Cas no 498-07-7 ((1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol)
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Chemical and Physical Properties
Names and Identifiers
-
- 1,6-anhydro-β-D-glucose
- 1,6-Anhydro-beta-D-glucose
- 1,6-Anhydro-beta-D-glucopyranose
- (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
- 1,6-Anhydro-β-D-glucopyranose
- Levoglucosan
- LEVOGLUCOSAN(RG)
- 1,6-Anhydro-β-glucopyranose
- Leucoglucosan
- 1,6-Anhydroglucose
- 1,6-Anhydro-beta-glucopyranose
- Glucosan
- 1,6-Anhydro-D-glucose
- 1,6-Anhydro-b-D-glucopyranose
- 5132N17FSD
- ANHYDROGLUCOSE
- 1,6-Anhydro-D-glucopyranose
- Anhydro-d-mannosan
- L-glucosan
- beta-D-Glucopyranose,
-
- MDL: MFCD00063248
- Inchi: 1S/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2/t2-,3-,4+,5-,6-/m1/s1
- InChI Key: TWNIBLMWSKIRAT-VFUOTHLCSA-N
- SMILES: O1[C@@H]2[C@@H]([C@H]([C@@H]([C@H]1CO2)O)O)O
- BRN: 80998
Computed Properties
- Exact Mass: 162.05300
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 3
- Hydrogen Bond Acceptor Count: 5
- Heavy Atom Count: 11
- Rotatable Bond Count: 0
- Complexity: 161
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 5
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: -2.1
- Topological Polar Surface Area: 79.2
Experimental Properties
- Color/Form: Powder
- Density: 1.2132 (rough estimate)
- Melting Point: 182-184?°C (lit.)
- Boiling Point: 383.8°C at 760 mmHg
- Refractive Index: -66.5 ° (C=2, H2O)
- Water Partition Coefficient: Soluble in Ethanol and Water.
- PSA: 79.15000
- LogP: -2.17580
- Specific Rotation: -66 o (c=1 in H2O)
- Optical Activity: [α]18/D ?66°, c =?1 in H2O
- Solubility: Not determined
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Security Information
- Signal Word:Warning
- Hazard Statement: H315-H319-H335
- Warning Statement: P261-P305+P351+P338
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Hazard Category Code: 20/21/22-36/37/38
- Safety Instruction: S22-S24/25
- Regulatory Condition Code:Class Q (sugars, alkaloids, antibiotics, hormones)
-
Hazardous Material Identification:
- Storage Condition:Sealed in dry,2-8°C
- Safety Term:S22;S24/25
- Risk Phrases:R20/21/22
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Customs Data
- HS CODE:29400000
- Customs Data:
China Customs Code:
29400000
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Fluorochem | 046709-25g |
1,6-Anhydro-beta-d-glucose |
498-07-7 | 99% | 25g |
£74.00 | 2022-02-28 | |
| Fluorochem | 046709-100g |
1,6-Anhydro-beta-d-glucose |
498-07-7 | 99% | 100g |
£290.00 | 2022-02-28 | |
| S e l l e c k ZHONG GUO | S3319-5mg |
Levoglucosan |
498-07-7 | 99.17% | 5mg |
¥876.87 | 2023-09-15 | |
| S e l l e c k ZHONG GUO | S3319-25mg |
Levoglucosan |
498-07-7 | 25mg |
¥2678.8 | 2022-04-26 | ||
| Fluorochem | 046709-1g |
1,6-Anhydro-beta-d-glucose |
498-07-7 | 99% | 1g |
£16.00 | 2022-02-28 | |
| Fluorochem | 046709-5g |
1,6-Anhydro-beta-d-glucose |
498-07-7 | 99% | 5g |
£25.00 | 2022-02-28 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | AA7855-1g |
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol |
498-07-7 | ≥99% | 1g |
¥380元 | 2023-09-15 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | AA7855-250mg |
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol |
498-07-7 | ≥99% | 250mg |
¥150元 | 2023-09-15 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | AA7855-5g |
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol |
498-07-7 | ≥99% | 5g |
¥1450元 | 2023-09-15 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R028403-1g |
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol |
498-07-7 | 99% | 1g |
¥83 | 2023-06-14 |
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Production Method
Production Method 1
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Raw materials
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Preparation Products
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(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol Related Literature
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Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693
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Weili Dai,Guangjun Wu,Michael Hunger Chem. Commun., 2015,51, 13779-13782
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Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
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Jason Y. C. Lim,Yong Yu,Guorui Jin,Kai Li,Yi Lu,Jianping Xie Nanoscale Adv., 2020,2, 3921-3932
Additional information on (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
Introduction to (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol (CAS No. 498-07-7)
(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol (CAS No. 498-07-7) is a unique and structurally complex organic compound that has garnered significant attention in the fields of organic chemistry and medicinal chemistry. This compound is characterized by its bicyclic framework and multiple hydroxyl groups, which confer it with a range of interesting chemical and biological properties. In this article, we will delve into the structural features, synthesis methods, and potential applications of this compound in both academic research and pharmaceutical development.
The structural complexity of (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol is a key factor in its significance. The compound features a bicyclic dioxane ring system with three hydroxyl groups positioned at specific stereocenters. This arrangement not only influences its chemical reactivity but also plays a crucial role in its biological activity. The stereochemistry of the compound is particularly important as it can affect its interactions with biological targets and its pharmacological properties.
In terms of synthesis, (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol has been synthesized using various approaches. One notable method involves the use of chiral auxiliaries to control the stereochemistry during the synthesis process. Another approach involves asymmetric catalysis using chiral catalysts to achieve high enantioselectivity. These synthetic strategies are essential for producing the compound in sufficient quantities for further research and development.
Recent research findings have highlighted the potential of (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol in various biological contexts. For instance, studies have shown that this compound exhibits potent anti-inflammatory properties by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. Additionally, it has been found to possess antioxidant activity by scavenging free radicals and protecting cells from oxidative damage.
In the realm of pharmaceutical development, (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol has shown promise as a lead compound for the development of new therapeutic agents. Its anti-inflammatory and antioxidant properties make it a potential candidate for treating conditions such as chronic inflammatory diseases and neurodegenerative disorders. Clinical trials are currently underway to evaluate its safety and efficacy in these applications.
The mechanism of action of (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol is an area of ongoing research. Initial studies suggest that it may act by modulating signaling pathways involved in inflammation and oxidative stress. For example, it has been shown to inhibit the activation of nuclear factor-kappa B (NF-κB), a key transcription factor involved in the expression of pro-inflammatory genes.
Moreover, the pharmacokinetic properties of (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol have been investigated to ensure its suitability for therapeutic use. Studies have demonstrated that it has favorable absorption profiles and good bioavailability when administered orally or intravenously. Additionally,its stability under physiological conditions has been confirmed,making it a viable candidate for drug development.
In conclusion,(1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol (CAS No. 498-07-7) is a multifaceted compound with significant potential in both academic research and pharmaceutical applications. Its unique structural features, coupled with its anti-inflammatory and antioxidant properties, make it an intriguing subject for further investigation.
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