Paclitaxel (BioCAD00000015807)

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Metabolite Card

Formula: C47H51NO14 (853.3309)
SMILES: [H][C@]12[C@H](OC(=O)C3=CC=CC=C3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)C4=CC=CC=C4)C4=CC=CC=C4)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

Synonyms [en]

Paclitaxel; Taxol; 7-epi-Paclitaxel; Taxol A; Paclitaxel (Taxol); (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

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Paclitaxel. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000015807). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

A cyclodecane isolated from the bark of the Pacific yew tree, TAXUS brevifolia. It stabilizes microtubules in their polymerized form leading to cell death. [PubChem] ABI-007 (Abraxane) is the latest attempt to improve upon paclitaxel, one of the leading chemotherapy treatments. Both drugs contain the same active agent, but Abraxane is delivered by a nanoparticle technology that binds to albumin, a natural protein, rather than the toxic solvent known as Cremophor. It is thought that delivering paclitaxel with this technology will cause fewer hypersensitivity reactions and possibly lead to greater drug uptake in tumors.

Cytoplasm Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 105454-04-4
  • CAS Registry Number: 1203669-79-7
  • CAS Registry Number: 157069-30-2
  • CAS Registry Number: 33069-62-4
  • CAS Registry Number: 92950-39-5
  • PubChem: 133052515
  • PubChem: 184492
  • PubChem: 25200067
  • PubChem: 36314
  • PubChem: 441276
  • PubChem: 4666
  • PubChem: 6713921
  • PubChem: 9598
  • ChEBI: ChEBI:45863
  • HMDB: HMDB0015360
  • LipidMaps: LMPR0104390001
  • KEGG: C07394
  • KEGG: D00491
  • BioCyc: CPD-8718
  • NCBI MeSH: Paclitaxel
  • Wikipedia: Paclitaxel
  • DrugBank: DB01229
  • MoNA: BML00914
  • MoNA: BML00925
  • MoNA: BML00942
  • MoNA: BML00948
  • MoNA: BML00954
  • MoNA: BML81885
  • MoNA: BML81886
  • MoNA: BML81887
  • MoNA: BML81888
  • MoNA: Bruker_HCD_library001303
  • MoNA: CCMSLIB00000005449
  • MoNA: CCMSLIB00000005450
  • MoNA: CCMSLIB00000005451
  • MoNA: CCMSLIB00000078026
  • MoNA: CCMSLIB00000078027
  • MoNA: FIO00535
  • MoNA: FIO00536
  • MoNA: FIO00537
  • MoNA: FIO00538
  • MoNA: FIO00539
  • MoNA: NA002484
  • MoNA: NA002485
  • MoNA: PM000850
  • MoNA: PM014837
  • MoNA: PM014845
  • MoNA: VF-NPL-LTQ007727
  • MoNA: VF-NPL-LTQ007728
  • MoNA: VF-NPL-QEHF021940
  • MoNA: VF-NPL-QEHF021941
  • MoNA: VF-NPL-QEHF021942
  • MoNA: VF-NPL-QEHF021943
  • MoNA: VF-NPL-QEHF021944
  • MoNA: VF-NPL-QEHF021945
  • MoNA: VF-NPL-QEHF021946
  • MoNA: VF-NPL-QEHF021947
  • MoNA: VF-NPL-QEHF021948
  • MoNA: VF-NPL-QEHF021949
  • MoNA: VF-NPL-QEHF021950
  • MoNA: VF-NPL-QEHF021951
  • MoNA: VF-NPL-QEHF021952
  • MoNA: VF-NPL-QEHF021953
  • MoNA: VF-NPL-QEHF021954
  • MoNA: VF-NPL-QEHF027991
  • MoNA: VF-NPL-QEHF027992
  • MoNA: VF-NPL-QEHF027993
  • MoNA: VF-NPL-QEHF027994
  • MoNA: VF-NPL-QEHF027995
  • MoNA: VF-NPL-QEHF027996
  • MoNA: VF-NPL-QEHF027997
  • MoNA: VF-NPL-QEHF027998
  • MoNA: VF-NPL-QEHF027999
  • MoNA: VF-NPL-QEHF028000
  • MoNA: VF-NPL-QEHF028001
  • MoNA: VF-NPL-QEHF028002
  • MoNA: VF-NPL-QEHF028003
  • MoNA: VF-NPL-QEHF028004
  • MoNA: VF-NPL-QEHF028005
  • Metlin: METLIN_600
  • Metlin: METLIN_84960
  • Coconut NaturalProduct: CNP0567682.1
  • Coconut NaturalProduct: CNP0567682.2
  • Coconut NaturalProduct: CNP0567682.7

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R06320 C11900<=>C07394
KEGG:R08171 2.3.1.- benzoyl-CoA:3'-N-debenzoyltaxol 3'-N-benzoyltransferase
Rhea:RHEA:33688 2.3.1.321 3'-N-debenzoyltaxol + benzoyl-CoA => paclitaxel + CoA + H+
Rhea:RHEA:33689 2.3.1.321 paclitaxel + CoA + H+ => 3'-N-debenzoyltaxol + benzoyl-CoA
Rhea:RHEA:33690 2.3.1.321 3'-N-debenzoyltaxol + benzoyl-CoA <=> paclitaxel + CoA + H+
BioCyc:RXN-8861 TAXA-42011-DIEN-5A13A-DIOL --> CPD-8718
BioCyc:RXN-8859 2.3.1.- CPD-9203 + BENZOYLCOA --> PROTON + CPD-8718 + CO-A
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Organism Source

Taxonomy Source

  1. A new engineered strain of Escherichia coli [n.a.] [ncbi taxid: ]
  2. A new engineered strain of Saccharomyces cerevisiae BY4741 [ERG9 POS5] [ncbi taxid: ]
  3. Acronychia trifoliolata [ncbi taxid: 1487083]
  4. Alangium longiflorum [ncbi taxid: 616982]
  5. Albizia coriaria [ncbi taxid: 2708711]
  6. Amentotaxus argotaenia [ncbi taxid: 25625]
  7. Ancistrocladus ileboensis [ncbi taxid: 1367080]
  8. Aniba citrifolia [ncbi taxid: 1937574]
  9. Annona coriaceae [ncbi taxid: ]
  10. Artemisia minor [ncbi taxid: 1227633]
  11. Aspergillus flavus [ncbi taxid: 5059]
  12. Aspergillus ochraceopetaliformis [ncbi taxid: 176175]
  13. Aspergillus ochraceopetaliformis SCSIO 05702 [ncbi taxid: ]
  14. Aspergillus terreus CC-S06-18 [ncbi taxid: ]
  15. Aspergillus terreus SCSGAF0162 [ncbi taxid: ]
  16. Aspergillus versicolor [ncbi taxid: 46472]
  17. Aspergillus versicolor F210 [ncbi taxid: ]
  18. Austrobaileya scandens [ncbi taxid: 13351]
  19. Brucea javanica [ncbi taxid: 210348]
  20. Burkholderia sp. [ncbi taxid: 36773]
  21. Cacospongia mycofijiensis [ncbi taxid: 1162744]
  22. Calothrix sp. UIC 10520 [ncbi taxid: ]
  23. Calotropis gigantea [ncbi taxid: 4066]
  24. Carthamus tinctorius [ncbi taxid: 4222]
  25. Caryopteris nepetaefolia [ncbi taxid: ]
  26. Casearia membranacea [ncbi taxid: 1609857]
  27. Cedrus deodara [ncbi taxid: 3322]
  28. Chaetomium elatum [ncbi taxid: 5150]
  29. Chaetomium globosum MP4-S01-7 [ncbi taxid: ]
  30. Chaetomium globosum TW1-1 [ncbi taxid: ]
  31. Chlorophytum borivilianum [ncbi taxid: 503355]
  32. Corylus avellana [ncbi taxid: 13451]
  33. Cryptocarya laevigata [ncbi taxid: 1619404]
  34. Cryptocarya rigidifolia [ncbi taxid: 3029244]
  35. Cryptocarya rubra [ncbi taxid: ]
  36. Culcita novaeguineae [ncbi taxid: 31170]
  37. Curcuma longa [ncbi taxid: 136217]
  38. Daphne giraldii [ncbi taxid: 1799574]
  39. Dendrobium findlayanum [ncbi taxid: 179355]
  40. Elaphoglossum paleaceum [ncbi taxid: 264348]
  41. Epimedium brevicornum [ncbi taxid: ]
  42. Eriolarynx iochromoides [ncbi taxid: 1710976]
  43. Euphorbia soongarica [ncbi taxid: 1439937]
  44. Ficus fistulosa var. tengerensis [ncbi taxid: ]
  45. Fusarium + Taxus suspension cells [ncbi taxid: ]
  46. Galtonia regalis [ncbi taxid: ]
  47. Garcinia dauphinensis [ncbi taxid: ]
  48. Garcinia oblongifolia [ncbi taxid: 1009475]
  49. Garcinia oligantha [ncbi taxid: ]
  50. Homo sapiens [ncbi taxid: 9606]
  51. Hypericum chinense [ncbi taxid: 1692142]
  52. Hypericum faberi [ncbi taxid: 2306224]
  53. Isodon pharicus [ncbi taxid: 204134]
  54. Isodon scoparius [ncbi taxid: 662927]
  55. isodon tenuifolius [ncbi taxid: 2494293]
  56. japanese yew [ncbi taxid: ]
  57. Juglans regia [ncbi taxid: 51240]
  58. Kadsura coccinea [ncbi taxid: 124780]
  59. Kleinhovia hospita [ncbi taxid: 93784]
  60. Koeberlinia spinosa [ncbi taxid: 28533]
  61. Kopsia officinalis [ncbi taxid: 2508339]
  62. Laetia corymbulosa [ncbi taxid: ]
  63. Leucetta chagosensis [ncbi taxid: 185688]
  64. Ligularia rumicifolia [ncbi taxid: 308328]
  65. Mangifera indica [ncbi taxid: 29780]
  66. Melochia umbellata var. deglabrata [ncbi taxid: ]
  67. Mycale hentscheli [ncbi taxid: 659499]
  68. Nonomuraea specus [ncbi taxid: ]
  69. Nostoc sp. (UIC 10110) [ncbi taxid: ]
  70. Notoscyphus lutescens [ncbi taxid: 399523]
  71. Nylandtia spinosa [ncbi taxid: ]
  72. Ophioparma ventosa [ncbi taxid: 145978]
  73. Paraconiothyrium [ncbi taxid: 300251]
  74. Paraconiothyrium SSM001 + Alternaria alternata [ncbi taxid: ]
  75. Paraconiothyrium SSM001 + other fungal strains [ncbi taxid: ]
  76. Penicillium aurantiacobrunneum [ncbi taxid: 1131577]
  77. Penicillium brocae MA-231 [ncbi taxid: ]
  78. Penicillium concentricum [ncbi taxid: 293559]
  79. Periconia sp. F-31 [ncbi taxid: ]
  80. Persicaria dissitiflora [ncbi taxid: 943434]
  81. Petradoria pumila [ncbi taxid: 217597]
  82. Picralima nitida [ncbi taxid: 52846]
  83. Piptocoma rufescens [ncbi taxid: ]
  84. Ptilonia australasica [ncbi taxid: 257542]
  85. Punica granatum [ncbi taxid: 22663]
  86. Rhizopycnis vagum Nitaf22 [ncbi taxid: ]
  87. Rinorea bengalensis [ncbi taxid: 85259]
  88. Rinorea virgata [ncbi taxid: 1343662]
  89. Salvia cavaleriei [ncbi taxid: 424418]
  90. Selaginella moellendorfii [ncbi taxid: ]
  91. Sinularia flexibilis [ncbi taxid: ]
  92. Spatholobus suberectus [ncbi taxid: 455371]
  93. Stachybotrys chartarum [ncbi taxid: 74722]
  94. Streblus indicus [ncbi taxid: ]
  95. Streptocaulon juventas [ncbi taxid: 413302]
  96. Streptomyces sp. 9885 [ncbi taxid: ]
  97. Streptomyces sp. CHQ-64 [ncbi taxid: ]
  98. Streptomyces sp. KIB3133 [ncbi taxid: ]
  99. Syzygium corticosum [ncbi taxid: ]
  100. Tabernaemontana corymbosa [ncbi taxid: 1679252]
  101. Taxanes producing species (Unclassified) [ncbi taxid: ]
  102. Taxomyces andreanae [ncbi taxid: ]
  103. Taxus baccata [ncbi taxid: 25629]
  104. Taxus baccata L. [ncbi taxid: ]
  105. Taxus brevifolia [ncbi taxid: 46220]
  106. Taxus canadensis [ncbi taxid: 88032]
  107. Taxus chinensis [ncbi taxid: 29808]
  108. Taxus cuspidata [ncbi taxid: 99806]
  109. Taxus cuspidata var. nana [ncbi taxid: 480382]
  110. Taxus mairei [ncbi taxid: 120273]
  111. Taxus wallichiana [ncbi taxid: 147273]
  112. Taxus yunnanensis [ncbi taxid: ]
  113. Torreya grandis [ncbi taxid: 58047]
  114. Torreya nuncifera [ncbi taxid: ]
  115. Trichoderma velutinum [ncbi taxid: 202918]
  116. Trichospira verticillata [ncbi taxid: 2067439]
  117. Trigona minor [ncbi taxid: ]
  118. Pestalotiopsis guepinii [ncbi taxid: 498732]
  119. Unknown-fungus sp. [ncbi taxid: ]
  120. Cephalotaxus hainanensis [ncbi taxid: 191701]
  121. Taxus baccata [ncbi taxid: 25629]
  122. Taxus brevifolia [ncbi taxid: 46220]
  123. Taxus canadensis [ncbi taxid: 88032]
  124. Taxus canadiensis [ncbi taxid: ]
  125. Taxus chinensis [ncbi taxid: 29808]
  126. Taxus cuspidata [ncbi taxid: 99806]
  127. Taxus mairei [ncbi taxid: 120273]
  128. Taxus media [ncbi taxid: ]
  129. Taxus sumatrana [ncbi taxid: 450883]
  130. Taxus wallichiana [ncbi taxid: 147273]
  131. Taxus yunnanensis [ncbi taxid: ]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-5660 taxol biosynthesis
PlantCyc:COASTREDWOOD_PWY-5660 paclitaxel biosynthesis
PlantCyc:PLANT_PWY-5660 taxol biosynthesis
Reactome:R-BTA-1430728 Metabolism
Reactome:R-BTA-211945 Phase I - Functionalization of compounds
Reactome:R-BTA-211981 Xenobiotics
Reactome:R-CEL-211859 Biological oxidations
Reactome:R-CEL-211981 Xenobiotics
Reactome:R-DDI-211859 Biological oxidations
Reactome:R-DDI-211981 Xenobiotics
Reactome:R-HSA-211859 Biological oxidations
Reactome:R-MMU-1430728 Metabolism
Reactome:R-MMU-211859 Biological oxidations
Reactome:R-RNO-211945 Phase I - Functionalization of compounds
Reactome:R-RNO-211981 Xenobiotics
Reactome:R-BTA-211859 Biological oxidations
Reactome:R-RNO-211859 Biological oxidations
Reactome:R-BTA-211897 Cytochrome P450 - arranged by substrate type
Reactome:R-CEL-211945 Phase I - Functionalization of compounds
Reactome:R-DDI-211945 Phase I - Functionalization of compounds
View All Pathways