Compound: docetaxel
SMILES: O=C1[C@]2([C@@H]([C@@]3(OC(=O)C)[C@H](OC3)C[C@@H]2O)[C@H](OC(=O)c4ccccc4)[C@]5(O)C[C@@H](C(=C([C@H]1O)C5(C)C)C)OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)c6ccccc6)C
InChIKey: ZDZOTLJHXYCWBA-VCVYQWHSSA-N
Synonyms: docetaxel, 114977-28-5, Taxotere, Docetaxel anhydrous, Docetaxel Kabi, Docetaxel Winthrop, Docefrez, DOCETAXEL MYLAN, RP-56976, NSC-628503, Docetaxel Teva, Docetaxel Accord, DOCETAXEL TEVA PHARMA, BEIZRAY, BIND 014, DTXSID0040464, N-debenzoyl-N-tert-butoxycarbonyl-10-deacetyltaxol, RP 56976, N-debenzoyl-N-(tert-butoxycarbonyl)-10-deacetyltaxol, CKD-810, SID 530, 699121PHCA, NSC 628503, RP56976, CHEBI:4672, N-debenzoyl-N-(tert-butoxycarbonyl)-10-deacetylpaclitaxel, DTXCID8020464, [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12-trihydroxy-15-[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate, (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-3-{[(tert-butoxy)carbonyl]amino}-2-hydroxy-3-phenylpropanoyl]oxy}-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl benzoate, Benzenepropanoic acid, beta-(((1,1-dimethylethoxy)carbonyl)amino)-alpha-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca(3,4)benz(1,2-b)oxet-9-yl ester, (alphaR,betaS)-, Benzenepropanoic acid, beta-(((1,1-dimethylethoxy)carbonyl)amino)-alpha-hydroxy-, 12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca(3,4)benz(1,2-b)oxet-9-yl ester, docetaxelum, Taxceus, ((1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12-trihydroxy-15-((2R,3S)-2-hydroxy-3-((2-methylpropan-2-yl)oxycarbonylamino)-3-phenylpropanoyl)oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.03,10.04,7)heptadec-13-en-2-yl) benzoate, (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-(((2R,3S)-3-(((tert-butoxy)carbonyl)amino)-2-hydroxy-3-phenylpropanoyl)oxy)-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.0^(3,10).0^(4,7))heptadec-13-en-2-yl benzoate, DOCIVYX, RefChem:5772, L01CD02, (1S,2S,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-(((2R,3S)-3-(((tert-butoxy)(hydroxy)methylidene)amino)-2-hydroxy-3-phenylpropanoyl)oxy)-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.0^(3,10).0^(4,7))heptadec-13-en-2-yl benzoate, N Debenzoyl N tert butoxycarbonyl 10 deacetyltaxol, (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-(((2R,3S)-3-(((tert-butoxy)carbonyl)amino)-2-hydroxy-3-phenylpropanoyl)oxy)-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.03,10.04,7)heptadec-13-en-2-yl benzoate, 601-339-2, Benzenepropanoic acid, beta-(((1,1-dimethylethoxy)carbonyl)amino)-alpha-hydroxy-, (2aR,4S,4aR,6R,9S,11S,12S,12aS,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,4a,6,11-tetrahydroxy-8,12a,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca(3,4)benz(1,2-b)oxet-9-yl ester, (alphaR)-, hydrate (1:3), 15H5577CQD, Benzenepropanoic acid, beta-(((1,1-dimethylethoxy)carbonyl)amino)-alpha-hydroxy-, 12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca(3,4)benz(1,2-b)oxet-9-ylester, (2aR-(2a-alpha,4-beta,4a-beta,6-beta,9-alpha(alpha-R*,beta-S*),11-alpha,12-alpha,12a-alpha,12b-alpha))-, Docetaxel (as trihydrate), XRP6976, Docetaxol, Docetaxel [INN], EmDOC, Docetaxel, anhydrous, TXL, Taxotere (TN), MFCD00871399, NSC628503, CABAZITAXEL METABOLITE (RP56976), (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-9-(((2R,3S)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-phenylpropanoyl)oxy)-4,6,11-trihydroxy-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]oxet-12-yl benzoate, Docetaxel, Trihydrate, taxotel, Docetaxolum, C43H53NO14, Taxoel, MFCD00800737, CAS-114977-28-5, Docetaxolum [INN-Latin], Docecad, UNII-699121PHCA, Docetaxel?, docetaxel 114977-28-5, HSDB 6965, XRP-6976L, ANX-514, SDP-014, Anhydrous Docetaxel, NCGC00181306-01, NCGC00181306-02, Taxotere (Aventis), CID148124, N-debenzoyl-N-Boc-10-deacetyl taxol, Docetaxel (Standard), Docetaxel (anhydrous), bind-014, Docetaxel (JAN/INN), Anhydrous Docetaxel CRS, DOCETAXEL [JAN], DOCETAXEL [MI], CHEMBL92, DOCETAXEL [HSDB], SCHEMBL4419, Docetaxel - Bio-X trade mark, GTPL6809, orb1309994, orb3141262, BIND 014 [WHO-DD], BDBM36351, HY-B0011R, SYP-0704A, ZDZOTLJHXYCWBA-VCVYQWHSSA-, HMS2089K08, 114915-20-7, EX-A1206, HY-B0011, MSK10863, Tox21_112781, Tox21_113088, AC-383, EBC-11238, AKOS015960718, AKOS024457953, Tox21_112781_1, CS-1144, DB01248, FD10817, KS-1452, Docetaxel, purum, >=97.0% (HPLC), NCGC00181306-04, NCGC00242509-01, 4-(acetyloxy)-13alpha-({(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoyl}oxy)-1,7beta,10beta-trihydroxy-9-oxo-5beta,20-epoxytax-11-en-2alpha-yl benzoate, BD164373, SY016927, D4102, NS00006849, D07866, EN300-123047, AB01273941-01, AB01273941-02, Q420436, SR-01000003023, W-60384, SR-01000003023-5, BRD-K30577245-001-04-3, BRD-K30577245-341-01-9, Z1546621742, N-DEBENZOYL-N-TERT-BUTOXYCARBONYL-10-DEACETYL TAXOL, Anhydrous Docetaxel, European Pharmacopoeia (EP) Reference Standard, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl (aR,bS)-b-[[(1,1-dimethylethoxy)carbonyl]amino]-a-hydroxybenzenepropanoate, (2beta,5beta,7alpha,8alpha,10alpha,13alpha)-4-(acetyloxy)-13-({(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoyl}oxy)-1,7,10-trihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate, (2R,3S)-N-CARBOXY-3-PHENYLISOSERINE, N-TERT-BUTYL ESTER, 13-ESTER WITH 5.BETA.,20-EPOXY-1,2.ALPHA.,4,7.BETA.,10.BETA.,13.ALPHA.-HEXAHYDROXYTAX-11-EN-9-ONE 4-ACETATE 2-BENZOATE, [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetoxy-15-[(2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenyl-propanoyl]oxy-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate, [acetoxy-[(2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenyl-propanoyl]oxy-trihydroxy-tetramethyl-oxo-[?]yl] benzoate, 4-(Acetyloxy)-13alpha-({(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoyl}oxy)-1,7beta,10beta-trihydroxy-9-oxo-4alpha,5beta-5,20-epoxytax-11-en-2alpha-yl benzoate, Benzenepropanoic acid,1-dimethylethoxy)carbonyl]amino]-.alpha.-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (.alpha.R,.beta.S)
Theoretical properties:
molecular_formula: C43H53NO14
molecular_weight: 807.9 g/mol
exact_mass: 807.34660536 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 14
rotatable_bond_count: 13
heavy_atom_count: 58
topological_polar_surface_area: 224 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Insoluble
Descriptions:
pubchem: Docetaxel anhydrous is a tetracyclic diterpenoid that is paclitaxel with the N-benzyloxycarbonyl group replaced by N-tert-butoxycarbonyl, and the acetoxy group at position 10 replaced by a hydroxy group. It has a role as an antineoplastic agent, an antimalarial and a photosensitizing agent. It is a secondary alpha-hydroxy ketone and a tetracyclic diterpenoid. It derives from a hydride of a taxane.
chebi: A tetracyclic diterpenoid that is paclitaxel with the <em>N</em>-benzyloxycarbonyl group replaced by <em>N</em>-<em>tert</em>-butoxycarbonyl, and the acetoxy group at position 10 replaced by a hydroxy group.
chembl: DOCETAXEL ANHYDROUS is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Docetaxel (DTX or DXL), sold under the brand name Taxotere among others, is a chemotherapy medication used to treat a number of types of cancer. This includes breast cancer, head and neck cancer, stomach cancer, prostate cancer and non-small-cell lung cancer. It may be used by itself or along with other chemotherapy medication. It is given by slow injection into a vein.
Common side effects include hair loss, cytopenia (low blood cell counts), numbness, shortness of breath, nausea, vomiting, and muscle pains. Other severe side effects include allergic reactions and future cancers. Docetaxel induced pneumotoxicity is also a well recognized adverse effect which has to be identified timely and treated after withholding the drug. Side effects are more common in people with liver problems. Use during pregnancy may harm the fetus. Docetaxel is in the taxane family of medications. It works by disrupting the normal function of microtubules and thereby stopping cell division.
Docetaxel was patented in 1986 and approved for medical use in 1995. It is on the World Health Organization's List of Essential Medicines. Docetaxel is available as a generic medication.