Cephalomannine
AlkaPlorer ID: AK007991
Synonym: 'Cephalomannine', 'SMR000578097', 'MLS001097731', 'MLS001097651', '7-epi-Cephalomannine', 'SMR000578107', 'Taxol B'
IUPAC Name: [(1S,2S,3R,4S,7R,9R,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-15-[(2R,3S)-2-hydroxy-3-[[(Z)-2-methylbut-2-enoyl]amino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
Structure
SMILES: C/C=C(/C)C(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)[C@@H]3[C@]4(OC(C)=O)CO[C@@H]4C[C@@H](O)[C@@]3(C)C(=O)[C@H](OC(C)=O)C(=C1C)C2(C)C
InChI: InChI=1S/C45H53NO14/c1-9-23(2)39(52)46-33(27-16-12-10-13-17-27)34(50)41(54)58-29-21-45(55)38(59-40(53)28-18-14-11-15-19-28)36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32(24(29)3)42(45,6)7/h9-19,29-31,33-36,38,49-50,55H,20-22H2,1-8H3,(H,46,52)/b23-9-/t29-,30+,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1
InChIKey: DBXFAPJCZABTDR-GHSSGWPPSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Ginkgo biloba | Ginkgo | Ginkgoaceae | Ginkgoales | Ginkgoopsida | Streptophyta | Viridiplantae | Eukaryota |
| Luteibacter sp. | Luteibacter | Rhodanobacteraceae | Xanthomonadales | Gammaproteobacteria | Pseudomonadota | None | Bacteria |
Properties Information
Molecule Weight: 831.912
TPSA？: 224.78
MolLogP？: 4.228400000000003
Number of H-Donors: 4
Number of H-Acceptors: 14
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A2780 | IC50 | 70.0 | nM | 10.1021/np0701531 |
| Homo sapiens | A549 | IC50 | 90.0 | nM | 10.1021/np0701531 |
| Homo sapiens | Bel-7402 | IC50 | 690.0 | nM | 10.1021/np0701531 |
| Homo sapiens | BGC-823 | IC50 | 90.0 | nM | 10.1021/np0701531 |
| Homo sapiens | HCT-8 | IC50 | 230.0 | nM | 10.1021/np0701531 |