Docetaxel

C₄₃H₅₃NO₁₄CAS 114977-28-5807.89 g/mol

Open in Covalent MOL file

Alcohol Alkene Ester Ether Ketone

Properties

Molecular formula: C₄₃H₅₃NO₁₄
Molar mass: 807.89 g/mol
Exact mass: 807.3466 Da
Melting point: 232 °C
logP: 3.46Crippen estimate
Polar surface area: 227.9 Å²
H-bond donors / acceptors: 5 / 14
Rotatable bonds: 8
Stereocentres: S, R, S, S, R, S, R, S, S, S, Rin SMILES atom order

Hazards

Danger

H315 Causes skin irritation14.3% of notifiers
H319 Causes serious eye irritation64.3% of notifiers
H341 Suspected of causing genetic defects85.7% of notifiers
H351 Suspected of causing cancer21.4% of notifiers
H360 May damage fertility or the unborn child35.7% of notifiers
H360D May damage the unborn child14.3% of notifiers
H361 Suspected of damaging fertility or the unborn child42.9% of notifiers
H362 May cause harm to breast-fed children35.7% of notifiers
H372 Causes damage to organs through prolonged or repeated exposure57.1% of notifiers

Aggregated from 14 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P260, P263, P264, P264+P265, P270, P280, P302+P352, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P405, P501

Identifiers

CAS number

114977-28-5

SMILES

CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(C)C(=O)[C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](N=C(O)OC(C)(C)C)c4ccccc4)C[C@@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C

InChIKey

ZDZOTLJHXYCWBA-VCVYQWHSSA-N

InChI

InChI=1S/C43H53NO14/c1-22-26(55-37(51)32(48)30(24-15-11-9-12-16-24)44-38(52)58-39(3,4)5)20-43(53)35(56-36(50)25-17-13-10-14-18-25)33-41(8,34(49)31(47)29(22)40(43,6)7)27(46)19-28-42(33,21-54-28)57-23(2)45/h9-18,26-28,30-33,35,46-48,53H,19-21H2,1-8H3,(H,44,52)/t26-,27-,28+,30-,31+,32+,33-,35-,41+,42-,43+/m0/s1

Weigh it out

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

Names and synonyms

17 names · show all

Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-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, (αR,βS)-
Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-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, [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.
RP 56976
Taxotere
N-Debenzoyl-N-tert-butoxycarbonyl-10-deacetyltaxol
Docetaxol
Docetere
Taxotel
SID 530
Duopafei
Docefrez
BIND 014
Miradocetaxel
CKD 810
CRLX 301
ATI 1123

Work with Docetaxel

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.

Docetaxel trihydrate148408-66-6Hydrate 4-Epidocetaxel153381-68-1Diastereomer

Similar compounds

10-Deacetyltaxol78432-77-689 % similar 7-Epi-10-deacetyltaxol78454-17-889 % similar Cabazitaxel183133-96-283 % similar 7-Epi-Taxol105454-04-480 % similar Paclitaxel33069-62-480 % similar Cephalomannine71610-00-974 % similar 7-Xylosyl-10-deacetyltaxol90332-63-172 % similar 10-Deacetylbaccatin32981-86-568 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook