Cas no 50409-12-6 ((1R,3S,5s)-cyclohexane-1,3,5-triol)

(1R,3S,5s)-Cyclohexane-1,3,5-triol is a stereochemically defined cyclohexane derivative featuring three hydroxyl groups in a specific axial-equatorial-axial configuration. This compound serves as a valuable chiral building block in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and specialty materials. Its rigid cyclohexane backbone and well-defined stereochemistry enable precise control over molecular geometry, enhancing selectivity in asymmetric synthesis. The triol functionality offers multiple sites for derivatization, facilitating the construction of complex architectures. High purity and consistent stereochemical integrity make it suitable for applications requiring strict enantiomeric or diastereomeric purity. Its stability under standard conditions further ensures reliable performance in synthetic workflows.
(1R,3S,5s)-cyclohexane-1,3,5-triol structure
50409-12-6 structure
Product Name:(1R,3S,5s)-cyclohexane-1,3,5-triol
CAS No:50409-12-6
MF:C6H12O3
MW:132.157682418823
MDL:MFCD00043062
CID:825993
PubChem ID:87560570
Update Time:2025-11-01

(1R,3S,5s)-cyclohexane-1,3,5-triol Chemical and Physical Properties

Names and Identifiers

    • CIS,CIS-1,3,5-CYCLOHEXANETRIOL DIHYDRATE
    • (1alpha,3alpha,5alpha)-1,3,5-Cyclohexanetriol
    • (1α,3α,5α)-1,3,5-Cyclohexanetriol
    • ,3&alpha
    • ,5&alpha
    • 1,3,5-cis,cis-cyclohexanetriol
    • all-cis-1,3,5-cyclohexanetriol
    • cis,cis,cis-1,3,5-cyclohexanetriol
    • cis,cis,cis-1,3,5-trihydroxycyclohexane
    • cis,cis-1,3,5-trihydroxycyclohexane
    • cis,cis-cyclohexane-1,3,5-triol
    • Cyclohexane-1,3,5-triol
    • 1,3,5-Cyclohexanetriol
    • Phloroglucitol
    • cis-1,3,5-Trihydroxycyclohexane
    • Cis-1,3-5-trihydroxycyclohexane
    • FSDSKERRNURGGO-UHFFFAOYSA-N
    • (1s,3s,5s)-cyclohexane-1,3,5-triol
    • cis-Phloroglucitol
    • 1,3,5-CYCLOHEXANETRIOL (CIS- AND TRANS- MIXTURE)
    • trans-1,3,5-Trihydroxycyclohexane
    • NSC25143
    • 1,5-Cyclohexanetriol
    • FSDSKERRNURG
    • (1R,3S,5s)-cyclohexane-1,3,5-triol
    • 13314-30-2
    • 2041-15-8
    • SCHEMBL19307787
    • AT20064
    • AC-11889
    • rel-(1s,3s,5s)-Cyclohexane-1,3,5-triol
    • SCHEMBL19645307
    • DTXSID00942577
    • SY055154
    • AC-11888
    • MFCD00043062
    • C1051
    • AKOS006276376
    • AC-10138
    • FSDSKERRNURGGO-UHFFFAOYSA-
    • SCHEMBL1672698
    • C2275
    • XH0864
    • 1
    • SB83876
    • T70973
    • I(2)-Phloroglucit
    • A,3
    • AKOS015960662
    • cis,cis-1,3,5-Cyclohexanetriol
    • MFCD00070580
    • CS-0453039
    • DB-027679
    • FS-4315
    • A,5
    • InChI=1/C6H12O3/c7-4-1-5(8)3-6(9)2-4/h4-9H,1-3H2
    • SCHEMBL36515
    • AKOS015960232
    • 50409-12-6
    • NSC-25143
    • CAA04115
    • A-Trihydroxycyclohexane
    • MDL: MFCD00043062
    • Inchi: 1S/C6H12O3/c7-4-1-5(8)3-6(9)2-4/h4-9H,1-3H2
    • InChI Key: FSDSKERRNURGGO-UHFFFAOYSA-N
    • SMILES: OC1CC(CC(C1)O)O

Computed Properties

  • Exact Mass: 132.07900
  • Monoisotopic Mass: 132.078644241g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 63.3
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 60.7
  • XLogP3: -0.8

Experimental Properties

  • Melting Point: 185.0 to 189.0 deg-C
  • PSA: 60.69000
  • LogP: -0.74700

(1R,3S,5s)-cyclohexane-1,3,5-triol Security Information

  • WGK Germany:3

(1R,3S,5s)-cyclohexane-1,3,5-triol Customs Data

  • HS CODE:2906199090
  • Customs Data:

    China Customs Code:

    2906199090

    Overview:

    2906199090. Other naphthenic alcohols,Cycloenol and cycloterpenol. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:5.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2906199090. cyclanic, cyclenic or cyclotherpenic alcohols. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

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(1R,3S,5s)-cyclohexane-1,3,5-triol Suppliers

Amadis Chemical Company Limited
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(CAS:50409-12-6)(1R,3S,5s)-cyclohexane-1,3,5-triol
Order Number:A871571
Stock Status:in Stock
Quantity:5.0g/10.0g/25.0g/50.0g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:29
Price ($):226.0/383.0/877.0/1677.0

Additional information on (1R,3S,5s)-cyclohexane-1,3,5-triol

(1R,3S,5s)-cyclohexane-1,3,5-triol (CAS No. 50409-12-6): A Comprehensive Overview

(1R,3S,5s)-cyclohexane-1,3,5-triol (CAS No. 50409-12-6) is a cyclic triol compound that has garnered significant attention in the fields of organic chemistry and medicinal chemistry due to its unique structural properties and potential applications. This compound is characterized by its three hydroxyl groups attached to a cyclohexane ring in a specific stereochemical configuration. The precise arrangement of these functional groups imparts distinct chemical and biological properties, making it a valuable molecule for various research and industrial purposes.

The stereochemistry of (1R,3S,5s)-cyclohexane-1,3,5-triol is crucial for its functionality. The (1R,3S,5s) configuration refers to the specific orientation of the hydroxyl groups on the cyclohexane ring. This configuration can significantly influence the compound's reactivity and its interactions with other molecules. Recent studies have highlighted the importance of stereochemistry in drug design and development, as small changes in molecular structure can lead to significant differences in biological activity.

In the context of medicinal chemistry, (1R,3S,5s)-cyclohexane-1,3,5-triol has been explored for its potential as a scaffold for the synthesis of bioactive compounds. The presence of multiple hydroxyl groups provides numerous opportunities for functionalization and derivatization. These modifications can enhance the compound's solubility, stability, and biological activity, making it a versatile starting material for drug discovery.

One of the key areas where (1R,3S,5s)-cyclohexane-1,3,5-triol has shown promise is in the development of antiviral agents. Recent research has demonstrated that derivatives of this compound exhibit potent antiviral activity against various viral strains. For instance, a study published in the Journal of Medicinal Chemistry reported that certain derivatives of (1R,3S,5s)-cyclohexane-1,3,5-triol effectively inhibited the replication of influenza virus in vitro. This finding opens up new avenues for the development of novel antiviral drugs.

Beyond antiviral applications, (1R,3S,5s)-cyclohexane-1,3,5-triol has also been investigated for its anti-inflammatory properties. Inflammation is a complex biological response that plays a critical role in various diseases. Research has shown that certain derivatives of this compound possess anti-inflammatory activity by modulating key signaling pathways involved in inflammation. These findings suggest that (1R,3S,5s)-cyclohexane-1,3,5-triol could be a valuable lead compound for developing new anti-inflammatory drugs.

In addition to its therapeutic potential, (1R,3S,5s)-cyclohexane-1,3,5-triol has also found applications in materials science. The unique structure and functional groups of this compound make it suitable for use as a building block in the synthesis of advanced materials. For example, it can be used to create polymers with tailored properties for use in biomedical devices or drug delivery systems.

The synthesis of (1R,3S,5s)-cyclohexane-1,3,5-triol has been optimized through various methods to ensure high yields and purity. One common approach involves the asymmetric synthesis using chiral catalysts or enzymes to achieve the desired stereochemistry. Recent advancements in synthetic methodologies have further improved the efficiency and scalability of these processes.

In conclusion,(1R,3S,5s)-cyclohexane-1,3,5-triol (CAS No. 50409-12-6) is a multifaceted compound with significant potential across multiple scientific disciplines. Its unique stereochemical configuration and versatile functional groups make it an attractive candidate for drug discovery and materials science applications. Ongoing research continues to uncover new possibilities for this intriguing molecule.

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Amadis Chemical Company Limited
(CAS:50409-12-6)(1R,3S,5s)-cyclohexane-1,3,5-triol
A871571
Purity:99%/99%/99%/99%
Quantity:5.0g/10.0g/25.0g/50.0g
Price ($):226.0/383.0/877.0/1677.0
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