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Spiramycin I

CAT: 0926-AS16859-03Size: 2 gDry Ice: NoHazardous: No
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CAT#:0926-AS16859-03Size:2 g
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CAS Number
24916-50-5
Synonyms
9-O-[ (2R,5S,6R) -5- (Dimethylamino) tetrahydro-6-methyl-2H-pyran-2-yl]leucomycin V; Foromacidin A; Spiramycin A
MDL Number
MFCD00242797
Smiles
C[C@@H]1C/C=C/C=C/[C@@H] ([C@@H] (C[C@@H] ([C@@H] ([C@H] ([C@@H] (CC (=O) O1) O) OC) O[C@H]2[C@@H] ([C@H] ([C@@H] ([C@H] (O2) C) O[C@H]3C[C@@] ([C@H] ([C@@H] (O3) C) O) (C) O) N (C) C) O) CC=O) C) O[C@H]4CC[C@@H] ([C@H] (O4) C) N (C) C
Molecular Formula
C43H74N2O14
Molecular Weight
843.05 g/mol
Controlled
No

Chemical Information

Spiramycin I

Spiramycin is a primarily bacteriostatic macrolide antimicrobial agent with activity against Gram-positive cocci and rods, Gram-negative cocci and also Legionellae, mycoplasmas, chlamydiae, some types of spirochetes, Toxoplasma gondii and Cryptosporidium. Spiramycin is a 16-membered ring macrolide discovered in 1952 as a product of Streptomyces ambofaciens that has been available in oral formulations since 1955, and parenteral formulations since 1987. Resistant organisms include Enterobacteria, pseudomonads, and moulds.

CAS Number24916-50-5
PubChem CID5289394
IUPAC Name2-[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[(2S,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-[(2R,5S,6R)-5-(dimethylamino)-6-methyloxan-2-yl]oxy-4-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
Molecular FormulaC43H74N2O14
Molecular Weight843.1
XLogP2.1
Topological Polar Surface Area195
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count16
Rotatable Bond Count11
Heavy Atom Count59
Formal Charge0
Complexity1370
SMILES
C[C@@H]1C/C=C/C=C/[C@@H]([C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)O)N(C)C)O)CC=O)C)O[C@H]4CC[C@@H]([C@H](O4)C)N(C)C
InChI
InChI=1S/C43H74N2O14/c1-24-21-29(19-20-46)39(59-42-37(49)36(45(9)10)38(27(4)56-42)58-35-23-43(6,51)41(50)28(5)55-35)40(52-11)31(47)22-33(48)53-25(2)15-13-12-14-16-32(24)57-34-18-17-30(44(7)8)26(3)54-34/h12-14,16,20,24-32,34-42,47,49-51H,15,17-19,21-23H2,1-11H3/b13-12+,16-14+/t24-,25-,26-,27-,28+,29+,30+,31-,32+,34+,35+,36-,37-,38-,39+,40+,41+,42+,43-/m1/s1
InChIKey
ACTOXUHEUCPTEW-CEUOBAOPSA-N
Chemical Structure
2D Structure
2D structure of Spiramycin I
CAS: 24916-50-5
CID: 5289394
Formula: C43H74N2O14
MW: 843.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight843.1
XLogP32.1
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count16
Rotatable Bond Count11
Exact Mass842.51400504
Monoisotopic Mass842.51400504
Topological Polar Surface Area195 Ų
Heavy Atom Count59
Formal Charge0
Complexity1370
Isotope Atom Count0
Defined Atom Stereocenter Count19
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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