Discuss This Drug

Paclitaxel

CHEBI:CHEBI_45863

Definition

A tetracyclic diterpenoid isolated originally from the bark of the Pacific yew tree, Taxus brevifolia. It is a mitotic inhibitor used in cancer chemotherapy. Note that the use of the former generic name 'taxol' is now limited, as Taxol is a registered trade mark.

Chemical Information

Molecular Formula
C47H51NO14
Molecular Mass
853.90618
Charge
0
SMILES
[H][C@]12[C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)c4ccccc4)c4ccccc4)C(C)=C([C@@H](OC(C)=O)C(=O)[C@]1(C)[C@@H](O)C[C@H]1OC[C@@]21OC(C)=O)C3(C)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

Alternative Names

  • 4alpha,10beta-bis(acetyloxy)-13alpha-[(2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyloxy]-1,7beta-dihydroxy-9-oxo-5beta,20-epoxytax-11-en-2alpha-yl benzoate
  • 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
  • Paclitaxel
  • taxol
  • TAXOL
  • Taxol A
  • (2aR-(2aalpha,4beta,4abeta,6beta,9alpha(alpha R*,betaS*),11alpha,12alpha,12balpha))-beta-(Benzoylamino)-alpha-hydroxybenzenepropanoic acid 6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca(3,4)benz(1,2-b)oxet-9-yl ester

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:45863
DRON_00010000
56946
oboInOwl#hasDbXref
Wikipedia:Paclitaxel

Additional References

Wikipedia:Paclitaxel

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

manufacturer_name
Abraxis BioScience, LLC
package_marketing_start_date
14-JAN-15
package_description
6 kg in 1 BAG (65129-2039-0)
route
INTRAVENOUS
package_ndc
65129-1308-0
spl_id
31f88042-2842-4bbb-9075-1fadffef637b
core#notation
CHEBI:45863
rxcui
583218
active_ingredient_name
PACLITAXEL
brand_name_suffix
PACLITAXEL
active_ingredient_strength
4 kg/4kg
unii
P88XT4IS4D
spl_set_id
4e1bf850-d616-4ff3-b62a-2057dddc3dfe
nui
N0000175592
pharm_class_epc
Microtubule Inhibitor [EPC]
pharm_class
Microtubule Inhibition [PE]
pharm_class_pe
Microtubule Inhibition [PE]
upc
0372205062016
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
listing_expiration_date
20241231
marketing_start_date
19990422
labeler_name
Yunnan Hande Bio-Tech Co., Ltd.
application_number
NDA211875
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
56946
oboInOwl#hasDbXref
Wikipedia:Paclitaxel
oboInOwl#hasAlternativeId
CHEBI:7887
oboInOwl#id
CHEBI:45863
generic_name
Paclitaxel Semisynthetic
brand_name
PACLITAXEL PROTEIN BOUND PARTICLES ALBUMIN BOUND
brand_name_base
PACLITAXEL PROTEIN BOUND PARTICLES ALBUMIN BOUND
dosage_form
INJECTION, POWDER, FOR SOLUTION
product_ndc
65129-1308
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_61950
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_32898
has_treatment
http://purl.obolibrary.org/obo/DOID_8602
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect24604
owl#annotatedSource
t221352
owl#someValuesFrom
t2916200