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8025-81-8

Basic Information
CAS No.: 8025-81-8
Name: Spiramycin
Molecular Structure:
Molecular Structure of 8025-81-8 (Spiramycin)
Formula: C43H74N2O14
Molecular Weight: 843.06
Synonyms: Spiramycine [INN-French];Foromacidin;Sequamycin;5337 R.P.;Spiramycinum [INN-Latin];Antibiotic 799;78355-64-3;Provamycin;Espiramicina [INN-Spanish];Rovamycin;2-[(2R,4E,6E,8R,9R,11R,12S,13S,14R)-12-[5-(4,5-dihydroxy-4,6-dimethyl-oxan-2-yl)oxy-4-dimethylamino-3-hydroxy-6-methyl-oxan-2-yl]oxy-8-(5-dimethylamino-6-methyl-oxan-2-yl)oxy-14-hydroxy-13-methoxy-2,9-dimethyl-16-oxo-1-oxacyclohexadeca-4,6-dien-11-yl]acetaldehyde;Espiramicin;Prestwick_121;1394-00-9;Spiramycin [USAN:BAN:INN];5337R.P.;ROVAMICINA;Spiramycin Base;NSC-64393;SELECTOMYCIN;SPIRAMYCINS;Kitasamycin Premix 10%, 50%;Espiramicina;
EINECS: 232-429-6
Density: 1.217 g/cm3
Melting Point: 126-128 °C
Boiling Point: 913.679 °C at 760 mmHg
Flash Point: 506.375 °C
Solubility: ethanol: 50 mg/mL, clear to slightly hazy, light-yellow
Appearance: white or slightly yellowish powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 0.00000
LogP: 0.00000
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Consensus Reports

Solubility in water Insoluble in water; Very soluble in acetonitrile and methanol; Almost completely(>99.5) in ethanol. mg/mL 

Specification

The Spiramycin, with the CAS registry number 8025-81-8, is also known as Foromacidin. It belongs to the product categories of Miscellaneous Natural Products; Antibacterial; Antibiotics for Research and Experimental Use; Biochemistry; Macrolides (Antibiotics for Research and Experimental Use); Macrolides; Macrolides Antibiotics; MLSAlphabetic; SN - SZMore...Close...; Antibiotics; Antibiotics A to; Antibiotics N-SAntibiotics; Bactericidal Antibiotics; Chemical Structure; Chemical Structure Class; Interferes with Protein Synthesis Spectrum of Activity; L - ZAntibiotics; Mechanism of Action; Principle; S; Peptide Synthesis/Antibiotics. Its EINECS registry number is 232-429-6. This chemical's molecular formula is C43H74N2O14 and molecular weight is 785.96. What's more, both its IUPAC name and systematic name are the same which is called 2-[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[5-(4,5-Dihydroxy-4,6-dimethyloxan-2-yl)oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-[5-(dimethylamino)-6-methyloxan-2-yl]oxy-4-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde. Spiramycin is a macrolide antibiotic. It is used to treat toxoplasmosis and various other infections of soft tissues.

Physical properties about Spiramycin are: (1)ACD/LogP: 2.745; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -1.24; (4)ACD/LogD (pH 7.4): 1.26; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 2.34; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 24.12; (9)#H bond acceptors: 16; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 15; (12)Polar Surface Area: 195.38 Å2; (13)Index of Refraction: 1.55; (14)Molar Refractivity: 220.711 cm3; (15)Molar Volume: 692.831 cm3; (16)Polarizability: 87.497×10-24 cm3; (17)Surface Tension: 52.75 dyne/cm; (18)Density: 1.217 g/cm3; (19)Flash Point: 506.375 °C; (20)Enthalpy of Vaporization: 150.806 kJ/mol; (21)Boiling Point: 913.679 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=CC[C@@H]4[C@H](OC2OC(C(OC1OC(C)C(O)C(O)(C)C1)C(N(C)C)C2O)C)[C@@H](OC)[C@H](O)CC(=O)O[C@H](C)C\C=C\C=C\[C@H](OC3OC(C)C(N(C)C)CC3)[C@H](C)C4
(2) 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
(3) InChIKey: ACTOXUHEUCPTEW-JMRHEKERSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 5200mg/kg (5200mg/kg)   Canadian Medical Association Journal. Vol. 77, Pg. 623, 1957.
dog LD50 oral 5200mg/kg (5200mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Canadian Medical Association Journal. Vol. 77, Pg. 623, 1957.
man TDLo oral 133mg/kg/5D (133mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: OTHER CHANGES
Lancet. Vol. 2, Pg. 993, 1978.
mouse LD50 intraperitoneal 322mg/kg (322mg/kg)   Japanese Journal of Antibiotics. Vol. 23, Pg. 429, 1970.
mouse LD50 intravenous 130mg/kg (130mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 386, 1958.
mouse LD50 oral 2900mg/kg (2900mg/kg)   Therapie. Vol. 23, Pg. 161, 1968.
mouse LD50 subcutaneous 1470mg/kg (1470mg/kg)   Japanese Journal of Antibiotics. Vol. 23, Pg. 429, 1970.
mouse LDLo unreported 100mg/kg (100mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 693, 1967.
rabbit LD50 intraperitoneal 1130mg/kg (1130mg/kg)   Japanese Journal of Antibiotics. Vol. 23, Pg. 429, 1970.
rabbit LD50 intravenous 182mg/kg (182mg/kg)   Japanese Journal of Antibiotics. Vol. 23, Pg. 429, 1970.
rabbit LD50 oral > 4gm/kg (4000mg/kg)   Japanese Journal of Antibiotics. Vol. 23, Pg. 429, 1970.
rat LD50 intraperitoneal 575mg/kg (575mg/kg)   Japanese Journal of Antibiotics. Vol. 23, Pg. 429, 1970.
rat LD50 intravenous 170mg/kg (170mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 386, 1958.
rat LD50 oral 3550mg/kg (3550mg/kg)   Japanese Journal of Antibiotics. Vol. 23, Pg. 429, 1970.
rat LD50 subcutaneous 1gm/kg (1000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 386, 1958.