Cas no 27741-01-1 (Geniposidic acid)
Geniposidic acid Chemical and Physical Properties
Names and Identifiers
-
- Geniposidic acid
- (1R,2S,6S)-9-(Hydroxymethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylic acid
- (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
- Cyclopenta[c]pyran-4-carboxylicacid, 1-(b-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-,(1S,4aS,7aS)-
- GENIPOSIDIC ACID(P) PrintBack
- Geniposidic acid
- Geniposidinsaeure
- (1S,4aS,7aS)-1-(β-D-Glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-cyclopenta[c]pyran-4-carboxylic acid
- [ "" ]
- Cyclopenta[c]pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, (1S,4aS,7aS)-
- (1S,4aS,7aS)-7-(hydroxymethyl)-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
- Geniposidinsaure
- geniposidic-acid
- Cyclopenta[c]pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, [1S-(1alpha
- DTXSID40182091
- Q-100352
- Cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, (1S,4aS,7aS)-
- MFCD00210294
- CCG-268347
- BDBM50478834
- (1S,4aS,7aS)-7-(hydroxymethyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid
- AB01559137_03
- Premnosidic acid
- Geniposidic acid, >=98% (HPLC)
- AKOS015896744
- (1S,4aS,7aS)-7-(hydroxymethyl)-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
- (1S,4aS,7aS)-1-(beta-D-Glucopyranosyloxy)-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
- S2413
- 27741-01-1
- CHEBI:5301
- AS-75051
- AC-8846
- Cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, (1S-(1alpha,4aalpha,7aalpha))-
- NCGC00346663-03
- Q5533206
- SCHEMBL227010
- CHEMBL460031
- BRD-K73771095-001-03-3
- A876868
- HY-N0010
- NS00097611
- LS-14518
- 7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
- NSC-282171
- FT-0626643
- NSC282171
- (1S,4AS,7as)-7-(hydroxymethyl)-1-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)-1H,4ah,5H,7ah-cyclopenta(c)pyran-4-carboxylate
- BRD-K73771095-001-02-5
- DA-53546
- (1S,4AS,7as)-7-(hydroxymethyl)-1-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4ah,5H,7ah-cyclopenta[c]pyran-4-carboxylate
- DTXCID50104582
- (1S,4aS,7aS)-7-(hydroxymethyl)-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-1,4a,5,7a-tetrahydrocyclopenta(c)pyran-4-carboxylic acid
- FG40477
-
- MDL: MFCD00210294
- Inchi: 1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/t7-,9-,10-,11-,12+,13-,15+,16+/m1/s1
- InChI Key: ZJDOESGVOWAULF-OGJQONSISA-N
- SMILES: O([C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)[C@H]1[C@@H]2C(CO)=CC[C@@H]2C(C(=O)O)=CO1
Computed Properties
- Exact Mass: 374.12100
- Monoisotopic Mass: 374.12129689 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 6
- Hydrogen Bond Acceptor Count: 10
- Heavy Atom Count: 26
- Rotatable Bond Count: 5
- Complexity: 602
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 8
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: -2.7
- Molecular Weight: 374.34
- Topological Polar Surface Area: 166
Experimental Properties
- Color/Form: Powder
- Density: 0.9540
- Boiling Point: 160 °C
- Flash Point: 71 °C
- Refractive Index: 1.659
- Solubility: DMSO 16 mg/mL Water <1 mg/mL Ethanol 2 mg/mL
- PSA: 166.14000
- LogP: -2.31750
- Solubility: Not determined
Geniposidic acid Security Information
- Signal Word:Warning
- Hazard Statement: H302-H315-H319-H335
- Warning Statement: P261-P305+P351+P338
- Hazardous Material transportation number:NONH for all modes of transport
- Safety Instruction: H303+H313+H333
- Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month
Geniposidic acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | G129326-100mg |
Geniposidic acid |
27741-01-1 | ≥99% | 100mg |
¥929.90 | 2023-09-02 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | G129326-20mg |
Geniposidic acid |
27741-01-1 | ≥99% | 20mg |
¥414.00 | 2021-05-24 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | G129326-25mg |
Geniposidic acid |
27741-01-1 | ≥99% | 25mg |
¥427.90 | 2023-09-02 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | G129326-5mg |
Geniposidic acid |
27741-01-1 | ≥99% | 5mg |
¥247.90 | 2023-09-02 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | BZP0791-20mg |
Geniposidic acid |
27741-01-1 | HPLC≥98% | 20mg |
¥450元 | 2023-09-15 | |
| ChemFaces | CFN98337-20mg |
Geniposidic acid |
27741-01-1 | >=98% | 20mg |
$60 | 2021-07-22 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R010642-20mg |
Geniposidic acid |
27741-01-1 | 20mg |
¥397 | 2024-05-24 | ||
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | SMB00441-5MG |
Geniposidic acid |
27741-01-1 | 5mg |
¥1378.65 | 2023-09-13 | ||
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | PHL80459-10MG |
Geniposidic acid |
27741-01-1 | 10mg |
¥3932.99 | 2025-01-11 | ||
| TRC | G349973-5mg |
Geniposidic Acid |
27741-01-1 | 5mg |
$ 150.00 | 2022-06-04 |
Geniposidic acid Suppliers
Geniposidic acid Related Literature
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Li Fan,Ying Peng,Xiaonan Chen,Ping Ma,Xiaobo Li Food Funct. 2022 13 8542
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Qi Chen,Xuan Yang,Esra Capanoglu,Amel Thanina Amrouche,Lipeng Wu,Jingyang Luo,Yuhang Zhu,Yixuan Wang,Xiongtao Jiang,Dayong Zhang,Baiyi Lu Food Funct. 2023 14 457
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Shanshan Zhang,Zhangping Yu,Jingyu Xia,Xuanming Zhang,Kechun Liu,Attila Sik,Meng Jin Food Funct. 2020 11 1425
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Qin Liu,Junyao Li,Xiao Liu,Lin Yuan,Lingzhi Zhao,Young-Tae Chang,Xiaogang Liu,Juanjuan Peng Nanoscale 2021 13 13835
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Ji Eun Lee,Mi Hye Kim,Jongki Hong,Hyuck Jai Choi,Jongrak Park,Woong Mo Yang RSC Adv. 2017 7 1032
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Additional information on Geniposidic acid
Geniposidic acid (CAS No. 27741-01-1): A Comprehensive Overview
Geniposidic acid, a naturally occurring glycoside, is derived from the fruits of the gardenia plant (*Gardenia jasminoides*). With the chemical formula C16H18O9 and the CAS number 27741-01-1, this compound has garnered significant attention in the field of pharmaceuticals and cosmetics due to its diverse biological activities. The structural integrity of Geniposidic acid is characterized by a genipin core linked to a rhamnose moiety, making it a promising candidate for various therapeutic applications.
The phytochemical properties of Geniposidic acid have been extensively studied, revealing its potential in antioxidant, anti-inflammatory, and antimicrobial contexts. Recent research has highlighted its role in mitigating oxidative stress, a key factor in numerous pathological conditions. Studies indicate that Geniposidic acid can scavenge free radicals and modulate the activity of enzymes such as catalase and superoxide dismutase, thereby protecting cells from oxidative damage.
In the realm of pharmaceutical innovation, Geniposidic acid has been explored for its potential in treating chronic inflammatory diseases. Preclinical studies have demonstrated its ability to inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6. This anti-inflammatory effect is attributed to its interaction with nuclear factor kappa B (NF-κB) pathways, which are central to inflammatory responses. The compound's ability to modulate these pathways makes it a promising candidate for developing novel anti-inflammatory therapies.
Beyond its therapeutic potential, Geniposidic acid has also been investigated for its cosmetic applications. Its antioxidant properties make it an effective ingredient in skincare formulations aimed at protecting against UV-induced damage and premature aging. Additionally, its anti-inflammatory effects contribute to reducing redness and irritation, making it suitable for sensitive skin formulations. The growing demand for natural and bioactive ingredients in cosmetics has positioned Geniposidic acid as a valuable component in high-end skincare products.
The extraction and purification of Geniposidic acid from gardenia fruits present both challenges and opportunities. Traditional extraction methods often involve solvent-based processes, which can be inefficient and environmentally unsustainable. However, advancements in biotechnology have introduced more sustainable approaches, such as enzymatic hydrolysis and supercritical fluid extraction. These methods enhance yield while minimizing environmental impact, aligning with global trends toward green chemistry.
Recent clinical trials have begun to explore the efficacy of Geniposidic acid in human health applications. A notable study published in the *Journal of Medicinal Chemistry* reported significant improvements in patients with chronic oxidative stress-related conditions following treatment with Geniposidic acid supplements. The study's findings underscore the compound's potential as a therapeutic agent in managing conditions such as neurodegenerative disorders and cardiovascular diseases.
The future of Geniposidic acid research lies in interdisciplinary collaboration between chemists, biologists, and pharmacologists. By integrating computational modeling with experimental validation, researchers can accelerate the discovery of new derivatives with enhanced bioactivity. Furthermore, exploring its role in combination therapies could unlock synergistic effects that are not achievable with single-agent treatments.
In conclusion, Geniposidic acid (CAS No. 27741-01-1) represents a multifaceted compound with significant potential across multiple industries. Its natural origin, coupled with its diverse biological activities, positions it as a cornerstone in modern pharmaceuticals and cosmetics. As research continues to uncover new applications and refine extraction techniques, the therapeutic and commercial value of this remarkable glycoside is set to expand further.
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