10-Deacetyltaxol A
AlkaPlorer ID: AK007872
Synonym: 'SMR000578100', '10-Deacetyltaxol', '7-epi-10-Deacetyltaxol', '10-Deacetyl-7-epitaxol', 'SMR000578101', 'MLS001097661', 'MLS001097671', 'Ormosin VI', '10-Deacetyl-7-epi-taxol'
IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-benzamido-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
Structure
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](NC(=O)C4=CC=CC=C4)C4=CC=CC=C4)C[C@@](O)([C@@H](OC(=O)C4=CC=CC=C4)[C@H]21)C3(C)C
InChI: InChI=1S/C45H49NO13/c1-24-29(57-41(54)35(50)33(26-15-9-6-10-16-26)46-39(52)27-17-11-7-12-18-27)22-45(55)38(58-40(53)28-19-13-8-14-20-28)36-43(5,37(51)34(49)32(24)42(45,3)4)30(48)21-31-44(36,23-56-31)59-25(2)47/h6-20,29-31,33-36,38,48-50,55H,21-23H2,1-5H3,(H,46,52)/t29-,30-,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1
InChIKey: TYLVGQKNNUHXIP-MHHARFCSSA-N
Reference
Seasonal variations in the content of taxanes in the bark of Taxus baccata L.
PubChem CID: 155831
CAS: 78432-77-6
LOTUS: LTS0212352
NPASS: NPC242662
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 cuspidata | Taxus | Taxaceae | Cupressales | Pinopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 811.8810000000001
TPSA？: 215.22
MolLogP？: 3.164900000000002
Number of H-Donors: 5
Number of H-Acceptors: 13
RingCount: 7
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Canis lupus familiaris | MDCK | Papp | 0.13 | 10^-6 cm/s | 10.1016/j.bmcl.2007.04.058 |
| Canis lupus familiaris | MDCK | Papp | 5.17 | 10^-6 cm/s | 10.1016/j.bmcl.2007.04.058 |
| Canis lupus familiaris | MDCK | Ratio | 39.0 | None | 10.1016/j.bmcl.2007.04.058 |
| Homo sapiens | HEK293 | IC50 | 76.0 | nM | 10.1016/j.bmcl.2007.04.058 |
| Homo sapiens | HeLa | IC50 | 0.75 | nM | 10.1021/acs.jnatprod.7b00006 |
| Homo sapiens | KB | ED50 | 2.7 | 10'-2 ug/ml | 10.1021/np50015a013 |
| Homo sapiens | KB | IC50 | 0.0015 | ug.mL-1 | 10.1021/np030346y |
| Homo sapiens | Tubulin | ID50 ratio | 1.3 | None | 10.1016/S0960-894X(00)80073-6 |
| Homo sapiens | Tubulin | Log 1/ratio | -0.1139 | None | 10.1016/S0960-894X(00)80073-6 |
| Homo sapiens | Tubulin | Ratio ED50 | 2.1 | None | 10.1016/j.bmcl.2005.10.063 |
| Homo sapiens | Tubulin | Ratio ED50 | 6.6 | None | 10.1016/j.bmcl.2005.10.063 |
| Homo sapiens | Tubulin | Ratio ED50 | 7.5 | None | 10.1016/j.bmcl.2005.10.063 |
| Mus musculus | P388 | IC50 | 42657951.88 | nM | 10.1016/S0960-894X(97)00439-3 |
| Mus musculus | P388 | T/C | 135.0 | % | 10.1021/np50015a013 |
| Sus scrofa | Sus scrofa | Ratio | 1.3 | None | 10.1021/jm00107a017 |
| None | Unchecked | IC50 | 250000.0 | nM | 10.1021/acs.jnatprod.7b00006 |