Calycanthine; (+)-form
AlkaPlorer ID: AK291480
Synonym: None
IUPAC Name: 21,24-dimethyl-3,12,21,24-tetrazahexacyclo[9.7.3.32,10.01,10.04,9.013,18]tetracosa-4,6,8,13,15,17-hexaene
Structure
SMILES: CN1CCC23C4=CC=CC=C4NC1C21CCN(C)C3NC2=CC=CC=C21
InChI: InChI=1S/C22H26N4/c1-25-13-11-22-16-8-4-5-9-17(16)23-19(25)21(22)12-14-26(2)20(22)24-18-10-6-3-7-15(18)21/h3-10,19-20,23-24H,11-14H2,1-2H3
InChIKey: XSYCDVWYEVUDKQ-UHFFFAOYSA-N
Reference
Alkaloids from Palicourea coriacea (Cham.) K. Schum.
PubChem CID: 264115
CAS: 85548-42-1
LOTUS: LTS0045983
COCONUT: CNP0193367.5
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Palicourea | Rubiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Calycanthus floridus | Calycanthus | Calycanthaceae | Laurales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| None | Psychotria | Rubiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 346.478
TPSA？: 30.54
MolLogP？: 3.036600000000001
Number of H-Donors: 2
Number of H-Acceptors: 4
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A498 | GI50 | 217770.98 | nM | None |
| Homo sapiens | A549 | GI50 | 374973.0 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 75509.22 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 137088.18 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 338064.84 | nM | None |
| Homo sapiens | DLD-1 | GI50 | 374973.0 | nM | None |
| Homo sapiens | DMS-114 | GI50 | 374973.0 | nM | None |
| Homo sapiens | DMS-273 | GI50 | 374973.0 | nM | None |
| Homo sapiens | EKVX | GI50 | 294442.16 | nM | None |
| Homo sapiens | Geminin | Potency | 29092.9 | nM | None |
| Homo sapiens | Glutaminase kidney isoform, mitochondrial | Potency | 14125.4 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 374973.0 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 355631.32 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 374973.0 | nM | None |
| Homo sapiens | HL-60 | GI50 | 59703.53 | nM | None |
| Homo sapiens | HOP-18 | GI50 | 342767.79 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 374973.0 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 94623.72 | nM | None |
| Homo sapiens | HT-29 | GI50 | 374973.0 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 374973.0 | nM | None |
| Homo sapiens | K562 | GI50 | 130016.96 | nM | None |
| Homo sapiens | KM12 | GI50 | 267916.83 | nM | None |
| Homo sapiens | KM-20L2 | GI50 | 239331.58 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 374973.0 | nM | None |
| Homo sapiens | M19-MEL | GI50 | 374973.0 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 249459.47 | nM | None |
| Homo sapiens | MCF7 | GI50 | 374973.0 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 151356.12 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 374973.0 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 205589.06 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 374973.0 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 184926.86 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 374973.0 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 374973.0 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 374973.0 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 374973.0 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 374973.0 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 59429.22 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 157398.29 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 151705.04 | nM | None |
| Homo sapiens | SF-268 | GI50 | 101859.14 | nM | None |
| Homo sapiens | SF-295 | GI50 | 374973.0 | nM | None |
| Homo sapiens | SF-539 | GI50 | 354813.39 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 374973.0 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 374973.0 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 174180.69 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 374973.0 | nM | None |
| Homo sapiens | SN12C | GI50 | 374973.0 | nM | None |
| Homo sapiens | SN12K1 | GI50 | 201836.64 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 374973.0 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 302691.34 | nM | None |
| Homo sapiens | SNB-78 | GI50 | 151008.02 | nM | None |
| Homo sapiens | SW-620 | GI50 | 374973.0 | nM | None |
| Homo sapiens | U-251 | GI50 | 374973.0 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 93325.43 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 374973.0 | nM | None |
| Homo sapiens | UO-31 | GI50 | 300607.63 | nM | None |
| Homo sapiens | XF498 | GI50 | 264850.01 | nM | None |
| Mus musculus | P388 | GI50 | 57676.65 | nM | None |
| Mus musculus | P388/ADR | GI50 | 253512.86 | nM | None |