JavaScript is disabled in your browser. Please enable JavaScript to view this website.
AB141202

Clarithromycin, Macrolide antibiotic

Be the first to review this product! Submit a review

|

(1 Publication)

MW 748 Da, Purity >98%. 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.
1 Images
Chemical Structure - Clarithromycin, Macrolide antibiotic (AB141202)
  • Chemical Structure

Lab

Chemical Structure - Clarithromycin, Macrolide antibiotic (AB141202)

2D chemical structure image of ab141202, Clarithromycin, Macrolide antibiotic

Key facts

CAS number

81103-11-9

Purity

>98%

Form

Solid

form

Molecular weight

748 Da

Molecular formula

C<sub>3</sub><sub>8</sub>H<sub>6</sub><sub>9</sub>NO<sub>1</sub><sub>3</sub>

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.

Product protocols

Publications (1)

Recent publications for all applications. Explore the full list and refine your search

Cell stem cell 30:86-95.e4 PubMed36563695

2022

A deep learning platform to assess drug proarrhythmia risk.

Applications

Unspecified application

Species

Unspecified reactive species

Ricardo Serrano,Dries A M Feyen,Arne A N Bruyneel,Anna P Hnatiuk,Michelle M Vu,Prashila L Amatya,Isaac Perea-Gil,Maricela Prado,Timon Seeger,Joseph C Wu,Ioannis Karakikes,Mark Mercola
View all publications

Product promise

We are committed to supporting your work with high-quality reagents, and we're here for you every step of the way. In the unlikely event that one of our products does not perform as expected, you're protected by our Product Promise.
For full details, please see our Terms & Conditions

Please note: All products are 'FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC OR THERAPEUTIC PROCEDURES'.

For licensing inquiries, please contact partnerships@abcam.com