Cardiolipin (Heart, Bovine) (sodium salt) - ≥99% , CAS No.383907-10-6

CAS: 383907-10-6 Cat. No.: C130308 Peso molecular: 1493.9 PubChem CID: 46891777

GRADE & PURITY ≥99%

Synonyms

disodium | Heart CA | Disodium bis[(2R)-2,3-bis{[(9Z,12Z)-octadeca-9,12-dienoyl]oxy}propyl] 2-hydroxypropane-1,3-diyl bis(phosphate)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Cardiolipin is a unique phospholipid present in the inner mitochondrial membrane, which makes up to 20% of total lipids. It is a non-bilayer anionic phospholipid, which has four acyl chains and small headgroup

Heart CA has been used as a standard stock solution for its quantitative analysis using liquid chromatography?mass spectrometry (LC-MS)/MS. It has also been used for liposome preparation

Specifications

Sinónimos

disodium | Heart CA | Disodium bis[(2R)-2, 3-bis{[(9Z, 12Z)-octadeca-9, 12-dienoyl]oxy}propyl] 2-hydroxypropane-1, 3-diyl bis(phosphate)

Especificaciones y pureza

≥99%

Mecanismos bioquímicos y fisiológicos

Cardiolipin is involved in the dynamic organization of membranes and in cell division. It is implicated in proton uptake pathway. Cardiolipin plays a vital role in mitochondrial biogenesis, fusion and fission, respiration and protein import. It regulates

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 488201391
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488201391
• Sonrisas canónicas: O=P([O-])(OC[C@]([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCC/C=C\C/C=C\CCCCC)=O)OCC([H])(O)COP([O-])(OC[C@]([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O.[Na+].[Na+]
• IUPAC Name: disodium;[3-[[(2R)-2,3-bis[[(9Z,12Z)-octadeca-9,12-dienoyl]oxy]propoxy]-oxidophosphoryl]oxy-2-hydroxypropyl] [(2R)-2,3-bis[[(9Z,12Z)-octadeca-9,12-dienoyl]oxy]propyl] phosphate
• InChIKey: ZGSPNIOCEDOHGS-LBOJVHLDSA-L
• INCHI: 1S/C81H142O17P2.2Na/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2;;/h21-28,33-40,75-77,82H,5-20,29-32,41-74H2,1-4H3,(H,87,88)(H,89,90);;/q;2*+1/p-2/b25-21-,26-22-,27-23-,28-24-,37-33-,38-34-,39-35-,40-36-;;/t76-,77-;;/m1../s1
• Isómeros SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COP(=O)(OCC(O)COP(=O)(OC[C@H](OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)[O-])[O-].[Na+].[Na+]
• PubChem CID: 46891777
• Peso molecular: 1493.9

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Glycerophospholipids
      • Subclass Glycerophosphoglycerophosphoglycerols

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Glycerophospholipids
• Subclass: Glycerophosphoglycerophosphoglycerols
• Intermediate Tree Nodes: Not available
• Direct Parent: Cardiolipins
• Alternative Parents: Glycerophosphoglycerophosphates Lineolic acids and derivatives Tetracarboxylic acids and derivatives Fatty acid esters Dialkyl phosphates Secondary alcohols Carboxylic acid esters Organic sodium salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Cardiolipin - Glycerophosphoglycerophosphate - Octadecanoid - Tetracarboxylic acid or derivatives - Fatty acid ester - Dialkyl phosphate - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Secondary alcohol - Carboxylic acid ester - Organic alkali metal salt - Carboxylic acid derivative - Organic sodium salt - Organooxygen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Organic salt - Organic cation - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as cardiolipins. These are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,2-diacylglycerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains.
• 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

Referencias

1. Xia Xiao, Yanhu Huang, Wei Liu, Yuan Liu, Haijie Zhang, Chuang Meng, Zhiqiang Wang.  (2025)  Acetylshikonin Derived From Arnebia euchroma (Royle) Johnst Kills Multidrug-Resistant Gram-Positive Pathogens In Vitro and In Vivo.  PHYTOTHERAPY RESEARCH,      [PMID:39764664] [10.1002/ptr.8427]

2. Qianhua Feng, Xueli Zhang, Xiaowen Zhao, Jia Liu, Qing Wang, Yuqi Yao, Huifang Xiao, Yucui Zhu, Wenwen Zhang, Lei Wang.  (2024)  Intranasal Delivery of Pure Nanodrug Loaded Liposomes for Alzheimer's Disease Treatment by Efficiently Regulating Microglial Polarization.  Small,      [PMID:39370581] [10.1002/smll.202405781]

3. Zou Gonglu, Tang Yuluan, Yang Jie, Fu Shuo, Li Yuheng, Ren Xuanyao, Zhou Nanhai, Zhao Wenlong, Gao Juyi, Ruan Ziran, Jiang Zhengfan.  (2025)  Signal-induced NLRP3 phase separation initiates inflammasome activation.  CELL RESEARCH,      [PMID:40164768] [10.1038/s41422-025-01096-6]

4. Lin Fei, Jin Weiwei, Yang Longbing, Tian Chunren, Zhang Jin, Jiao Zhenglong, Peng Jian, Guo Guo.  (2025)  Novel antibacterial peptide HfAMP against methicillin-resistant Staphylococcus aureus.  BMC MICROBIOLOGY,  25  (1): (1-12).  [PMID:41184786] [10.1186/s12866-025-04343-3]