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Paclitaxel

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Identification
Molecular formula
C47H51NO14
CAS number
33069-62-4
IUPAC name
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxo-cyclohexyl]-2-hydroxy-ethyl]piperidine-2,6-dione
State
State

At room temperature, paclitaxel is in a solid-state.

Melting point (Celsius)
213.00
Melting point (Kelvin)
486.15
Boiling point (Celsius)
292.00
Boiling point (Kelvin)
565.15
General information
Molecular weight
853.91g/mol
Molar mass
853.9060g/mol
Density
1.3500g/cm3
Appearence

The compound typically appears as white to off-white crystalline powder.

Comment on solubility

Solubility of 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxo-cyclohexyl]-2-hydroxy-ethyl]piperidine-2,6-dione

The solubility of the compound with the formula C47H51NO14 is an intriguing aspect that warrants attention. Given its complex structure, solubility may be influenced by various factors, such as:

  • Polarity: The presence of functional groups, such as hydroxyl (-OH) and keto (C=O), can enhance solubility in polar solvents.
  • Molecular Size: The large molecular weight and size could impede solubility in non-polar solvents.
  • Hydrogen Bonding: The ability of the compound to engage in hydrogen bonding with water may facilitate its dissolution in polar environments.

In practice, one might observe that:

  1. **High Solubility in Water:** Due to hydroxyl groups allowing interaction with water molecules.
  2. **Variable Solubility in Organic Solvents:** Such as ethanol or acetone, influenced by the hydrophobic alkyl chains present.

Overall, while this compound exhibits some degree of solubility particularly in polar solvents, variations in solubility are expected based on the surrounding conditions such as temperature and the presence of other solutes. In conclusion, understanding the solubility characteristics of this compound is essential for its practical applications in chemical processes.

Interesting facts

Interesting Facts about 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxo-cyclohexyl]-2-hydroxy-ethyl]piperidine-2,6-dione

This intriguing compound is a member of the class of molecules known as piperidines. Here are some fascinating insights:

  • Complex Structure: The structure features multiple functional groups which contribute to its reactivity and interactions with biological systems. The presence of the piperidine ring and the cyclohexene moieties make it relevant in medicinal chemistry.
  • Chirality: With chiral centers present, the configuration of this compound is crucial for its biological activity. The (R) and (S) designations indicate the specific orientation of substituents around these stereocenters, which can influence how the compound interacts with biological targets.
  • Biological Significance: Compounds like this one are often studied for their potential therapeutic applications. The inclusion of various functional groups suggests opportunities for interactions in enzymatic pathways, making it a candidate for drug design.
  • Research Potential: Given its unique structure, this compound is likely the subject of ongoing research in fields like pharmacology and medicinal chemistry, focusing on its pharmacokinetics and pharmacodynamics.
  • Natural Inspiration: The core structure of this molecule may resemble components found in natural products, which often serve as leads in drug discovery, making the exploration of derivatives a promising avenue.

In summary, this compound exemplifies the richness of organic synthesis and the complexity of chemical interactions, serving as a testament to the innovative nature of modern chemistry. Its potential applications in therapeutic contexts continue to inspire researchers in the ongoing pursuit of new medicines.

Synonyms
cycloheximide
66-81-9
ACTIDIONE
Cicloheximide
NARAMYCIN A
Kaken
Actidion
Actidone
Hizarocin
Neocycloheximide
Acti-Aid
Actispray
Naramycin
Actidione PM
Cicloheximida
Cycloheximid
Acti-Dione
Actidione BR
Actidione TGF
Cycloheximide [USAN]
NSC-185
Aktidion [Czech]
Cicloheximidum
Zykloheximid
Aktidion
NSC 185
Caswell No. 270A
U-4527
Acti-dione BR
4-[(2R)-2-[(1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione
C15H23NO4
Cicloheximidum [INN-Latin]
Cicloheximida [INN-Spanish]
Cicloheximide [INN]
CCRIS 937
Cyclohemimide
Cyclohexamide
CBC 500046
DTXSID6024882
HSDB 1552
TCMDC-125838
Cycloheximide [BSI:ISO]
Acti-dione PM
4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione
Acti-dione TGF
EINECS 200-636-0
NM-MCD 80
U 4527
EPA Pesticide Chemical Code 043401
3-((R)-2-((1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide
BRN 0088868
NSC185
Cicloheximide (INN)
CHEBI:27641
GNF-PF-5118
Cycloheximide (USAN)
AI3-15541
MFCD00082346
UNII-98600C0908
CYCLOHEXIMIDE [MI]
3-(2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide
3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide
CYCLOHEXIMIDE [ISO]
beta-(2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide
CYCLOHEXIMIDE [HSDB]
3-(2R)-2-((1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethylglutarimide
CICLOHEXIMIDE [MART.]
FT 3422-2
CHEMBL123292
DTXCID204882
(1S-(1alpha(S*),3alpha,5beta))-4-(2-(3,5-Dimethyl-2-oxo-cyclohexyl))-2-hydroxyethyl-2,6-piperidinedione
2,6-Piperidinedione, 4-(2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)-, (1S-(1alpha(S*),3alpha,5beta))-
TZA
5-21-13-00434 (Beilstein Handbook Reference)
4-((2R)-2-((1S,3S,5S)-(3,5-Dimethyl-2-oxocyclohexyl))-2-hydroxyethyl)piperidine-2,6-dione
4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxo-cyclohexyl]-2-hydroxy-ethyl]piperidine-2,6-dione
98600C0908
CX
Cicloheximidum (INN-Latin)
2,6-Piperidinedione, 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]-
4-((R)-2-((1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)piperidine-2,6-dione
Cicloheximida (INN-Spanish)
CHX
CICLOHEXIMIDE (MART.)
.beta.-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide
2,6-Piperidinedione, 4-((2R)-2-((1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)-
2,6-PIPERIDINEDIONE, 4-(2-(3,5-DIMETHYL-2-OXOCYCLOHEXYL)-2-HYDROXYETHYL)-, (1S-(1.ALPHA.(S*),3.ALPHA.,5.BETA.))-
2,6-Piperidinedione, 4-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]-, [1S-[1.alpha.(S*),3.alpha.,5.beta.]]-
4-((2R)-2-((1S,3S,5S)-3,5-DIMETHYL-2-OXOCYCLOHEXYL)-2-HYDROXYETHYL)-2,6-PIPERIDINEDIONE
4-((2R)-2-((1S,3S,5S)-3,5-DIMETHYL-2-OXOCYCLOHEXYL)-2-HYDROXYETHYL)PIPERIDINE-2,6-DIONE
SMR000686067
Actidione;Naramycin A;CHX
SR-01000597484
SR-05000001596
ActiAid
.beta.-(2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide
3-[(R)-2-[(1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]glutarimide
CAS-66-81-9
NCGC00024910-01
2,6-Piperidinedione, 4-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]-, [1S-[1alpha(S*),3alpha,5beta]]-
Prestwick_976
Spectrum_001344
Prestwick0_000790
Prestwick1_000790
Prestwick2_000790
Prestwick3_000790
Spectrum2_000900
Spectrum3_001510
Spectrum4_000914
Spectrum5_001635
cid_6197
Pesticide Code: 043401
SCHEMBL26617
BSPBio_000900
BSPBio_003159
KBioGR_001408
KBioSS_001824
ksc-8-190
MLS001055333
MLS002154001
DivK1c_000050
SPECTRUM1502112
SPBio_000720
SPBio_002839
4-[2-(3,6-piperidinedione
BPBio1_000990
GTPL5433
HMS500C12
KBio1_000050
KBio2_001824
KBio2_004392
KBio2_006960
KBio3_002659
3-((2R)-2-((1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide
3-[(2R)-2-[(1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]glutarimide
NINDS_000050
GLXC-10322
HMS1570M22
HMS1921L04
HMS2092D10
HMS2097M22
HMS3714M22
KUC105858N
Pharmakon1600-01502112
Cycloheximide, Streptomyces griseus
4-((2R)-2-((1S,3S,5S)-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)-2,6-piperidinedione
Tox21_113580
Tox21_201158
Tox21_303652
BDBM50080528
CCG-39902
Cycloheximide, >=93.0% (HPLC)
HB2904
NSC758187
4-[2-(3,5-Dimethyl-2-oxo-cyclohexyl)-2-hydroxyethyl]-2,6-piperidinedione
AKOS024282670
Tox21_113580_1
ACTI-DIONE-PM(-RZ,-BR,&-S)
CS-4985
NSC-758187
IDI1_000050
NCGC00017363-05
NCGC00017363-06
NCGC00017363-07
NCGC00017363-08
NCGC00017363-10
NCGC00017363-18
NCGC00024910-02
NCGC00024910-03
NCGC00024910-04
NCGC00024910-05
NCGC00024910-06
NCGC00169964-05
NCGC00257430-01
NCGC00258710-01
4-[(2R)-2-((1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]azaperhydro ine-2,6-dione
AC-35130
AC172520
AS-14624
BP-12396
HY-12320
NCI60_001540
SBI-0051732.P002
WLN: T6VMVTJ E1YQ- BL6VTJ D1 F1
Cycloheximide 100 microg/mL in Acetonitrile
NS00004971
U4527
Cycloheximide, from microbial, >=94% (TLC)
C06685
D03625
M01527
AB00052279_08
Cycloheximide, PESTANAL(R), analytical standard
Cycloheximide, Biotechnology Performance Certified
Q412895
SR-01000597484-1
SR-01000597484-4
SR-05000001596-1
SR-05000001596-3
SR-05000001596-4
BRD-K36055864-001-05-1
BRD-K36055864-001-07-7
BRD-K36055864-001-09-3
BRD-K36055864-001-16-8
BRD-K36055864-001-19-2
BRD-K36055864-001-20-0
Cycloheximide - Antibiotic for Culture Media Use Only
3(2(3,5Dimethyl2oxocyclohexyl)2hydroxyethyl)glutarimide
beta(2(3,5Dimethyl2oxocyclohexyl)2hydroxyethyl)glutarimide
Glutarimide, 3(2(3,5dimethyl2oxocyclohexyl)2hydroxyethyl)
3(2((1S,3S,5S)3,5Dimethyl2oxocyclohexyl)2hydroxyethyl)glutarimide
3(2R)2((1S,3S,5S)3,5Dimethyl2oxocyclohexyl)2hydroxyethylglutarimide
4-(2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl) 2,6-piperidinedione
2,6-Piperidinedione, 4-[2-(3,5-dimethyl-2-oxocyclohex-1-yl)-2-hydroxy]ethyl-
4((2R)2((1S,3S,5S)(3,5Dimethyl2oxocyclohexyl))2hydroxyethyl)piperidine2,6dione
(1S(1alpha(S*),3alpha,5beta))4(2(3,5Dimethyl2oxocyclohexyl))2hydroxyethyl2,6piperidinedione
[1S-[1.alpha.(S*),3.alpha.,5.beta.]]-4-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]-2,6-piperidinedione
1154-57-0
2, 4-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]-, [1S-[1.alpha.(S*),3.alpha.,5.beta.]]-
2,6-PIPERIDINEDIONE, 4-(2-(3,5-DIMETHYL-2-OXOCYCLOHEXYL)-2-HYDROXYETHYL)-(1S-(1 ALPHA(S*), 3 ALPHA, 5 BETA))-
2,6Piperidinedione, 4(2(3,5dimethyl2oxocyclohexyl)2hydroxyethyl), (1S(1alpha(S*),3alpha,5beta))
4-[(2R)-2-[(1S,3S,5R)-3,5-dimethyl-2-oxo-cyclohexyl]-2-hydroxy-ethyl]piperidine-2,6-dione
4630-75-5