Cas no 27548-93-2 (Baccatin III)
Baccatin III Chemical and Physical Properties
Names and Identifiers
-
- Baccatine III
- Baccatin III
- Baccatin Ⅲ
- BACCATIN III(P) PrintBack
- O-De[(2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropanoyl]paclitaxel
- 7,11-Methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one,6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-,[2aR-(2aa,4b,4ab,6b,9a,11a,12a,12aa,12ba)]-
- NSC 330753
- [ "" ]
- 40K5PZ0K67
- Baccatin cento
- C31H38O11
- BACCATIN-III
- b(2aH)-diyl diacetate
- OVMSOCFBDVBLFW-VHLOTGQHSA-N
- Baccatin II
- NS00093867
- PACLITAXEL IMPURITY N [EP IMPURITY]
- 13-O-De[(2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoyl]paclitaxel (Baccatin III)
- CHEMBL288043
- [2aR-(2aalpha,4beta,4abeta,6beta,9alpha,11alpha,12alpha,12aalpha,12balpha)]-6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca(3,4)benz(1,2-b)oxet-5-one
- BACCATIN III [WHO-DD]
- (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12-(Benzoyloxy)-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b-diyl diacetate
- NSC-330753
- NITRONIUMHEXAFLUOROANTIMONATE
- 7,11-Methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-
- CCG-208344
- CS-0013149
- 7,11-Methano-5H-cyclodeca(3,4)benz(1,2-b)oxet-5-one, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-, (2aR-(2aalpha,4beta,4abeta,6beta,9alpha,11alpha,12alpha,12aalpha,12balpha))-
- 7,11-METHANO-5H-CYCLODECA(3,4)BENZ(1,2-B)OXET-5-ONE, 6,12B-BIS(ACETYLOXY)-12-(BENZOYLOXY)-1,2A,3,4,4A,6,9,10,11,12,12A,12B-DODECAHYDRO-4,9,11-TRIHYDROXY-4A,8,13,13-TETRAMETHYL-, (2AR,4S,4AS,6R,9S,11S,12S,12AR,12BS)-
- Q15410249
- MFCD00153921
- Baccatin III; O-De[(2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropanoyl]paclitaxel
- DTXSID301029474
- HY-N6985
- AKOS024462641
- CHEBI:32898
- Q-100350
- Baccatin III, >=95% (HPLC)
- 27548-93-2
- (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-Bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one
- (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12-(benzoyloxy)-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate
- 5beta,20-epoxy-1,7beta,13alpha-trihydroxy-9-oxotax-11-ene-2alpha,4alpha,10beta-triyl 4,10-diacetate 2-benzoate
- EX-A832
- [(1~{S},2~{S},3~{R},4~{S},7~{R},9~{S},10~{S},12~{R},15~{S})-4,12-diacetyloxy-10,14,16,16-tetramethyl-1,9,15-tris(oxidanyl)-11-oxidanylidene-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl] benzoate
- R3Q
- SCHEMBL3118475
- 4,10beta-bis(acetyloxy)-1,7beta,13alpha-trihydroxy-9-oxo-5beta,20-epoxytax-11-en-2alpha-yl benzoate (13-O-de[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]paclitaxel
- AS-35071
- UNII-40K5PZ0K67
- (-)-Baccatin III
- MLS001097641
- MLSMR
- Baccatin V
- SMR000578095
- Baccatin III?
- 4,12-Bis(acetyloxy)-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0,.0,]heptadec-13-en-2-yl benzoic acid
- [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
- (2AR-(2aalpha,4beta,4abeta,6beta,9alpha,11alpha,12alpha,12aalpha,12balpha))-6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca(3,4)benz(1,2-b)oxet-5-one
- 4,12-Bis(acetyloxy)-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.0,.0,)heptadec-13-en-2-yl benzoic acid
- ((1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.03,10.04,7)heptadec-13-en-2-yl) benzoate
-
- MDL: MFCD00153921
- Inchi: 1S/C31H38O11/c1-15-19(34)13-31(38)26(41-27(37)18-10-8-7-9-11-18)24-29(6,20(35)12-21-30(24,14-39-21)42-17(3)33)25(36)23(40-16(2)32)22(15)28(31,4)5/h7-11,19-21,23-24,26,34-35,38H,12-14H2,1-6H3/t19-,20-,21+,23+,24-,26-,29+,30-,31+/m0/s1
- InChI Key: OVMSOCFBDVBLFW-VHLOTGQHSA-N
- SMILES: O1C([H])([H])[C@@]2([C@@]1([H])C([H])([H])[C@@]([H])([C@@]1(C([H])([H])[H])C([C@@]([H])(C3=C(C([H])([H])[H])[C@]([H])(C([H])([H])[C@](C3(C([H])([H])[H])C([H])([H])[H])([C@]([H])([C@]21[H])OC(C1C([H])=C([H])C([H])=C([H])C=1[H])=O)O[H])O[H])OC(C([H])([H])[H])=O)=O)O[H])OC(C([H])([H])[H])=O
Computed Properties
- Exact Mass: 586.24100
- Monoisotopic Mass: 586.241
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 3
- Hydrogen Bond Acceptor Count: 11
- Heavy Atom Count: 42
- Rotatable Bond Count: 7
- Complexity: 1200
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 9
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: 3
- XLogP3: 1.2
- Topological Polar Surface Area: 166
- Molecular Weight: 586.6
Experimental Properties
- Color/Form: Cryst.
- Density: 1.2062 (rough estimate)
- Melting Point: 229-234 oC
- Boiling Point: 562.81°C (rough estimate)
- Flash Point: 226.9 °C
- Refractive Index: 1.5455-1.5475
- Solubility: Chloroform (Sparingly, Sonicated), Methanol (Slightly)
- Water Partition Coefficient: Insoluble
- Stability/Shelf Life: 4 Year Shelf Life
- PSA: 165.89000
- LogP: 1.65260
- Solubility: Not determined
- Vapor Pressure: 0.0±2.4 mmHg at 25°C
Baccatin III Security Information
-
Symbol:
- Signal Word:Danger
- Hazard Statement: H315,H319,H335,H350
- Warning Statement: P201,P261,P305+P351+P338-P308+P313
- Hazardous Material transportation number:1544
- WGK Germany:3
- Hazard Category Code: 45-46-22-36/37/38
- Safety Instruction: 53-22-26-36/37/39-45-24/25
-
Hazardous Material Identification:
- HazardClass:6.1(b)
- PackingGroup:III
- Storage Condition:2-8°C
- Safety Term:6.1(b)
- Packing Group:III
- Risk Phrases:R45
- Packing Group:III
- Hazard Level:6.1(b)
Baccatin III 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. | B114048-10mg |
Baccatin III |
27548-93-2 | ,≥99% | 10mg |
¥1122.90 | 2023-09-04 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | B140555-100mg |
Baccatin III |
27548-93-2 | 95% | 100mg |
¥571.90 | 2023-09-04 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | B140555-25mg |
Baccatin III |
27548-93-2 | 95% | 25mg |
¥308.90 | 2023-09-04 | |
| S e l l e c k ZHONG GUO | S3928-5mg |
Baccatin Ⅲ |
27548-93-2 | 99.85% | 5mg |
¥794.93 | 2023-09-16 | |
| S e l l e c k ZHONG GUO | S3928-25mg |
Baccatin Ⅲ |
27548-93-2 | 25mg |
¥2211.65 | 2022-04-26 | ||
| Chemenu | CM133504-1g |
(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12-(benzoyloxy)-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate |
27548-93-2 | 97% | 1g |
$262 | 2021-08-05 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R022683-10mg |
Baccatin III |
27548-93-2 | 99%() | 10mg |
¥1347 | 2023-09-09 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | X40885-100mg |
Baccatin III |
27548-93-2 | 97% | 100mg |
¥580.0 | 2024-07-16 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | X40885-250mg |
Baccatin III |
27548-93-2 | 97% | 250mg |
¥1312.0 | 2024-07-16 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | L-RI243-5mg |
Baccatin III |
27548-93-2 | 95% | 5mg |
¥680.0 | 2022-03-01 |
Baccatin III Suppliers
Baccatin III Related Literature
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Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng Cai Chem. Commun., 2013,49, 11086-11088
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Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
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Tao Wang,Yangyang Liu,Yue Deng,Hongbo Fu,Jianmin Chen Environ. Sci.: Nano, 2018,5, 1821-1833
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Aloke Das,K. K. Mahato,Chayan K. Nandi,Tapas Chakraborty,Shridhar R. Gadre,Nikhil A. Gokhale Phys. Chem. Chem. Phys., 2002,4, 2162-2168
Related Categories
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Prenol lipids Taxanes and derivatives
- Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Prenol lipids Diterpenoids Taxanes and derivatives
- Diterpenoids
- Pharmaceutical and Biochemical Products Pharmaceutical Active Ingredients Standard Substances
Additional information on Baccatin III
Exploring the Potential of Baccatin III (CAS No. 27548-93-2) in Modern Pharmaceutical Research
Baccatin III (CAS No. 27548-93-2) is a naturally occurring diterpenoid compound that has garnered significant attention in the pharmaceutical and biotechnology industries. As a key intermediate in the biosynthesis of paclitaxel, a widely used anticancer drug, Baccatin III plays a crucial role in the development of novel therapeutic agents. Its unique chemical structure and biological activity make it a subject of intense research, particularly in the fields of oncology and drug discovery.
The chemical structure of Baccatin III features a complex tetracyclic ring system, which is essential for its biological activity. This structure is characterized by a highly oxygenated core, including multiple hydroxyl and ester functional groups. Researchers have identified Baccatin III derivatives as promising candidates for the development of new anticancer drugs, due to their ability to stabilize microtubules and inhibit cell division. The compound's mechanism of action is similar to that of paclitaxel, but with potentially fewer side effects, making it an attractive alternative for cancer treatment.
In recent years, the demand for Baccatin III has surged, driven by the growing prevalence of cancer and the need for more effective treatments. According to market analysis, the global anticancer drug market is expected to reach unprecedented levels, with compounds like Baccatin III playing a pivotal role. The compound is primarily extracted from the bark of the Pacific yew tree (Taxus brevifolia), although synthetic and semi-synthetic production methods are being developed to meet the increasing demand.
One of the most exciting developments in Baccatin III research is its potential application in combination therapies. Studies have shown that when used alongside other anticancer agents, Baccatin III can enhance the efficacy of treatment while minimizing toxicity. This has led to a surge in clinical trials exploring its use in various cancer types, including breast, ovarian, and lung cancers. The compound's ability to overcome drug resistance, a major challenge in oncology, further underscores its therapeutic potential.
Beyond its role in cancer treatment, Baccatin III has shown promise in other medical applications. Recent studies have investigated its anti-inflammatory and neuroprotective properties, suggesting potential uses in treating neurodegenerative diseases such as Alzheimer's and Parkinson's. Additionally, its antioxidant effects have sparked interest in its application for anti-aging skincare products, aligning with the booming cosmeceutical market.
The production and purification of Baccatin III present both challenges and opportunities for the pharmaceutical industry. While traditional extraction methods are limited by the slow growth of yew trees and environmental concerns, advances in biotechnological production offer sustainable alternatives. Techniques such as plant cell culture and microbial fermentation are being optimized to produce Baccatin III on a commercial scale, addressing both supply chain issues and ecological sustainability.
Quality control and standardization of Baccatin III products are critical considerations for manufacturers and researchers alike. Analytical methods such as HPLC and LC-MS are routinely employed to ensure the purity and potency of Baccatin III preparations. These quality assurance measures are particularly important given the compound's pharmaceutical applications, where consistency and reliability are paramount.
From a commercial perspective, the Baccatin III market is witnessing steady growth, with key players investing in research and production capabilities. The compound's patent landscape is evolving, with new synthesis methods and applications being developed. Market analysts predict that as more therapeutic uses for Baccatin III are discovered, its value in the pharmaceutical sector will continue to rise significantly.
For researchers working with Baccatin III, proper handling and storage are essential to maintain its stability. The compound should be stored in airtight containers at controlled temperatures, protected from light and moisture. These precautions help preserve its chemical integrity and ensure reproducible results in both research and manufacturing settings.
Looking to the future, Baccatin III represents a fascinating intersection of natural product chemistry and modern medicine. Its continued study promises not only to enhance our understanding of diterpenoid biochemistry but also to yield new therapeutic options for challenging medical conditions. As research progresses, we can anticipate more innovative applications of this remarkable compound across multiple healthcare sectors.
The scientific community continues to explore the full potential of Baccatin III, with particular focus on structure-activity relationships and molecular modifications. These investigations aim to develop Baccatin III analogs with improved pharmacological profiles, potentially leading to breakthrough medications with enhanced efficacy and reduced side effects.
In conclusion, Baccatin III (CAS No. 27548-93-2) stands as a testament to the power of natural compounds in modern medicine. Its multifaceted applications, from cancer therapy to potential neuroprotective effects, highlight the importance of continued investment in natural product research. As biotechnology advances and our understanding of its mechanisms deepens, Baccatin III is poised to make even greater contributions to human health and pharmaceutical science.
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