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7,8-Dihydro-8-(trichloromethyl)palmatine; 2,3-Di-O-de-Me, 2,3-methylene ether 

AlkaPlorer ID: AK295975

Synonym: 7,8-Dihydro-8-(trichloromethyl)berberine, Berberine chloroform

IUPAC Name: 16,17-dimethoxy-14-(trichloromethyl)-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(21),2,4(8),9,15(20),16,18-heptaene

Structure

SMILES: COC1=CC=C2C=C3C4=CC5=C(C=C4CCN3C(C(Cl)(Cl)Cl)C2=C1OC)OCO5

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InChI: InChI=1S/C21H18Cl3NO4/c1-26-15-4-3-12-7-14-13-9-17-16(28-10-29-17)8-11(13)5-6-25(14)20(21(22,23)24)18(12)19(15)27-2/h3-4,7-9,20H,5-6,10H2,1-2H3

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InChIKey: CAGHPRDTHLKFCW-UHFFFAOYSA-N

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Properties Information

Molecule Weight: 454.73700000000014

TPSA？: 40.16

MolLogP？: 5.213600000000003

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 15240.53 nM None
Homo sapiens A498 GI50 67608.3 nM None
Homo sapiens A549 GI50 35645.11 nM None
Homo sapiens ACHN GI50 22855.99 nM None
Homo sapiens BT-549 GI50 1025.65 nM None
Homo sapiens CAKI-1 GI50 40831.94 nM None
Homo sapiens CCRF-CEM GI50 6714.29 nM None
Homo sapiens COLO 205 GI50 5445.03 nM None
Homo sapiens DU-145 GI50 16292.96 nM None
Homo sapiens EKVX GI50 42657.95 nM None
Homo sapiens HCC 2998 GI50 10814.34 nM None
Homo sapiens HCT-116 GI50 10592.54 nM None
Homo sapiens HCT-15 GI50 33265.96 nM None
Homo sapiens HL-60 GI50 15205.48 nM None
Homo sapiens HOP-92 GI50 23933.16 nM None
Homo sapiens Hs-578T GI50 18365.38 nM None
Homo sapiens HT-29 GI50 25822.6 nM None
Homo sapiens IGROV-1 GI50 25527.01 nM None
Homo sapiens KM12 GI50 7603.26 nM None
Homo sapiens LOX IMVI GI50 32658.78 nM None
Homo sapiens M14 GI50 28379.19 nM None
Homo sapiens Malme-3M GI50 11534.53 nM None
Homo sapiens MCF7 GI50 28054.34 nM None
Homo sapiens MDA-MB-231 GI50 23496.33 nM None
Homo sapiens MDA-MB-435 GI50 11142.95 nM None
Homo sapiens MDA-N GI50 15417.0 nM None
Homo sapiens MOLT-4 GI50 16032.45 nM None
Homo sapiens MRC5 CC50 8400.0 nM 10.1016/j.bmcl.2006.12.085
Homo sapiens NCI/ADR-RES GI50 44565.62 nM None
Homo sapiens NCI-H226 GI50 10864.26 nM None
Homo sapiens NCI-H23 GI50 12941.96 nM None
Homo sapiens NCI-H322M GI50 40179.08 nM None
Homo sapiens NCI-H460 GI50 10739.89 nM None
Homo sapiens NCI-H522 GI50 13931.57 nM None
Homo sapiens OVCAR-3 GI50 7430.19 nM None
Homo sapiens OVCAR-4 GI50 5929.25 nM None
Homo sapiens OVCAR-5 GI50 72610.6 nM None
Homo sapiens OVCAR-8 GI50 8109.61 nM None
Homo sapiens PC-3 GI50 24660.39 nM None
Homo sapiens RPMI-8226 GI50 2084.49 nM None
Homo sapiens SF-268 GI50 3411.93 nM None
Homo sapiens SF-295 GI50 9311.08 nM None
Homo sapiens SF-539 GI50 34994.52 nM None
Homo sapiens SK-MEL-2 GI50 17179.08 nM None
Homo sapiens SK-MEL-28 GI50 12022.64 nM None
Homo sapiens SK-MEL-5 GI50 3935.5 nM None
Homo sapiens SK-OV-3 GI50 23933.16 nM None
Homo sapiens SN12C GI50 13091.82 nM None
Homo sapiens SNB-19 GI50 5821.03 nM None
Homo sapiens SNB-75 GI50 46451.53 nM None
Homo sapiens SW-620 GI50 21232.44 nM None
Homo sapiens T47D GI50 10789.47 nM None
Homo sapiens TK-10 GI50 26977.39 nM None
Homo sapiens U-251 GI50 3689.78 nM None
Homo sapiens UACC-257 GI50 7161.43 nM None
Homo sapiens UACC-62 GI50 11830.42 nM None
Homo sapiens UO-31 GI50 35563.13 nM None
Human betaherpesvirus 5 Human betaherpesvirus 5 IC50 520.0 nM 10.1016/j.bmcl.2006.12.085
Trypanosoma brucei brucei Trypanosoma brucei brucei MIC 27600.0 nM 10.1021/acs.jnatprod.9b00397
None Unchecked Ratio CC50/IC50 16.0 None 10.1016/j.bmcl.2006.12.085

Metabolism Information