berberine – Berberine

Name
WID berberine View in model
Name Berberine View in model
Traditional name 16,17-dimethoxy-5,7-dioxa-13$l^{5}-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium
IUPAC name 16,17-dimethoxy-5,7-dioxa-13$l^{5}-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-13-ylium
Cross references ChEBI: 16118, PubChem: 4019, KEGG: C00757
 
Classification
Type antibiotic View in model
 
Structure
Empirical formula (pH 7.5) H18C20N1O4
SMILES (pH 7.5) COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC
Charge (pH 7.5) 1
Is hydrophobic False View in model
Molecular weight (Da) 336.36 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)
292.73
ΔfG'o (pH 7.5, 25C, I = 0; kJ mol‑1) 1029.30
logP -1.28
logD (pH 7.5) -1.28
 
Function
Reaction participant drug efflux (berberine) via sodium antiport
berberine[c] + NA[e] ⇒ berberine[e] + NA[c]
View in model
 
Metadata
Created 2012-10-01 15:06:51
Last updated 2012-10-01 15:11:56