Dirithromycin

CAT: 0931-T0971-01Size: 500 mgDry Ice: NoHazardous: No

1 / 1

CAT#:0931-T0971-01Size:500 mg

Selected

24/48H Stock Items & 2 to 6 Weeks non Stock Items.

Quick Request Actions

CAS Number

62013-04-1

Target

Ribosome, Antibacterial, Antibiotic

Related Pathways

Microbiology/Virology

Purity

0.9959

Bioactivity

Dirithromycin (LY237216) is a macrolide glycopeptide antibiotic. It is used to treat many different types of bacterial infections, such as bronchitis, pneumonia, tonsillitis, and even skin infections.

Smiles

C[C@@H]1[C@]2(O[C@H](COCCOC)N[C@]1([C@H](C)C[C@@](C)(O)[C@H](O[C@H]3[C@H](O)[C@@H](N(C)C)C[C@@H](C)O3)[C@@H](C)[C@H](O[C@H]4C[C@](OC)(C)[C@@H](O)[C@H](C)O4)[C@@H](C)C(=O)O[C@H](CC)[C@@]2(C)O)[H])[H]

Molecular Formula

C42H78N2O14

Molecular Weight

835.07

Shipping Conditions

Ice Packs

Storage Temperature

-20°C

Chemical Information

Dirithromycin

Dirithromycin is the hemi-aminal resulting from the condensation of the erythromycin derivative (9S)-erythromycyclamine with 2-(2-methoxyethoxy)acetaldehyde. As the oxazine ring containing the hemi-aminal group is unstable under both acidic and alkaline conditions, dirithromycin functions as a more lipid-soluble prodrug for (9S)-erythromycyclamine. Administered as enteric coated tablets to protect it from acid catalysed hydrolysis in the stomach, it is used to treat respiratory tract, skin, and soft tissue infections caused by susceptible organisms. It has a role as a prodrug.

CAS Number	62013-04-1
PubChem CID	6473883
IUPAC Name	(1R,2R,3R,6R,7S,8S,9R,10R,12R,13S,15R,17S)-9-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-2,10-dihydroxy-7-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-15-(2-methoxyethoxymethyl)-2,6,8,10,12,17-hexamethyl-4,16-dioxa-14-azabicyclo[11.3.1]heptadecan-5-one
Molecular Formula	C42H78N2O14
Molecular Weight	835.1
XLogP	4.2
Topological Polar Surface Area	196
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	16
Rotatable Bond Count	12
Heavy Atom Count	58
Formal Charge	0
Complexity	1300

SMILES

CC[C@@H]1[C@@]([C@H]2[C@H]([C@H]([C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](C[C@H](O4)C)N(C)C)O)(C)O)C)N[C@H](O2)COCCOC)C)(C)O

InChI

InChI=1S/C42H78N2O14/c1-15-29-42(10,49)37-24(4)32(43-30(56-37)21-52-17-16-50-13)22(2)19-40(8,48)36(58-39-33(45)28(44(11)12)18-23(3)53-39)25(5)34(26(6)38(47)55-29)57-31-20-41(9,51-14)35(46)27(7)54-31/h22-37,39,43,45-46,48-49H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,30-,31+,32+,33-,34+,35+,36-,37-,39+,40-,41-,42-/m1/s1

InChIKey

WLOHNSSYAXHWNR-DWIOZXRMSA-N

Chemical Structure

2D Structure

CAS: 62013-04-1

CID: 6473883

Formula: C42H78N2O14

MW: 835.1

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	835.1
XLogP3	4.2
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	16
Rotatable Bond Count	12
Exact Mass	834.54530517
Monoisotopic Mass	834.54530517
Topological Polar Surface Area	196 Å²
Heavy Atom Count	58
Formal Charge	0
Complexity	1300
Isotope Atom Count	0
Defined Atom Stereocenter Count	20
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
AD16702-01	Dirithromycin
sc-497910	Dirithromycin-d3

Dirithromycin

Chemical Information

Alternative Products

Popular Products