N-Debenzoyl-N-hexanoyl-7-epi-taxol
AlkaPlorer ID: AK008106
Synonym: 'SMR000578110', '(-)-Taxol C', 'MLS001097652', '(-)-N-Debenzoyl-N-hexanoyl-7-epi-taxol', 'Taxol C'
IUPAC Name: [(1S,2S,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-(hexanoylamino)-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
Structure
SMILES: CCCCCC(O)=N[C@@H](C1=CC=CC=C1)[C@@H](O)C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)C3=CC=CC=C3)C3[C@](C)(C(=O)[C@H](OC(C)=O)C(=C1C)C2(C)C)[C@@H](O)C[C@H]1OC[C@@]31OC(C)=O
InChI: InChI=1S/C46H57NO14/c1-8-9-12-21-33(51)47-35(28-17-13-10-14-18-28)36(52)42(55)59-30-23-46(56)40(60-41(54)29-19-15-11-16-20-29)38-44(7,31(50)22-32-45(38,24-57-32)61-27(4)49)39(53)37(58-26(3)48)34(25(30)2)43(46,5)6/h10-11,13-20,30-32,35-38,40,50,52,56H,8-9,12,21-24H2,1-7H3,(H,47,51)/t30-,31-,32+,35-,36+,37+,38?,40-,44+,45-,46+/m0/s1
InChIKey: BEHTXUBGUDGCNQ-QJUJXNPASA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Taxus wallichiana | Taxus | Taxaceae | Cupressales | Pinopsida | Streptophyta | Viridiplantae | Eukaryota |
| Taxus baccata | Taxus | Taxaceae | Cupressales | Pinopsida | Streptophyta | Viridiplantae | Eukaryota |
| Taxus x media | Taxus | Taxaceae | Cupressales | Pinopsida | Streptophyta | Viridiplantae | Eukaryota |
| Taxus cuspidata | Taxus | Taxaceae | Cupressales | Pinopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 847.955
TPSA？: 224.78
MolLogP？: 4.842500000000005
Number of H-Donors: 4
Number of H-Acceptors: 14
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Escherichia coli K-12 | Beta-lactamase AmpC | Potency | 794.3 | nM | None |
| Homo sapiens | Ataxin-2 | Potency | 6309.6 | nM | None |
| Homo sapiens | Bromodomain adjacent to zinc finger domain protein 2B | Potency | 79432.8 | nM | None |
| Homo sapiens | Geminin | Potency | 183.6 | nM | None |
| Homo sapiens | HepG2 | Potency | 22387.2 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 5.2 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 11220.2 | nM | None |
| Homo sapiens | Niemann-Pick C1 protein | Potency | 8912.5 | nM | None |
| Homo sapiens | Nuclear factor erythroid 2-related factor 2 | Potency | 29092.9 | nM | None |
| Homo sapiens | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | Potency | 89125.1 | nM | None |
| Homo sapiens | Ras-related protein Rab-9A | Potency | 35.5 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 103.2 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 115.8 | nM | None |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 11220.2 | nM | None |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 12589.3 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 73.8 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 261.7 | nM | None |
| None | Unchecked | EC50 | 100.0 | nM | None |
| None | Unchecked | EC50 | 229.0 | nM | None |
| None | Unchecked | EC50 | 253.0 | nM | None |
| None | Unchecked | EC50 | 402.0 | nM | None |
| None | Unchecked | IC50 | 61.84 | nM | None |
| None | Unchecked | IC50 | 32300.0 | nM | None |
| None | Unchecked | IC50 | 80000.0 | nM | None |
| None | Unchecked | Potency | 5.8 | nM | None |
| None | Unchecked | Potency | 7943.3 | nM | None |
| None | Unchecked | Potency | 10000.0 | nM | None |
| None | Unchecked | Potency | 25118.9 | nM | None |
| None | Unchecked | Potency | 35481.3 | nM | None |