19-hydroxybaccatin III
Basic information
- CAS
78432-78-7- Standard SMILES
CC(=O)O[C@H]1C(=O)[C@@]2(CO)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](O)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O- InChIKey
SYDMVWLQJZBPIU-VHLOTGQHSA-N- Molecular formula
- C31H38O12
- Average molar mass
- 602.6 g/mol
- Monoisotopic mass
- 602.23632664
Overview
19-Hydroxybaccatin III has been reported in Taxus sumatrana, Taxus cuspidata, and other organisms with data available.
Names & identifiers
- Preferred name
- 19-hydroxybaccatin III
- IUPAC
- [(1S,2S,3R,4S,7R,9S,10R,12R,15S)-4,12-diacetyloxy-1,9,15-trihydroxy-10-(hydroxymethyl)-14,17,17-trimethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
- English name
- 19-hydroxybaccatin III
- Molecular formula
- C31H38O12
- Molecular weight
- 602.63
Names & synonyms
19-Hydroxybaccatin III78432-78-719-hydroxy-baccatin III7,11-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-(hydroxymethyl)-8,13,13-trimethyl-, (2aR-(2aalpha,4beta,4abeta,6beta,9alpha,11alpha,12alpha,12aalpha,12balpha))-((1S,2S,3R,4S,7R,9S,10R,12R,15S)-4,12-diacetyloxy-1,9,15-trihydroxy-10-(hydroxymethyl)-14,17,17-trimethyl-11-oxo-6-oxatetracyclo(11.3.1.03,10.04,7)heptadec-13-en-2-yl) benzoate[(1S,2S,3R,4S,7R,9S,10R,12R,15S)-4,12-diacetyloxy-1,9,15-trihydroxy-10-(hydroxymethyl)-14,17,17-trimethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoateRefChem:79488NSC 330754(2aR,4S,4aR,6R,9S,11S,12S,12aR,12bS)-12-(benzoyloxy)-4,9,11-trihydroxy-4a-(hydroxymethyl)-8,13,13-trimethyl-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 diacetateDocetaxel Impurity 73CHEMBL447792orb1683860
Show more names
19-hydroxybacatine III
Properties
Computed structural properties
- XLogP
- 0.5
- Topological polar surface area
- 186 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 8
- Heavy atoms
- 43
- Formal charge
- 0
- Complexity
- 1,220
Physicochemical properties
- Melting point
- 173 · 173-175 °C(Solv: ethanol (64-17-5))
- Boiling point
- 752.1 · 752.1±60.0 °C(Predicted)
- Density
- 1.43 · 1.43±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Acetone (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 12.66 · 12.66±0.70(Predicted)
- color
- White
Chemistry & industry
Applications
Uses19-Hydroxybaccatin III is a taxane diterpenoid that has been isolated from Taiwanese Taxus mairei.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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