Key facts
CAS number:81103-11-9,
Purity:>98%,
Form:SolidSee storage information,
Molecular weight:748 Da,
Molecular formula:C38H69NO13,
PubChem:84029,
Nature:Synthetic,
Solubility:Soluble in DMSO to 50 mM,
Biochemical name:Clarithromycin,
Biological description:Macrolide antibiotic. Interferes with protein synthesis by reversibly binding to the 50S subunit in the bacterial ribosome. Regulates matrix metalloprotease activity. Bacteriostatic and bactericidal effects in vitro and in vivo.,
Canonical smiles:CCC1C(C(C(C(=O)C(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)OC)C)C)O)(C)O,
Isomeric smiles:CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)OC)C)C)O)(C)O,
InChi:InChI=1S/C38H69NO13/c1-15-26-38(10,45)31(42)21(4)28(40)19(2)17-37(9,47-14)33(52-35-29(41)25(39(11)12)16-20(3)48-35)22(5)30(23(6)34(44)50-26)51-27-18-36(8,46-13)32(43)24(7)49-27/h19-27,29-33,35,41-43,45H,15-18H2,1-14H3/t19-,20-,21+,22+,23-,24+,25+,26-,27+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1,
InChiKey:AGOYDEPGAOXOCK-KCBOHYOISA-N,
IUPAC Name:(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-7-methoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions-+4°C, Appropriate long-term storage conditions-+4°C, Storage information-The product can be stored for up to 12 months
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
The OATP1B1 also known by its alternate name SLCO1B1 is a membrane transporter protein that plays an important role in the uptake of various endogenous and exogenous compounds into liver cells. This transporter belongs to the solute carrier organic anion transporter family. OATP1B1 has a molecular mass of approximately 75 kDa. It is highly expressed in the human liver where it facilitates the cellular intake of bile acids hormones and drugs among other substances into hepatocytes.
Biological function summary
OATP1B1 impacts the pharmacokinetics of medications by enabling their hepatic uptake and subsequent metabolism or elimination. While not always part of a larger protein complex OATP1B1 interacts with various drugs by affecting their bioavailability and clearance. It plays a significant role in the liver's ability to process compounds efficiently including macrolide antibiotics like clarithran commonly known as klarithran antibiotic.
Pathways
The OATP1B1 protein integrates into the absorption and elimination pathways of drugs especially concerning bile acid and bilirubin metabolism. Within these pathways OATP1B1 interfaces closely with cytochrome P450 enzymes which metabolize many compounds reflecting its critical part in detoxifying processes and chemical structure modifications of drugs such as those with macrolides structure. Another related protein within OATP1B1’s pathway is OATP1B3 which shares overlapping substrate specificity and functional roles in the liver.
OATP1B1 is associated with conditions like drug-induced liver injury and statin-associated myopathy. Variations in the gene encoding for OATP1B1 can lead to altered drug disposition impacting therapeutic outcomes. The protein's interaction with statins highlights its importance especially in patients with genetic polymorphisms affecting OATP1B1's function. It also relates to its role alongside other transporters like P-glycoprotein impacting the effectiveness and safety of these cholesterol-lowering medications.
