paclitaxel
Also known as BMS-181339-01, PAX, taxol, 5beta,20-epoxy-1,2-alpha,4,7beta,10beta,13alpha-hexahydroxytax-11-en-9-one 4,10-diacetate 2-benzoate 13-ester with (2R,3S)-N-benzoyl-3-phenylisoserine, taxol A
Paclitaxel, sold under the brand name Taxol among others, is a chemotherapy medication used to treat ovarian cancer, esophageal cancer, breast cancer, lung cancer, Kaposi's sarcoma, cervical cancer, and pancreatic cancer. It is administered by intravenous injection. There is also an albumin-bound formulation.
Key facts
- Drug.StdInChI
- 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
- Drug.StdInChIKey
- RCINICONZNJXQF-MZXODVADSA-N
- Drug.Verifiedfields
- changed
- Drug.verifiedrevid
- 458461737
- Drug.image
- Taxol.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.image2
- Paclitaxel-from-hydrate-xtal-Mercury-3D-sk.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Taxol, Abraxane, others
- Drug.MedlinePlus
- a607070
~31 min read
Article
22 sectionsContents
- Medical use
- Similar compounds
- Restenosis
- Side effects
- Mechanism of action
- Chemistry
- Production
- Bark processing
- Semisynthesis
- Biosynthesis
- Total synthesis
- History
- Plant screening program
- Early clinical trials, supply and the transfer to BMS
- Society and culture
- Legal status
- Economics
- Research
- Additional images
- References
- Bibliography
- External links
{{Infobox drug | Verifiedfields = changed | verifiedrevid = 458461737 | image = Taxol.svg | image_class = skin-invert-image | width = 250 | alt = | caption = | image2 = Paclitaxel-from-hydrate-xtal-Mercury-3D-sk.png | image_class2 = bg-transparent | alt2 = | pronounce = | tradename = Taxol, Abraxane, others | Drugs.com = | MedlinePlus = a607070 | DailyMedID = Paclitaxel | pregnancy_AU = D | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = Intravenous | class = | ATC_prefix = L01 | ATC_suffix = CD01 | ATC_supplemental = | legal_AU = S4 | legal_AU_comment = | legal_BR = | legal_BR_comment = | legal_CA = Rx-only | legal_CA_comment = | legal_DE = | legal_DE_comment = | legal_NZ = | legal_NZ_comment = | legal_UK = POM | legal_UK_comment = | legal_US = Rx-only | legal_US_comment = | legal_EU = Rx-only | legal_EU_comment = | legal_UN = | legal_UN_comment = | legal_status =
| bioavailability = 6.5% (by mouth) | protein_bound = 89 to 98% | metabolism = Liver (CYP2C8 and CYP3A4) | metabolites = | onset = | elimination_half-life = 5.8 hours | duration_of_action = | excretion = Oral administration Fecal: 76% ± 21%