Berberal
From DrugPedia: A Wikipedia for Drug discovery
m (1 revision) |
|||
| Line 7: | Line 7: | ||
| IUPAC_name =N/A | | IUPAC_name =N/A | ||
| PubChem = 9424 | | PubChem = 9424 | ||
| + | | CAS Number = 633-66-9 | ||
| DrugBank = | | DrugBank = | ||
| - | | ChemSpiderID = | + | | ChemSpiderID = 9053 |
| chemical_formula =C<sub>4</sub><sub>0</sub>H<sub>3</sub><sub>6</sub>N<sub>2</sub>O<sub>1</sub><sub>2</sub>S | | chemical_formula =C<sub>4</sub><sub>0</sub>H<sub>3</sub><sub>6</sub>N<sub>2</sub>O<sub>1</sub><sub>2</sub>S | ||
| molecular_weight = 768.78504 | | molecular_weight = 768.78504 | ||
| Line 24: | Line 25: | ||
==Description== | ==Description== | ||
| - | + | An alkaloid with weak antibiotic properties. Substrate for MDR efflux pumps. Antimicrobial activities of berberine is potentiated by the MDR inhibitor 5´-methoxyhydnocarpin (5´-MHC). Berberine upregulates the expression of Pgp in hepatoma cells. Treatment with berberine potentially results in the reduced accumulation of chemotherapeutic drugs. | |
==General Properties== | ==General Properties== | ||
| Line 41: | Line 42: | ||
<b>*Canonical Smiles</b> | <b>*Canonical Smiles</b> | ||
| - | COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC.COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC.[O-]S(=O)(=O)[O-] | + | COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC.COC1=C(C2=C[N+] |
| + | 3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC.[O-]S(=O)(=O)[O-] | ||
<b>*Isomeric Smiles</b> | <b>*Isomeric Smiles</b> | ||
| Line 54: | Line 56: | ||
162 | 162 | ||
| + | |||
| + | Organism Test Type Route Reported Dose (Normalized Dose) Effect Source | ||
| + | |||
| + | mouse LD50 intraperitoneal 26400ug/kg (26.4mg/kg) Drugs in Japan Vol. 6, Pg. 770, 1982. | ||
| + | |||
| + | mouse LD50 intravenous 8200ug/kg (8.2mg/kg) Drugs in Japan Vol. 6, Pg. 770, 1982. | ||
| + | |||
| + | mouse LD50 subcutaneous 13200ug/kg (13.2mg/kg) Drugs in Japan Vol. 6, Pg. 770, 1982. | ||
| + | |||
| + | frog LDLo subcutaneous 20mg/kg (20mg/kg) "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935. | ||
| + | |||
==External Links== | ==External Links== | ||
Revision as of 07:44, 2 May 2009
| Berberal
| |
| Systematic (IUPAC) name | |
| N/A | |
| Identifiers | |
| CAS number | ? |
| ATC code | ? |
| PubChem | |
| ChemSpider | |
| Chemical data | |
| Formula | C40H36N2O12S |
| Mol. mass | 768.78504 |
| SMILES | & |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Metabolism | ? |
| Half life | ? |
| Excretion | ? |
| Therapeutic considerations | |
| Pregnancy cat. |
? |
| Legal status | |
| Routes | ? |
Description
An alkaloid with weak antibiotic properties. Substrate for MDR efflux pumps. Antimicrobial activities of berberine is potentiated by the MDR inhibitor 5´-methoxyhydnocarpin (5´-MHC). Berberine upregulates the expression of Pgp in hepatoma cells. Treatment with berberine potentially results in the reduced accumulation of chemotherapeutic drugs.
General Properties
*Molecular Weight
768.78504
*Molecular Formula
C40H36N2O12S
*IUPAC NAME
N/A
*Canonical Smiles
COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC.COC1=C(C2=C[N+] 3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC.[O-]S(=O)(=O)[O-]
*Isomeric Smiles
N/A
*XLogP
N/A
*Topological Polar Surface Area
162
Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 26400ug/kg (26.4mg/kg) Drugs in Japan Vol. 6, Pg. 770, 1982.
mouse LD50 intravenous 8200ug/kg (8.2mg/kg) Drugs in Japan Vol. 6, Pg. 770, 1982.
mouse LD50 subcutaneous 13200ug/kg (13.2mg/kg) Drugs in Japan Vol. 6, Pg. 770, 1982.
frog LDLo subcutaneous 20mg/kg (20mg/kg) "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
