Cas no 29261-12-9 (9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI))

9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI) structure
29261-12-9 structure
Product Name:9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI)
CAS No:29261-12-9
MF:C27H44O3
MW:416.636468887329
CID:270897
Update Time:2025-07-15

9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI) Chemical and Physical Properties

Names and Identifiers

    • 9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI)
    • 25,26-Dihydroxy Vitamin D3
    • 25,26-Dihydroxycholecalciferol
    • (5E,7E)-9,10-Secocholesta-5,7,10-triene-3,25,26-triol
    • 25,26-Dihydroxyvitamin D
    • 25,26-Dihydroxyvitamin D3
    • Inchi: 1S/C27H44O3/c1-19-9-12-23(29)17-22(19)11-10-21-8-6-16-27(4)24(13-14-25(21)27)20(2)7-5-15-26(3,30)18-28/h10-11,20,23-25,28-30H,1,5-9,12-18H2,2-4H3/b21-10+,22-11-/t20-,23+,24-,25+,26?,27-/m1/s1
    • InChI Key: QOWCBCXATJITSI-ZLNGONTQSA-N
    • SMILES: OC(C)(CO)CCC[C@@H](C)[C@H]1CC[C@H]2/C(=C/C=C3\C(=C)CC[C@@H](C\3)O)/CCC[C@]12C

Computed Properties

  • Exact Mass: 416.32900

Experimental Properties

  • Density: 1.06±0.1 g/cm3 (20 oC 760 Torr),
  • Solubility: Insuluble (7.1E-4 g/L) (25 oC),
  • PSA: 60.69000
  • LogP: 5.70630

9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI) Security Information

  • Hazardous Material transportation number:UN2811 6.1/PG 2
  • Hazard Category Code: 23/24/25-63-48/25-26-24/25
  • Safety Instruction: 36/37-45
  • Hazardous Material Identification: T
  • Risk Phrases:R23/24/25; R63
  • Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month

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9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI) Related Literature

  • 1. Stereoselective introduction of hydroxy groups into the cholesterol side chain. Preparation of (24R)- and (24S)-24,25-dihydroxy- and (25R)- and (25S)-25,26-dihydroxyvitamin D3 by asymmetric synthesis
    Naoyuki Koizumi,Masaji Ishiguro,Mitsuhiro Yasuda,Nobuo Ikekawa J. Chem. Soc. Perkin Trans. 1 1983 1401
  • 2. Synthesis of 26,26,26,27,27,27-hexafluoro-25-hydroxyvitamin D3
    Yoshiro Kobayashi,Takeo Taguchi,Norio Kanuma,Nobuo Ikekawa,Jun-Ichi Oshida J. Chem. Soc. Chem. Commun. 1980 459

Additional information on 9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI)

Introduction to 9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI) and Its Significance in Modern Research

The compound with the CAS no. 29261-12-9, known as 9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI), represents a fascinating molecule in the realm of organic chemistry and biochemistry. This triterpene derivative has garnered significant attention due to its unique structural features and potential biological activities. The presence of multiple double bonds and hydroxyl groups in its molecular framework suggests a rich interplay of stereochemistry and reactivity, making it a valuable subject for both synthetic and pharmacological investigations.

In recent years, the study of triterpenes has seen considerable advancements, particularly in understanding their roles in natural products and their applications in drug discovery. 9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI) stands out as a compound with a complex backbone that could serve as a scaffold for developing novel therapeutic agents. Its structural similarity to cholesterol but with modified side chains makes it an intriguing candidate for exploring mechanisms of action related to lipid metabolism and signaling pathways.

The (3b,5Z,7E) configuration in the name highlights the specific stereochemistry of the molecule. Stereoisomers can exhibit vastly different biological activities despite having the same molecular formula. This compound’s configuration may contribute to its unique interactions with biological targets. For instance, studies have shown that triterpenes with particular stereochemical arrangements can modulate enzyme activity or bind to receptors in ways that differ significantly from their isomers.

Recent research has begun to uncover the potential of 9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI) in contexts beyond traditional pharmacology. Its structural motif has been associated with anti-inflammatory and antioxidant properties in preliminary studies. These findings are particularly relevant given the increasing interest in natural product-derived compounds that can modulate chronic inflammatory diseases without the side effects often associated with synthetic drugs.

The synthesis of this compound presents an interesting challenge for organic chemists due to its complex tetracyclic structure. Advances in synthetic methodologies have enabled more efficient routes to such molecules. Techniques like asymmetric hydrogenation and enzymatic resolution have been employed to achieve high enantiomeric purity. These methods are crucial for ensuring that the final product retains the desired biological activity by maintaining its specific stereochemical configuration.

From a biochemical perspective, 9,10-Secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI) exhibits properties that make it a candidate for studying enzyme interactions at a molecular level. Its multiple hydroxyl groups could serve as docking sites for enzymes involved in metabolic pathways such as steroidogenesis or cholesterol synthesis. Understanding these interactions could provide insights into how disruptions in these pathways contribute to various diseases.

In conclusion, 9,10-secocholesta-5,7,10(19)-triene-3,25,26-triol,(3b,5Z,7E)- (9CI) is a compound of significant interest due to its unique structure and potential biological applications. The ongoing research into its properties and mechanisms of action underscores its importance as a scaffold for drug discovery and as a model system for studying complex biochemical processes. As synthetic chemistry continues to evolve,the accessibility of such compounds will likely lead to more innovative applications in medicine and biotechnology.

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