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Paclitaxel

CAT: 0013-GTR19162572-02Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19162572-02Size:25 mg
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Description
Paclitaxel is a novel antineoplastic agent, which was discovered in a screen of extracts of thousands of plants and natural products for antineoplastic activity by a National Y Institute program. Alought it functions as a mitotic inhibitor like vinca alkaloids, paclitaxel promotes the polymerization of tubulin instead of inducing the disassembly of microtubules, which inhibits the microtubules disassembly and promotes the formation of excessively stable, dysfunctional microtubules. Paclitaxel has exhibited antitumor activity against a broad spectrum of human Ys, including ovarian, breast, head and neck, and lung Y, in a large number of studies. (In Vitro) :Paclitaxel (20 nM; 48 hours) induces programmed cell death and exists a block at the G2/M phase of the cell cycle.Paclitaxel (20 nM; 48 hours) induces a consistent increase in the level of p53. (In Vivo) :Paclitaxel (1-20 mg/kg; i.p.; 1 time/2 days for five cycles) obviously induces liver metastases at the low-Paclitaxel group with little influence on primary tumor growth.
CAS Number
33069-62-4
Product Name Alternative
NSC 125973
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
Ethanol: 18 mg/mL (21.07 mM) ; DMSO: 171 mg/mL (200.25 mM)
Smiles
O=C1[C@H] (OC (C) =O) C (C2 (C) C) =C (C) [C@@H] (OC ([C@H] (O) [C@@H] (NC (C3=CC=CC=C3) =O) C4=CC=CC=C4) =O) C[C@@]2 (O) [C@@H] (OC (C5=CC=CC=C5) =O) [C@@]6 ([H]) [C@@]1 (C) [C@@H] (O) C[C@@]7 ([H]) OC[C@]76OC (C) =O
Molecular Formula
C47H51NO14
Molecular Weight
853.92
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS) -9- (((2R,3S) -3-benzamido-2-hydroxy-3-phenylpropanoyl) oxy) -12- (benzoyloxy) -4,11-dihydroxy-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

Chemical Information

Paclitaxel

Paclitaxel can cause developmental toxicity, female reproductive toxicity and male reproductive toxicity according to state or federal government labeling requirements.

CAS Number33069-62-4
PubChem CID36314
IUPAC Name[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
Molecular FormulaC47H51NO14
Molecular Weight853.9
XLogP2.5
Topological Polar Surface Area221
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count14
Heavy Atom Count62
Formal Charge0
Complexity1790
SMILES
CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)OC(=O)C
InChI
InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1
InChIKey
RCINICONZNJXQF-MZXODVADSA-N
Chemical Structure
2D Structure
2D structure of Paclitaxel
CAS: 33069-62-4
CID: 36314
Formula: C47H51NO14
MW: 853.9
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight853.9
XLogP32.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count14
Exact Mass853.33095530
Monoisotopic Mass853.33095530
Topological Polar Surface Area221 Ų
Heavy Atom Count62
Formal Charge0
Complexity1790
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes