19-Hydroxy-10-deacetylbaccatin III

Basic Information

View in Editor

CAS Number

154083-99-5

Molecular Formula

C29H36O11

Molecular Weight

560.59 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Boiling Point

758.1±60.0 °C at 760 mmHg

Density

1.5±0.1 g/cm3

Flash Point

247.5±26.4 °C

Vapor Pressure

0.0±2.7 mmHg at 25°C

SMILES

View in Editor

CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(CO)C(=O)[C@H](O)C3=C(C)[C@@H](O)C[C@@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C

InChI

InChI=1S/C29H36O11/c1-14-17(32)11-29(37)24(39-25(36)16-8-6-5-7-9-16)22-27(12-30,23(35)21(34)20(14)26(29,3)4)18(33)10-19-28(22,13-38-19)40-15(2)31/h5-9,17-19,21-22,24,30,32-34,37H,10-13H2,1-4H3/t17-,18-,19+,21+,22-,24-,27+,28-,29+/m0/s1

InChIKey

LCBRTOBUIDCSID-ZHPRIASZSA-N

LogP

0.054200000000002024

Topological Polar Surface Area

180.04999999999998 Å²

Hydrogen Bond Donor/Acceptor

5 / 11

Synonyms & References

English

19-Hydroxy-10-deacetylbaccatin III

FAQ

What are the physical and chemical properties of 19-Hydroxy-10-deacetylbaccatin III (CAS: 154083-99-5)?

19-Hydroxy-10-deacetylbaccatin III (CAS: 154083-99-5) is a semi-crystalline compound with a molecular weight of approximately 470.4 g/mol. It has a low solubility in water but is soluble in organic solvents like methanol and ethanol. The compound is relatively stable under normal conditions but may undergo degradation upon exposure to light and moisture. It is used in synthetic pathways for taxol production and exhibits limited chemical reactivity under standard conditions.

How is 19-Hydroxy-10-deacetylbaccatin III (CAS: 154083-99-5) typically synthesized?

19-Hydroxy-10-deacetylbaccatin III (CAS: 154083-99-5) is typically synthesized via a series of enzymatic reactions followed by chemical modifications. Common methods involve the use of enzymes like acetyltransferases and hydroxylases in a biocatalytic pathway, with subsequent acid or base-catalyzed reactions to deacetylate and hydroxylate the baccatin III precursor. The yield is generally around 70-80% with good selectivity for the desired product.

What industries use 19-Hydroxy-10-deacetylbaccatin III (CAS: 154083-99-5)?

19-Hydroxy-10-deacetylbaccatin III (CAS: 154083-99-5) is primarily used in the pharmaceutical industry for the production of taxol, an important anti-cancer drug. It is also explored for applications in the field of polymer chemistry, where it can be used as a monomer or functional group for material modification. Additionally, it has potential uses in developing advanced sensors and semiconductors due to its chemical properties.

What precautions should be taken when handling 19-Hydroxy-10-deacetylbaccatin III (CAS: 154083-99-5)?

When handling 19-Hydroxy-10-deacetylbaccatin III (CAS: 154083-99-5), appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coat should be used to minimize skin and eye contact. Work should be performed in a well-ventilated fume hood to avoid inhalation. In case of a spill, it is recommended to use absorbent material and dispose of it according to local regulations. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal guidelines.