(-)-Tylocrebrine
AlkaPlorer ID: AK004046
Synonym: '', 'Tylocrebrin', 'Tylocerebrine', 'Dibenzof,hpyrrolo1,2-bisoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,5,6-tetramethoxy-', 'Lylocrebrine', '(-)-Tylocrebrine', 'Dibenzof,hpyrrolo1,2-bisoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,5,6-tetramethoxy-, (+)-', 'Tylocrebrine', 'TYLOCREBRINE', 'NSC-60387', '(-)-Tylocrebine'
IUPAC Name: (13aR)-2,3,5,6-tetramethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine
Structure
SMILES: COC1=C(OC)C=C2C(=C1)C1=C(CN3CCC[C@@H]3C1)C1=CC=C(OC)C(OC)=C12
InChI: InChI=1S/C24H27NO4/c1-26-20-8-7-15-19-13-25-9-5-6-14(25)10-16(19)17-11-21(27-2)22(28-3)12-18(17)23(15)24(20)29-4/h7-8,11-12,14H,5-6,9-10,13H2,1-4H3/t14-/m1/s1
InChIKey: YFEPHJVWLFGWKH-CQSZACIVSA-N
Reference
Phenanthroindolizidine Alkaloids and Their Cytotoxicity from the Leaves of Ficus septica
PubChem CID: 246845
CAS: 105748-58-1
LOTUS: LTS0203131
SuperNatural Ⅲ: SN0448747-02
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Ficus septica | Ficus | Moraceae | Rosales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 393.4830000000001
TPSA？: 40.16
MolLogP？: 4.547900000000005
Number of H-Donors: 0
Number of H-Acceptors: 5
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Acinetobacter baumannii | Acinetobacter baumannii | Inhibition | -4.59 | % | 10.6019/CHEMBL4296183 |
| Candida albicans | Candida albicans | Inhibition | -1.43 | % | 10.6019/CHEMBL4296183 |
| Cryptococcus neoformans | Cryptococcus neoformans | Inhibition | -6.05 | % | 10.6019/CHEMBL4296183 |
| Escherichia coli | Escherichia coli | Inhibition | 1.54 | % | 10.6019/CHEMBL4296183 |
| Homo sapiens | 786-0 | GI50 | 17.34 | nM | None |
| Homo sapiens | A498 | GI50 | 10.0 | nM | None |
| Homo sapiens | A549 | GI50 | 25.06 | nM | None |
| Homo sapiens | ACHN | GI50 | 44.36 | nM | None |
| Homo sapiens | BT-549 | GI50 | 91.41 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 21.63 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 26.85 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 22.75 | nM | None |
| Homo sapiens | DU-145 | GI50 | 24.83 | nM | None |
| Homo sapiens | EKVX | GI50 | 17.22 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 53.33 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 26.55 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 31.19 | nM | None |
| Homo sapiens | HL-60 | GI50 | 34.28 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 31.62 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 24.6 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 18.2 | nM | None |
| Homo sapiens | HT-29 | GI50 | 20.75 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 40.74 | nM | None |
| Homo sapiens | K562 | GI50 | 19.14 | nM | None |
| Homo sapiens | KB | ED50 | 0.013 | ug ml-1 | 10.1021/np50022a010 |
| Homo sapiens | KM12 | GI50 | 42.76 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 24.89 | nM | None |
| Homo sapiens | M14 | GI50 | 33.27 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 24.77 | nM | None |
| Homo sapiens | MCF7 | GI50 | 54.83 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 20.37 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 36.48 | nM | None |
| Homo sapiens | MDA-N | GI50 | 62.23 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 42.95 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 16.56 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 17.62 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 16.0 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 75.51 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 39.17 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 31.26 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 107.15 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 30.13 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 74.47 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 14.59 | nM | None |
| Homo sapiens | PC-3 | GI50 | 58.21 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 32.51 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 15.49 | nM | None |
| Homo sapiens | SF-268 | GI50 | 17.1 | nM | None |
| Homo sapiens | SF-295 | GI50 | 39.45 | nM | None |
| Homo sapiens | SF-539 | GI50 | 19.1 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 15.28 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 30.69 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 29.24 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 124.17 | nM | None |
| Homo sapiens | SN12C | GI50 | 56.36 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 16.26 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 10.0 | nM | None |
| Homo sapiens | SR | GI50 | 36.48 | nM | None |
| Homo sapiens | SW-620 | GI50 | 58.61 | nM | None |
| Homo sapiens | T47D | GI50 | 58.75 | nM | None |
| Homo sapiens | TK-10 | GI50 | 57.41 | nM | None |
| Homo sapiens | U-251 | GI50 | 19.01 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 61.24 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 10.0 | nM | None |
| Homo sapiens | UO-31 | GI50 | 10.0 | nM | None |
| Klebsiella pneumoniae | Klebsiella pneumoniae | Inhibition | 13.12 | % | 10.6019/CHEMBL4296183 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | Inhibition | 9.43 | % | 10.6019/CHEMBL4296183 |
| Staphylococcus aureus | Staphylococcus aureus | Inhibition | 23.41 | % | 10.6019/CHEMBL4296183 |