Thalicberine; Me ether
AlkaPlorer ID: AK303060
Synonym: O-Methylthalicberine, Thalmidine
IUPAC Name: 10,14,15,26-tetramethoxy-4,20-dimethyl-12,28-dioxa-4,20-diazaheptacyclo[27.2.2.17,11.113,17.123,27.03,8.021,35]hexatriaconta-1(31),7(36),8,10,13(35),14,16,23(34),24,26,29,32-dodecaene
Structure
SMILES: COC1=C2C=C(C=C1)CC1C3=C(C=C(OC)C(OC)=C3OC3=C(OC)C=C4C(=C3)CCN(C)C4CC3=CC=C(C=C3)O2)CCN1C
InChI: InChI=1S/C38H42N2O6/c1-39-15-13-25-20-34-32(42-4)22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)41-3)18-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3
InChIKey: UUURWWVPMHAACP-UHFFFAOYSA-N
Reference
Two new alkaloids from berberis laurina billb.
PubChem CID: 320712
CAS: 19879-44-8
LOTUS: LTS0057263
NPASS: NPC276890
COCONUT: CNP0357155.3
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Berberis laurina | Berberis | Berberidaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 622.7620000000002
TPSA？: 61.86000000000001
MolLogP？: 7.16240000000001
Number of H-Donors: 0
Number of H-Acceptors: 8
RingCount: 9
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 13091.82 | nM | None |
| Homo sapiens | A498 | GI50 | 10641.43 | nM | None |
| Homo sapiens | A549 | GI50 | 17538.81 | nM | None |
| Homo sapiens | ACHN | GI50 | 9571.94 | nM | None |
| Homo sapiens | BT-549 | GI50 | 10839.27 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 11246.05 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 17741.89 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 2494.59 | nM | None |
| Homo sapiens | DU-145 | GI50 | 12647.36 | nM | None |
| Homo sapiens | EKVX | GI50 | 12161.86 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 9616.12 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 19142.56 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 9057.33 | nM | None |
| Homo sapiens | HL-60 | GI50 | 4709.77 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 16255.49 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 10839.27 | nM | None |
| Homo sapiens | HT-29 | GI50 | 8790.23 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 18793.17 | nM | None |
| Homo sapiens | K562 | GI50 | 7943.28 | nM | None |
| Homo sapiens | KM12 | GI50 | 12735.03 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 9977.0 | nM | None |
| Homo sapiens | M14 | GI50 | 4909.08 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 11428.78 | nM | None |
| Homo sapiens | MCF7 | GI50 | 14588.14 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 10046.16 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 11994.99 | nM | None |
| Homo sapiens | MDA-N | GI50 | 10543.87 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 10351.42 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 14028.14 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 16943.38 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 15066.07 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 21330.45 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 10209.39 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 9885.53 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 10616.96 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 34197.94 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 12359.47 | nM | None |
| Homo sapiens | PC-3 | GI50 | 11885.02 | nM | None |
| Homo sapiens | SF-268 | GI50 | 12941.96 | nM | None |
| Homo sapiens | SF-295 | GI50 | 9057.33 | nM | None |
| Homo sapiens | SF-539 | GI50 | 8953.65 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 12823.31 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 14454.4 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 6792.04 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 29444.22 | nM | None |
| Homo sapiens | SN12C | GI50 | 9015.71 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 12676.52 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 8629.79 | nM | None |
| Homo sapiens | SR | GI50 | 1172.2 | nM | None |
| Homo sapiens | SW-620 | GI50 | 26242.19 | nM | None |
| Homo sapiens | T47D | GI50 | 9931.16 | nM | None |
| Homo sapiens | TK-10 | GI50 | 10839.27 | nM | None |
| Homo sapiens | U-251 | GI50 | 10162.49 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 6745.28 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 12764.39 | nM | None |
| Homo sapiens | UO-31 | GI50 | 9418.9 | nM | None |