(-)-Crebanine
AlkaPlorer ID: AK005586
Synonym: 'Crebanin'
IUPAC Name: (12R)-15,16-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
Structure
SMILES: COC1=C(OC)C2=C(C=C1)C1=C3C(=CC4=C1OCO4)CCN(C)[C@@H]3C2
InChI: InChI=1S/C20H21NO4/c1-21-7-6-11-8-16-20(25-10-24-16)18-12-4-5-15(22-2)19(23-3)13(12)9-14(21)17(11)18/h4-5,8,14H,6-7,9-10H2,1-3H3/t14-/m1/s1
InChIKey: UVDQDNQWGQFIAO-CQSZACIVSA-N
Reference
The Alkaloids of Stephania cepharantha HAYATA cultivated in Japan (ii)
PubChem CID: 333544
CAS: 25127-29-1
LOTUS: LTS0196157
SuperNatural Ⅲ: SN0380979-02
NPASS: NPC24264
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Stephania delavayi | Stephania | Menispermaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Annona squamosa | Annona | Annonaceae | Magnoliales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 339.3910000000001
TPSA？: 40.16
MolLogP？: 3.184600000000001
Number of H-Donors: 0
Number of H-Acceptors: 5
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 24210.29 | nM | None |
| Homo sapiens | A498 | GI50 | 19098.53 | nM | None |
| Homo sapiens | A549 | GI50 | 40179.08 | nM | None |
| Homo sapiens | ACHN | GI50 | 27478.94 | nM | None |
| Homo sapiens | BT-549 | GI50 | 23823.19 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 31188.9 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 20323.57 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 18620.87 | nM | None |
| Homo sapiens | DU-145 | GI50 | 41114.97 | nM | None |
| Homo sapiens | EKVX | GI50 | 20653.8 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 21330.45 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 20701.41 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 22594.36 | nM | None |
| Homo sapiens | HL-60 | GI50 | 8629.79 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 72777.98 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 12302.69 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 34355.79 | nM | None |
| Homo sapiens | HT-29 | GI50 | 15812.48 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 25351.29 | nM | None |
| Homo sapiens | K562 | GI50 | 20323.57 | nM | None |
| Homo sapiens | KM12 | GI50 | 28840.32 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 15346.17 | nM | None |
| Homo sapiens | M14 | GI50 | 25941.79 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 30619.63 | nM | None |
| Homo sapiens | MCF7 | GI50 | 16634.13 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 33651.16 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 27542.29 | nM | None |
| Homo sapiens | MDA-N | GI50 | 44055.49 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 24266.1 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 18071.74 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 50118.72 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 29648.31 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 32062.69 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 19860.95 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 41114.97 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 25409.73 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 59020.11 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 30060.76 | nM | None |
| Homo sapiens | PC-3 | GI50 | 17538.81 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 18450.15 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 20464.45 | nM | None |
| Homo sapiens | SF-268 | GI50 | 37068.07 | nM | None |
| Homo sapiens | SF-295 | GI50 | 15595.53 | nM | None |
| Homo sapiens | SF-539 | GI50 | 18967.06 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 28248.8 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 29241.52 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 16749.43 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 23280.91 | nM | None |
| Homo sapiens | SN12C | GI50 | 41975.9 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 42854.85 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 17060.82 | nM | None |
| Homo sapiens | SR | GI50 | 31477.48 | nM | None |
| Homo sapiens | SW-620 | GI50 | 29785.16 | nM | None |
| Homo sapiens | T47D | GI50 | 28840.32 | nM | None |
| Homo sapiens | TK-10 | GI50 | 25003.45 | nM | None |
| Homo sapiens | U-251 | GI50 | 26915.35 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 19952.62 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 15205.48 | nM | None |
| Homo sapiens | UO-31 | GI50 | 10764.65 | nM | None |