Cas no 27548-93-2 (Baccatin III)

Baccatin III is a diterpenoid precursor primarily known for its role in the semi-synthesis of paclitaxel, a widely used chemotherapeutic agent. It is derived from the bark and needles of yew trees (Taxus spp.) and serves as a critical intermediate in pharmaceutical production due to its structurally complex tetracyclic core. Key advantages include its high purity and stability, which facilitate efficient downstream chemical modifications. Baccatin III's well-defined molecular framework allows for precise functionalization, enhancing yield and reproducibility in paclitaxel synthesis. Its availability from renewable plant sources also supports sustainable manufacturing processes in the pharmaceutical industry.
Baccatin III structure
Baccatin III structure
Product Name:Baccatin III
CAS No:27548-93-2
MF:C31H38O11
MW:586.6268
MDL:MFCD00153921
CID:53177
PubChem ID:24892055
Update Time:2025-05-22

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

Baccatin III Customs Data

  • HS CODE:29329990

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 Production Method

Baccatin III Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:27548-93-2)Baccatin III
Order Number:A1202337
Stock Status:in Stock
Quantity:25mg/50mg/100mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 02:47
Price ($):172.0/248.0/362.0
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:27548-93-2)巴卡丁三
Order Number:LE25874579
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:50
Price ($):discuss personally

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.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:27548-93-2)Baccatin III
A1202337
Purity:99%/99%/99%
Quantity:25mg/50mg/100mg
Price ($):172.0/248.0/362.0
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:27548-93-2)巴卡丁三
LE25874579
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email