: Light-sensitive

References

1. Jie Zhou, Yurou Li, Chen Xi, Wupei Pan, Qin Yu, Zhengping Wu.  (2025)  Apigenin Alleviates Fumonisin B1-Induced Hepatotoxicity by Suppressing Ferroptosis through the Nrf2/FSP1 Pathway.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:41073359] [10.1021/acs.jafc.5c08870]

2. Su Cui, Li Yu, Hao Liu, Wenhan Liu, Daiwang Shi.  (2025)  Tumor redox heterogeneity-responsive nanoparticles for enhanced antitumor efficacy through combining chemo/chemodynamic therapy.  International Journal of Pharmaceutics-X,      [PMID:41399401] [10.1016/j.ijpx.2025.100455]

3. Qian-ni Wu, Zi-ren Feng, Qin Tang, Jiu-ping Jin, Xue-hui Liu, Zhi-bin Mai, Sheng-nan Zhao, Yong-qi Lan, Kai-xin Chen, Jin-duan Lin, Peng-cheng Xu, Ji-jun Fu.  (2025)  Redox-Active Cerium Oxide Nanoparticles Protect Against Acetaminophen-Induced Acute Liver Injury by Modulating Oxidative Stress and Inflammatory Pathways.  MOLECULAR PHARMACEUTICS,      [PMID:41472557] [10.1021/acs.molpharmaceut.5c01647]