Cas no 188824-37-5 (Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI))

Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI) is a specialized acyl-CoA derivative where Coenzyme A is esterified with oleic acid [(9Z)-9-octadecenoic acid] and stabilized as a monolithium salt. This compound is valuable in biochemical research, particularly in lipid metabolism studies, due to its role as an activated fatty acid intermediate. The monolithium salt form enhances solubility in aqueous systems, facilitating experimental handling. Its well-defined structure ensures reproducibility in enzymatic assays, membrane studies, and investigations of β-oxidation pathways. The (9Z)-9-octadecenoyl moiety mimics natural unsaturated fatty acids, making it suitable for probing acyltransferase or synthetase activities. This reagent is particularly useful for in vitro reconstitution of lipid-related enzymatic reactions.
Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI) structure
188824-37-5 structure
Product Name:Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI)
CAS No:188824-37-5
MF:C39H64Li4N7O17P3S
MW:1055.71245193481
CID:115416
PubChem ID:117072678
Update Time:2025-06-07

Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI) Chemical and Physical Properties

Names and Identifiers

    • Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI)
    • cis-9-Octadecenoyl coenzyme A
    • OLEOYL COENZYME A, LITHIUM
    • oleoyl coenzyme a lithium salt
    • OLEOYL COENZYME A (C18:1) LITHIUM SALT
    • CIS-9-OCTADECENOYL COENZYME A LITHIUM SALT
    • coenzyme A oleoyl derivative (C18:1), lithium salt
    • 188824-37-5
    • tetralithium;[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[[[(3R)-3-hydroxy-2,2-dimethyl-4-[[3-[2-[(Z)-octadec-9-enoyl]sulfanylethylamino]-3-oxopropyl]amino]-4-oxobutoxy]-oxidophosphoryl]oxy-oxidophosphoryl]oxymethyl]oxolan-3-yl] phosphate
    • cis-9-Octadecenoyl coenzyme A
    • Oleoyl coenzyme a,lithium
    • DA-56419
    • Inchi: 1S/C39H68N7O17P3S.4Li/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46;;;;/h11-12,26-28,32-34,38,49-50H,4-10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54);;;;/q;4*+1/p-4/b12-11-;;;;/t28-,32-,33-,34+,38-;;;;/m1..../s1
    • InChI Key: OITFSDVCTCHDHP-FGBQLYJKSA-J
    • SMILES: S(CCNC(CCNC([C@@H](C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3C(N)=NC=NC2=3)O1)O)OP(=O)([O-])[O-])O)=O)=O)C(CCCCCCC/C=C\CCCCCCCC)=O.[Li+].[Li+].[Li+].[Li+]

Computed Properties

  • Exact Mass: 1031.36094
  • Monoisotopic Mass: 1055.393
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 22
  • Heavy Atom Count: 71
  • Rotatable Bond Count: 34
  • Complexity: 1680
  • Covalently-Bonded Unit Count: 5
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 400A^2

Experimental Properties

  • PSA: 363.63
  • LogP: 7.58540

Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI) Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Storage Condition:?20°C

Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI) Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
O920990-5mg
Oleoyl coenzyme A lithium salt
188824-37-5 ≥90% (HPLC)
5mg
¥3,560.00 2022-09-01
XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd.
O1012-5MG
Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI)
188824-37-5
5mg
¥2130.14 2023-09-21
XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd.
O1012-10MG
Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI)
188824-37-5
10mg
¥3686.27 2023-09-21
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
O920990-1mg
Oleoyl coenzyme A lithium salt
188824-37-5 ≥90% (HPLC)
1mg
¥1,200.00 2022-09-01
MedChemExpress
HY-109591A-1mg
Oleoyl coenzyme A lithium
188824-37-5 ≥92.0%
1mg
¥2500 2024-07-20
MedChemExpress
HY-109591A-5mg
Oleoyl coenzyme A lithium
188824-37-5 ≥92.0%
5mg
¥7500 2024-07-20
SHENG KE LU SI SHENG WU JI SHU
sc-215626-5 mg
Oleoyl coenzyme A lithium salt,
188824-37-5 ≥90%
5mg
¥1,429.00 2023-07-10
SHENG KE LU SI SHENG WU JI SHU
sc-215626A-10 mg
Oleoyl coenzyme A lithium salt,
188824-37-5 ≥90%
10mg
¥2,482.00 2023-07-10
SHENG KE LU SI SHENG WU JI SHU
sc-215626-5mg
Oleoyl coenzyme A lithium salt,
188824-37-5 ≥90%
5mg
¥1429.00 2023-09-05
SHENG KE LU SI SHENG WU JI SHU
sc-215626A-10mg
Oleoyl coenzyme A lithium salt,
188824-37-5 ≥90%
10mg
¥2482.00 2023-09-05

Additional information on Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI)

Recent Advances in the Study of Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI) and Its Implications in Chemical Biology and Medicine

The compound with CAS number 188824-37-5, known as Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI), has recently garnered significant attention in the field of chemical biology and medicinal research. This molecule, a derivative of coenzyme A (CoA) conjugated with oleic acid, plays a crucial role in lipid metabolism and cellular signaling pathways. Recent studies have explored its potential applications in metabolic disorders, cancer therapy, and neurodegenerative diseases, making it a focal point for interdisciplinary research.

One of the key findings in recent literature is the role of Coenzyme A,S-(9Z)-9-octadecenoate in modulating fatty acid oxidation and energy homeostasis. A 2023 study published in the Journal of Biological Chemistry demonstrated that this compound enhances mitochondrial function by promoting the β-oxidation of fatty acids, thereby offering a potential therapeutic avenue for metabolic syndromes such as obesity and type 2 diabetes. The study utilized advanced mass spectrometry techniques to track the metabolic fate of the compound in murine models, revealing its rapid incorporation into cellular lipid pools.

In the context of cancer research, Coenzyme A,S-(9Z)-9-octadecenoate has shown promise as a modulator of tumor cell metabolism. A recent preprint from BioRxiv highlighted its ability to inhibit the Warburg effect—a hallmark of cancer cell metabolism???by redirecting energy production towards oxidative phosphorylation. This effect was particularly pronounced in triple-negative breast cancer cells, where the compound induced apoptosis and reduced tumor growth in xenograft models. These findings suggest its potential as an adjunct therapy in combination with existing chemotherapeutic agents.

Another groundbreaking study, published in Nature Chemical Biology in early 2024, explored the neuroprotective effects of Coenzyme A,S-(9Z)-9-octadecenoate. Researchers found that the compound mitigates oxidative stress in neuronal cells by upregulating endogenous antioxidant defenses, such as glutathione peroxidase. This property was leveraged in a mouse model of Parkinson’s disease, where administration of the compound significantly improved motor function and reduced dopaminergic neuron loss. The study also identified the monolithium salt form as particularly bioavailable, enhancing its therapeutic potential.

From a synthetic chemistry perspective, advancements in the scalable production of Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI) have been reported. A 2023 paper in Organic Process Research & Development detailed a novel enzymatic synthesis route that improves yield and purity while reducing environmental impact. This method employs immobilized acyl-CoA synthetase, enabling continuous production and easier downstream purification. Such innovations are critical for facilitating further preclinical and clinical studies.

In summary, the latest research on Coenzyme A,S-(9Z)-9-octadecenoate, monolithium salt (9CI) underscores its multifaceted roles in metabolism, oncology, and neuroprotection. Its unique chemical properties and biological activities position it as a promising candidate for therapeutic development. Future studies should focus on elucidating its pharmacokinetics and pharmacodynamics in humans, as well as exploring its interactions with other biomolecules in diverse pathological contexts.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shanghai Pearlk Chemicals Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Feiyang Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Feiyang Chemical Co., Ltd
Hubei Cuiyuan Biotechnology Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hubei Cuiyuan Biotechnology Co.,Ltd
上海嶸奧生物技術(shù)有限公司
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
上海嶸奧生物技術(shù)有限公司