paclitaxel

E906737

Paclitaxel is a chemotherapy drug that stabilizes microtubules to inhibit cell division and is widely used to treat various cancers, including breast, ovarian, and lung cancers.

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Statements (62)

Predicate Object
instanceOf antineoplastic agent
chemotherapy drug
microtubule-stabilizing agent
mitotic inhibitor
taxane
belongsToPharmacologicClass antimicrotubule agents
plant alkaloids
bindsTo serum albumin
derivedFrom Taxus brevifolia
yew trees
discoveredIn 1960s
FDAApprovalYear 1992
firstApprovedBy U.S. Food and Drug Administration NERFINISHED
hasAdverseEffect alopecia
arthralgia
hypersensitivity reactions
mucositis
myalgia
myelosuppression
nausea
neutropenia
peripheral neuropathy
vomiting
hasATCCode L01CD01
hasCASNumber 33069-62-4
hasChEBIID CHEBI:45863
hasDrugBankID DB01229
hasEliminationHalfLife approximately 5 to 24 hours
hasFormulation albumin-bound nanoparticle formulation
conventional solvent-based formulation with Cremophor EL
hasIUPACName (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-11-acetoxy-12-(benzoyloxy)-1,2a,6,9,12,12b-hexahydroxy-4,6-dimethyl-4a,8,13,13-tetramethyl-5-oxo-5H-4,11-methanobenzo[10]annulene-3,7-dione 4,10-diacetate NERFINISHED
hasMechanismOfAction arrests cells in G2/M phase of the cell cycle
inhibits microtubule depolymerization
stabilizes microtubules
hasMolarMass 853.91 g/mol
hasMolecularFormula C47H51NO14
hasPregnancyCategory D (US, historical)
hasProteinBinding 89–98%
hasPubChemCID 36314
hasRouteOfAdministration intraperitoneal
intravenous
hasTradeName Abraxane NERFINISHED
Onxol NERFINISHED
Taxol NERFINISHED
hasUNII P3G3EZJ37E
isContraindicatedIn severe hypersensitivity to paclitaxel
severe neutropenia
metabolizedBy CYP2C8 NERFINISHED
CYP3A4 NERFINISHED
requiresPremedicationWith H1 antihistamines
H2 antagonists
corticosteroids
targets β-tubulin
usedForTreatmentOf Kaposi sarcoma NERFINISHED
bladder cancer
breast cancer
esophageal cancer
gastric cancer
head and neck cancer
non-small cell lung cancer
ovarian cancer
pancreatic cancer

Referenced by (1)

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pertuzumab oftenUsedWith paclitaxel