Paclitaxel

C47H51NO14CAS 33069-62-4853.92 g/mol

Open in Covalent MOL file
OOOOOOHOOHOHNOOOOOH
AlcoholAlkeneEsterEtherKetone

Properties

Molecular formula
C47H51NO14
Molar mass
853.92 g/mol
Exact mass
853.3310 Da
Melting point
213–216 °C (decomposes)
Water solubility
insoluble
logP
4.31Crippen estimate
Polar surface area
224.8 Ų
H-bond donors / acceptors
4 / 14
Rotatable bonds
10
Stereocentres
R, S, R, S, S, S, R, S, S, R, Sin SMILES atom order

Hazards

Danger
Corrosive (GHS05)Irritant (GHS07)Health Hazard (GHS08)

Aggregated from 256 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P233, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P284, P302+P352, P304+P340, P305+P354+P338, P317, P318, P319, P321, P332+P317, P333+P317, P342+P316, P362+P364, P403, P403+P233, P405, P501

Identifiers

CAS number
33069-62-4
SMILES
CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H](N=C(O)c4ccccc4)c4ccccc4)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O
InChIKey
RCINICONZNJXQF-MZXODVADSA-N
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

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

60 names · show all
  • Benzenepropanoic acid, β-(benzoylamino)-α-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, (αR,βS)-
  • Tax-11-en-9-one, 5β,20-epoxy-1,2α,4,7β,10β,13α-hexahydroxy-, 4,10-diacetate 2-benzoate 13-ester with (2R,3S)-N-benzoyl-3-phenylisoserine
  • Benzenepropanoic acid, β-(benzoylamino)-α-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-[2aα,4β,4aβ,6β,9α(αR*,βS*),11α,12α,12aα,12bα]]-
  • 7,11-Methano-1H-cyclodeca[3,4]benz[1,2-b]oxete, benzenepropanoic acid deriv.
  • Taxol
  • NSC 125973
  • Taxol A
  • BMS 181339-01
  • Yewtaxan
  • Plaxicel
  • ABI 007
  • TaxAlbin
  • QW 8184
  • Ebetaxel
  • Capxol
  • MBT 0206
  • Abraxane
  • Genexol-PM
  • Pacliex
  • Genexol
  • Genetaxyl
  • NK 105
  • Mitotax
  • OncoGel
  • Onxal
  • DHP 107
  • EndoTAG 1
  • Genaxol
  • Intaxel
  • Taxus
  • TAXUS stent
  • (-)-Paclitaxel
  • Taxus liberte
  • EmPAC
  • Tocosol paclitaxel
  • Cyclopax
  • Zisu
  • LEP-ETU
  • Liposome-entrapped paclitaxel easy-to-use
  • Paxene
  • Infinnium
  • Padexol
  • Sindaxel
  • Nanoxel
  • 5β,20-Epoxy-1,2a,4,7β,10β,13α-hexahydroxy-tax-11-en-9-one 4,10-diacetate 2-benzoate 13-ester with (2R,3S)-N-benzoyl-3-phenylisoserine
  • PTX
  • Cypher select
  • Coroflex please
  • Nab-paclitaxel
  • TAXUS Express
  • IG 001
  • Cynviloq
  • IG 002
  • Nanotax
  • Pacitaxel
  • Cremophor-free paclitaxel
  • Oraxol
  • Anzatax
  • Pazenir
  • Apealea

Work with Paclitaxel

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

7-Epi-Taxol105454-04-4Diastereomer

Similar compounds

10-Deacetyltaxol78432-77-690 % similar 7-Epi-10-deacetyltaxol78454-17-890 % similar Cephalomannine71610-00-986 % similar 7-O-(Triethylsilyl)taxol148930-55-684 % similar (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-Bis(acetyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-12-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl (αR,βS)-β-(benzoylamino)-α-hydroxybenzenepropanoate173101-54-784 % similar 7-Xylosyltaxol90332-66-481 % similar Docetaxel114977-28-580 % similar Docetaxel trihydrate148408-66-678 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

[2,10-Diacetyloxy-15-(3-benzamido-2-hydroxy-3-phenylpropanoyl)oxy-5,13-dihydroxy-4,16,17,17-tetramethyl-3-oxo-8-oxapentacyclo[11.3.1.01,11.04,11.07,10]heptadecan-12-yl] benzoate146139-03-9

Elsewhere

PubChem CAS Common Chemistry NIST WebBook