Paclitaxel

Details

• Internal ID: 5cf18857-97c2-4e49-b944-bac679af8a50
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)[C@@H]([C@H](C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)O)C)OC(=O)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
• InChI Key: RCINICONZNJXQF-MZXODVADSA-N
• Popularity: 49,992 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₁NO₁₄
• Molecular Weight: 853.90 g/mol
• Exact Mass: 853.33095530 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 14
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

• P88XT4IS4D
• Paclitaxel
• Taxol
• Taxol A
• Yewtaxan
• Genaxol
• Plaxicel
• Abraxane
• Ebetaxel
• Genetaxyl
• Capxol
• Paxene
• Onxol
• Cyclopax
• Genexol
• Intaxel
• Mitotax
• Pacliex
• TaxAlbin
• OncoGel
• Paxceed
• EmPAC
• Onxal
• Zisu
• Taxus stent
• Taxus Liberte
• ABI-007
• Padexol
• nab-paclitaxel
• EndoTAG 1
• LipoPac
• Tocosol Paclitaxel
• (-)-Paclitaxel
• Nanoxel
• Paclitaxol
• Sindaxel
• NSC-125973
• Coroflex Please
• Cypher select
• Taxus Express
• LEP-ETU
• Genexol-PM
• (NAB)-Paclitaxel
• MBT 0206
• BMS 181339-01
• Cynviloq
• Infinnium
• HSDB 6839
• ABI 007
• DHP 107
• DHP-107
• Abraxane I.V. Suspension
• BMS-181339-01
• UNII-P88XT4IS4D
• DRG-0190
• Paclitaxel (Taxol)
• NK 105
• Paclitaxel (taxus canadensis)
• QW 8184
• EndoTAG-1
• CCRIS 8143
• Liposome-entrapped paclitaxel easy-to-use
• DTXSID9023413
• CHEBI:45863
• ABI-007 COMPONENT PACLITAXEL
• IG 001
• NK-105
• NSC125973
• 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
• QW-8184
• nabpaclitaxel
• CHEMBL428647
• DTXCID603413
• (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-9-(((2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl)oxy)-12-(benzoyloxy)-4,11-dihydroxy-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]oxete-6,12b-diyl diacetate
• ORAXOL COMPONENT PACLITAXEL
• Paclitaxel [USAN:USP:INN:BAN]
• Abraxane (albumin-bound suspension)
• ABRAXANE COMPONENT PACLITAXEL
• MBT-0206
• NSC 125973
• ABI 007 COMPONENT PACLITAXEL
• (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
• NCGC00164367-01
• NAB-PACLITAXEL COMPONENT PACLITAXEL
• MFCD00869953
• PACLITAXEL (MART.)
• PACLITAXEL [MART.]
• PACLITAXEL (USP-RS)
• PACLITAXEL [USP-RS]
• (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl benzoate
• PACLITAXEL (EP MONOGRAPH)
• PACLITAXEL (USP IMPURITY)
• PACLITAXEL [EP MONOGRAPH]
• PACLITAXEL [USP IMPURITY]
• PACLITAXEL (USP MONOGRAPH)
• PACLITAXEL [USP MONOGRAPH]
• Xorane
• 7,11-Methano-1H-cyclodeca[3,4]benz[1,2-b]oxete, benzenepropanoic acid deriv.
• SMR000857385
• SR-01000075350
• Paclitaxel [USAN:BAN:INN]
• paclitaxelum
• Anzatax
• Nanotaxel
• Paclical
• Pacligel
• Paxoral
• Bris Taxol
• C47-H51-N-O14
• Taxol, Bris
• Paclitaxel,(S)
• Abraxane (TN)
• (2alpha,5beta,7beta,10beta,13alpha)-4,10-bis(acetyloxy)-1,7-dihydroxy-13-({(2R,3S)-2-hydroxy-3-phenyl-3-[(phenylcarbonyl)amino]propanoyl}oxy)-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
• (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-Dodecahydro-4,6,9,11,12,12b-hexahydroxy-4a,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca(3,4)benz(1,2-b)oxet-5-one 6,12b-diacetate, 12-benzoate, 9-ester with (2R,3S)-N-benzoyl-3-phenylisoserine
• [diacetoxy-[(2R,3S)-3-benzamido-2-hydroxy-3-phenyl-propanoyl]oxy-dihydroxy-tetramethyl-oxo-[?]yl] benzoate
• 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
• 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-1,7beta-dihydroxy-9-oxotax-11-ene-2alpha,4,10beta,13alpha-tetrayl 4,10-diacetate 2-benzoate 13-[(2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoate]
• BENZENEPROPANOIC ACID, .BETA.-(BENZOYLAMINO)-.ALPHA.-HYDROXY-, (2AR,4S,4AS,6R,9S,11S,12S,12AR,12BS)-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, (.ALPHA.R,.BETA.S)-
• Benzenepropanoic acid, .beta.-(benzoylamino)-.alpha.-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-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, (.alpha.R,.beta.S)-
• Taxol (Paclitaxel)
• CAS-33069-62-4
• PACITAXEL
• BMS-181339
• Paclitaxel-SSMM-VIP
• P-SSMM-VIP
• PACLITAXEL [MI]
• PACLITAXEL [INN]
• PACLITAXEL [JAN]
• Prestwick3_000155
• PACLITAXEL [HSDB]
• PACLITAXEL [USAN]
• TAXOL (TN)
• PACLITAXEL [VANDF]
• SCHEMBL3976
• 3PPC5TL76P
• Nova-12005
• PACLITAXEL [WHO-DD]
• Paclitaxel, Taxus brevifolia
• BIDD:PXR0046
• BSPBio_000290
• KBioGR_002509
• KBioSS_002517
• Paclitaxel (JAN/USP/INN)
• MLS002154218
• MLS002695976
• OAS-PAC-100
• PACLITAXEL [EMA EPAR]
• BPBio1_000320
• GTPL2770
• MEGxp0_001940
• Taxol (TN) (Bristol Meyers)
• PACLITAXEL [GREEN BOOK]
• PACLITAXEL [ORANGE BOOK]
• ACon1_002231
• KBio2_002509
• KBio2_005077
• KBio2_007645
• KBio3_002987
• ANX-513
• DHP-208
• DTS-301
• L01CD01
• SDP-013
• cMAP_000068
• RCINICONZNJXQF-MZXODVADSA-N
• HMS2090D07
• HMS2095O12
• HMS2231A16
• HMS3712O12
• [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, 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, (2aR-(2a-alpha,4-beta,4a-beta,6-beta,9-alpha(alpha-R*,beta-S*),11-alpha,12-alpha,12a-alpha, 12b-alpha))-
• Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, 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, (2aR-(2aalpha,4beta,4abeta,6beta,9alpha(alphaR*,betaS*),11alpha,12alpha,12aalpha,12balpha))-
• HY-B0015
• MPI-5018
• Tax-11-en-9-one, 5beta,20-epoxy-1,2alpha,4,7beta,10beta,13alpha- hexahydroxy-, 4,10-diacetate 2-benzoate, 13-ester with (2R,3S)-N-benzoyl-3-phenylisoserine
• Tox21_112107
• BDBM50001839
• NSC745099
• AKOS007930675
• AKOS015969673
• AKOS025312303
• CCG-220155
• CS-1145
• DB01229
• GS-6554
• NSC-745099
• NCGC00164367-02
• NCGC00164367-03
• NCGC00164367-04
• NCGC00164367-05
• NCGC00164367-10
• Paclitaxel, From Taxus brevifolia, 95%
• NCI60_000601
• Paclitaxel, from Taxus yannanensis, powder
• PACLITAXEL IMPURITY L [EP IMPURITY]
• AB00513812
• D00491
• EN300-117275
• M02242
• N88686
• AB00513812-02
• AB00513812-03
• Paclitaxel, Antibiotic for Culture Media Use Only
• Q423762
• 7,4]benz[1,2-b]oxete,benzenepropanoic acid deriv.
• Q-201533
• SR-01000075350-1
• SR-01000075350-3
• SR-01000075350-6
• SR-01000075350-7
• SR-01000075350-9
• BRD-K62008436-001-03-1
• BRD-K62008436-001-05-6
• BRD-K62008436-001-22-1
• Paclitaxel, from semisynthetic (from Taxus sp.), >=97%
• Paclitaxel, European Pharmacopoeia (EP) Reference Standard
• Paclitaxel, from Taxus brevifolia, >=95% (HPLC), powder
• Paclitaxel, United States Pharmacopeia (USP) Reference Standard
• 12-benzoate, 9-ester with (2R,3S)-N-benzoyl-3-phenylisoserine
• Paclitaxel, Pharmaceutical Secondary Standard; Certified Reference Material
• Paclitaxel natural for peak identification, European Pharmacopoeia (EP) Reference Standard
• (1S,2S,3R,4S,5R,7S,8S,10R,13S)-4,10-Diacetoxy-2-benzoyloxy-5,20-epoxy-1,7-dihydroxy-9-oxotax-11-en-13-yl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropionate
• (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-Dodecahydro 4,6,9,11,12,12b-hexahydroxy-4a,8,13,13-tetramethyl-7,11-methano 5Hcyclodeca(3,4)benz(1,2-b)oxet-5-one 6,12b-diacetate,
• (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-4,6,12b-Tris(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl (alphaR,betaS)-beta-(benzoylamino)-alpha-hydroxybenzenepropanoate
• (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-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 (aR,bS)-b-(benzoylamino)-a-hydroxybenzenepropanoate
• (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-9-(((2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl)oxy)-12-(benzoyloxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate
• (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
• ,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (alphaR,betaS)- (9CI)
• -cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, [2aR-[2aalpha,4beta,4abeta,6beta,9alpha(aR*,betaS*),11alpha,12alpha,12aalpha,12balpha]]-
• [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl]benzoate
• 1203669-79-7
• 4,7beta,10beta-tris(acetyloxy)-13alpha-[[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy]-1-hydroxy-9-oxo-5beta,20-epoxytax-11-en-2alpha-yl benzoate
• 5-BETA,20-EPOXY-1,2-ALPHA,4,7-BETA,10-BETA,13-ALPHA-HEXAHYDROXY-TAX-11-EN-9-ONE 4,10-DIACETATE 2-BENZOATE 13-ESTER WITH (2R,3S)-N-BENZOYL-3-PHENYL-ISOSERINE
• 5beta,20-Epoxy-1,2 alpha, 4,7beta, 10beta, 13alpha-hexahydroxy tax-11-en-9-one 4,10-diacetate 2-benzoate 13-ester with (2R, 3S)-N-benzoyl-3-phenylisoserine
• Benzenepropanoic acid, 6,12b-bis(acetyl oxy)-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, [2aR- [2a.alpha.,4.beta.,4a.beta.,6.beta.,9.alpha.(alpha. R*,.beta.S*),11.alpha.,12.alpha.,12a.alpha.,12b.alpha.]]-
• Benzenepropanoic acid, b-(benzoylamino)-.alpha.-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-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, (aR,bS)-
• Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-4,6,12b-tris(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-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-(benzoylamino)-alpha-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-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
• Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-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, (alphaR,betaS)-
• Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, 4,6,12b-tris(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, [2aR-[2aalpha,4beta,4abeta,6beta,9alpha(alphaR*,betaS*),11alpha,12alpha,12aalpha,12balpha]]-
• Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, 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
• Paclitaxel semi-synthetic for peak identification, European Pharmacopoeia (EP) Reference Standard
• Paclitaxel semi-synthetic for system suitability, European Pharmacopoeia (EP) Reference Standard
• TAX-11-EN-9-ONE, 5-BETA,20-EPOXY-1,2-ALPHA,4,7-BETA,10-BETA,13-ALPHA-HEXA-HYDROXY-, 4,10-DIACETATE 2-BENZOATE 13-ESTER WITH (2R,3S)-N-BENZOYL-3-PHENYLISOSERINE
• TAX-11-EN-9-ONE, 5BETA,20-EPOXY-1,2ALPHA,4,7BETA,10BETA,13ALPHA-HEXAHYDROXY-, 4,10-DIACETATE 2-BENZOATE 13-ESTER WITH (2R,3S)-N-BENZOYL-3-PHENYLISOSERINE
• Tax-11-en-9-one, 5beta,20-epoxy-1,2alpha,4,7beta,10beta,13alpha-hexahydroxy-, 4,10-diacetate 2-benzoate 13-ester with (2R,3S)-N-benzoyl-3-phenylisoserine (8CI)
• Tax-11-en-9-one, 5beta,20-epoxy-1,2alpha,4,7beta,10beta,13alpha-hexahydroxy-, 4,10-diacetate 2-benzoate, 13-ester with (2R,3S)-N-benzoyl-3-phenylisoserine
• Tax-11-en-9-one,20-epoxy-1,2.alpha.,4,7.beta., 10.beta.,13.alpha.- hexahydroxy-, 4,10-diacetate 2- benzoate,13-ester with (2R,3S)-N-benzoyl-3-phenylisoserine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9470	94.70%
Caco-2	-	0.9373	93.73%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.6557	65.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.7738	77.38%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8700	87.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9715	97.15%
P-glycoprotein inhibitior	+	0.7874	78.74%
P-glycoprotein substrate	+	0.9535	95.35%
CYP3A4 substrate	+	0.7980	79.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.9817	98.17%
CYP inhibitory promiscuity	-	0.8937	89.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4813	48.13%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.7657	76.57%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7442	74.42%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6749	67.49%
skin sensitisation	-	0.8230	82.30%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6119	61.19%
Acute Oral Toxicity (c)	III	0.5918	59.18%
Estrogen receptor binding	+	0.8148	81.48%
Androgen receptor binding	+	0.8337	83.37%
Thyroid receptor binding	+	0.7275	72.75%
Glucocorticoid receptor binding	+	0.7632	76.32%
Aromatase binding	+	0.6028	60.28%
PPAR gamma	+	0.8011	80.11%
Honey bee toxicity	-	0.6301	63.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9852	98.52%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	15848.9 nM	Potency	via CMAUP
CHEMBL1293237	P54132	Bloom syndrome protein	17782.8 nM; 17782.8 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL4096	P04637	Cellular tumor antigen p53	7943.3 nM	Potency	via CMAUP
CHEMBL3356	P05177	Cytochrome P450 1A2	31622.78 nM	AC50	via CMAUP
CHEMBL3397	P11712	Cytochrome P450 2C9	25118.86 nM	AC50	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	1258.9 nM; 1258.9 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL236	P41143	Delta opioid receptor	4202 nM	IC50	via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	2511.9 nM	Potency	via CMAUP
CHEMBL1293278	O75496	Geminin	22.4 nM; 22.4 nM	Potency; Potency	via Super-PRED; via CMAUP
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	15848.9 nM; 15848.9 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	34 nM	IC50	via Super-PRED
CHEMBL1293224	P10636	Microtubule-associated protein tau	22387.2 nM; 44668.4 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL2327	P21452	Neurokinin 2 receptor	6125 nM	IC50	via CMAUP
CHEMBL5162	Q6W5P4	Neuropeptide S receptor	12589.3 nM	Potency	via CMAUP
CHEMBL1293277	O15118	Niemann-Pick C1 protein	562.3 nM; 562.3 nM; 3548.1 nM	Potency; Potency; Potency	via CMAUP; via Super-PRED; via CMAUP
CHEMBL1293298	Q01453	Peripheral myelin protein 22	47.8 nM; 47.8 nM	Potency; Potency	via CMAUP; via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	1.8 nM; 35.5 nM; 35.5 nM; 63.1 nM; 1.8 nM	Potency; Potency; Potency; Potency; Potency	via CMAUP; via CMAUP; via CMAUP; via CMAUP; via Super-PRED
CHEMBL5331	Q12866	Proto-oncogene tyrosine-protein kinase MER	4900 nM	IC50	PMID: 27238842
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.1 nM; 89.1 nM	Potency; Potency	via Super-PRED; via CMAUP
CHEMBL1824	P04626	Receptor protein-tyrosine kinase erbB-2	11108 nM	IC50	via CMAUP
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	369 nM; 130.9 nM; 130.9 nM	Potency; Potency; Potency	via CMAUP; via CMAUP; via Super-PRED
CHEMBL1697668	Q9Y6L6	Solute carrier organic anion transporter family member 1B1	280 nM	IC50	PMID: 25618019
CHEMBL1743121	Q9NPD5	Solute carrier organic anion transporter family member 1B3	260 nM	IC50	PMID: 25618019
CHEMBL1293232	Q16637	Survival motor neuron protein	10000 nM	Potency	via CMAUP
CHEMBL1293256	P40225	Thrombopoietin	12589.3 nM; 12589.3 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1947	P10828	Thyroid hormone receptor beta-1	707.9 nM; 707.9 nM	Potency; Potency	via Super-PRED; via CMAUP
CHEMBL2597	Q13509	Tubulin beta-3 chain	7.7 nM; 9.2 nM; 7.7 nM	IC50; IC50; IC50	PMID: 23895532; PMID: 23332369; via Super-PRED
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	23906 nM	IC50	via CMAUP
CHEMBL1293227	O75604	Ubiquitin carboxyl-terminal hydrolase 2	3981.1 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.80%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.96%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.07%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.60%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.55%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.02%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.89%	95.56%
CHEMBL2535	P11166	Glucose transporter	90.60%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.54%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.47%	96.47%
CHEMBL5028	O14672	ADAM10	90.35%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	89.78%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.12%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.80%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.68%	97.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.06%	83.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.68%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.22%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.67%	97.09%
CHEMBL4267	P37173	TGF-beta receptor type II	84.60%	88.18%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.34%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.78%	98.75%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.67%	94.08%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.95%	92.67%
CHEMBL4302	P08183	P-glycoprotein 1	82.83%	92.98%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.22%	99.17%
CHEMBL4208	P20618	Proteasome component C5	80.37%	90.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.07%	100.00%

Plants that contains it

• Afrocarpus gracilior
• Corylus avellana
• Dioscorea communis
• Garcinia mangostana
• Punica granatum
• Taxus baccata
• Taxus brevifolia
• Taxus canadensis
• Taxus cuspidata
• Taxus floridana
• Taxus mairei
• Taxus sumatrana
• Taxus wallichiana
• Taxus wallichiana var. chinensis
• Torreya grandis

Cross-Links

• PubChem: 36314
• NPASS: NPC208553
• ChEMBL: CHEMBL428647
• LOTUS: LTS0163460
• wikiData: Q423762