CAS 604-34-2

Cholesteryl arachidonate

Description:

Cholesteryl arachidonate is a complex lipid molecule formed by the esterification of cholesterol and arachidonic acid. It is classified as a sterol ester and is notable for its role in biological membranes and cellular signaling. This compound exhibits hydrophobic characteristics due to its long hydrocarbon chains, which influence its solubility and interaction with other lipids. Cholesteryl arachidonate is primarily found in cellular membranes, where it contributes to membrane fluidity and stability. Additionally, it serves as a reservoir for arachidonic acid, a precursor for various bioactive lipids involved in inflammatory responses and signaling pathways. The presence of the cholesterol moiety enhances the structural integrity of membranes, while the arachidonic acid component is crucial for the synthesis of eicosanoids, which play significant roles in physiological processes. Overall, cholesteryl arachidonate is an important molecule in biochemistry, particularly in the context of membrane dynamics and lipid metabolism.

Formula: C₄₇H₇₆O₂

InChI: InChI=1/C47H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h11-12,14-15,17-18,20-21,28,37-38,40-44H,7-10,13,16,19,22-27,29-36H2,1-6H3/b12-11+,15-14+,18-17+,21-20+/t38-,40+,41+,42-,43+,44+,46+,47-/m1/s1

InChI key: InChIKey=IMXSFYNMSOULQS-BEDFLICRSA-N

SMILES: C[C@@]12[C@@]3([C@]([C@]4([C@](C)(CC3)[C@@]([C@@H](CCCC(C)C)C)(CC4)[H])[H])(CC=C1C[C@@H](OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)CC2)[H])[H]

Synonyms:

• (3beta)-cholest-5-en-3-yl (5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoate
• Arachidonic acid cholesteryl ester
• Cholest-5-en-3-ol (3β)-, (5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenoate
• Cholest-5-en-3-ol (3β)-, 3-[(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenoate]
• Cholest-5-en-3-ol (3β)-, 5,8,11,14-eicosatetraenoate, (all-Z)-
• Cholesterol 5Z,8Z,11Z,14Z-eicosatetraenoic acid ester
• Cholesterol, arachidonate
• 3BETA-HYDROXY-5-CHOLESTENE 3-ARACHIDONATE
• 5-Cholesten-3β-ol 3-arachidonate
• Cholesteryl arachidote
• Cholesteryl arakidonate
• Cholesteryl arachidonic acid
• [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
• CHOLESTERYL ARACHIDONATE
• (5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoic acid 3β-cholesteryl ester
• 3β-hydroxy-5-cholestene 3-arachidonate
• 3β-Hydroxy-5-cholestene 3-arachidonate, 5-Cholesten-3β-ol 3-arachidonate, Cholesteryl eicosatetraenoate
• 5-CHOLESTEN-3BETA-OL 3-ARACHIDONATE

Cholesteryl arachidonate

CAS: 604-34-2

Formula: C₄₇H₇₆O₂

Molecular weight: 673.11

Ref: 7W-GL4449

Cholesteryl arachidonate

CAS: 604-34-2

Cholesteryl arachidonate is a human endogenous metabolite.

Formula: C₄₇H₇₆O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 673.11

Ref: TM-T10806

Cholesteryl Arachidonate

CAS: 604-34-2

Formula: C47H76O2

Purity: >99%

Color and Shape: Liquid

Molecular weight: 673.11

Ref: 48-64-2004

Cholesteryl Arachidonate

Controlled Product

CAS: 604-34-2

Stability Light Sensitive
Applications Cholesteryl arachidonate is a cholesterol ester found associated with the neutral core of low density lipoprotein.

Formula: C₄₇H₇₆O₂

Color and Shape: Neat

Molecular weight: 673.11

Ref: TR-C432583

Cholesteryl arachidonate

Controlled Product

CAS: 604-34-2

Cholesteryl arachidonate is a cholesteryl ester that is found in human serum and atherosclerotic lesions. It is synthesized from the cholesterol molecule by the enzyme acyl-coenzyme A:cholesterol acyltransferase. Cholesteryl arachidonate is also found in low concentrations in human adipose tissue and can be used as an indicator of obesity. The chemical properties of this compound are similar to those of other polyunsaturated lipids, with a high melting point and boiling point. This substance has antioxidative properties and may play a role in the prevention of infectious diseases. Cholesteryl arachidonate also plays a role in the metabolism of endoxifen, which inhibits estrogen synthesis.

Formula: C₄₇H₇₆O₂

Purity: Min. 95%

Molecular weight: 673.11 g/mol

Ref: 3D-AAA60434