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S9132

Sigma-Aldrich

Spiramycin

Synonym(s):

Rovamycin, Formacidine

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About This Item

CAS Number:
8025-81-8
EC Number:
232-429-6
MDL number:
MFCD01314545
UNSPSC Code:
51283208
PubChem Substance ID:
24899826
NACRES:
NA.85

form

powder

Quality Level

200

optical activity

[α]/D -85 to -80° in water (Specific rotation (dry basis))

potency

≥4100 I.U. per mg (dry basis)

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

color

white to light yellow

solubility

methanol: soluble

cation traces

heavy metals: ≤20 ppm

antibiotic activity spectrum

Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

CO[C@H]1[C@H](O)CC(=O)O[C@H](C)C\C=C\C=C\[C@H](OC2CCC(C(C)O2)N(C)C)[C@H](C)C[C@H](CC=O)[C@@H]1OC3OC(C)C(OC4CC(C)(O)C(O)C(C)O4)C(C3O)N(C)C

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

InChI key

ACTOXUHEUCPTEW-JMRHEKERSA-N

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General description

Chemical structure: macrolide

Application

Spiramycin is a macrolide antibiotic that is commonly used to treat infections of soft tissues. It has been used to treat bronchopulmonary infections in adults and has been used to study septicemia in mice .

Biochem/physiol Actions

Spiramycin is a 16-membered ring macrolide antibiotic from Streptomyces ambofaciens. It inhibits bacterial protein synthesis at the level of peptidy-tRNA dissociation from ribosomes. It is mainly used against Gram-positive bacteria.

Quality

A mixture of Spiramycin I, II and III.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6785
MKCW9212
MKCS9688
MKCQ3681
MKCN6048

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O Rolin et al.
Pathologie-biologie, 34(5), 476-478 (1986-05-01)
Experimental septicemia was induced in mice by intraperitoneal injection of 10 to 100 lethal doses of Staphylococcus aureus and Streptococcus pneumoniae. Animals were treated by a mixture of adipic acid and spiramycin (subcutaneous route) or by spiramycin base (oral route)
Acute bronchopulmonary infections: treatment with i.v. spiramycin.
F Vachon and S Kernbaum
Chemotherapia, 6, 282-285 (1987)
Severe congenital toxoplasmosis due to a Toxoplasma gondii strain with an atypical genotype: case report and review.
Laurence Delhaes et al.
Prenatal diagnosis, 30(9), 902-905 (2010-06-29)
Yonca Acikgoz et al.
Pediatric transplantation, 16(4), E115-E119 (2011-02-16)
Cryptosporidium is an intracellular protozoan parasite that causes gastroenteritis in human. In immunocompromised individuals, cryptosporidium causes far more serious disease. There is no effective specific therapy for cryptosporidiosis, and spontaneous recovery is the rule in healthy individuals. However, immunocompromised patients
G Gasparini et al.
International journal of immunopathology and pharmacology, 23(2), 619-626 (2010-07-22)
Bisphosphonate-related osteonecrosis of the jaw (BRONJ) consists of an exposure of the jaw bone that persists for over 8 weeks in patients with positive history for bisphosphonates. Symptomatology is characterized by dull and ceaseless pain, and in advanced stages, the
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