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Substance Name: Sisomicin [USAN:INN:BAN]
RN: 32385-11-8
UNII: X55XSL74YQ
InChIKey: URWAJWIAIPFPJE-YFMIWBNJSA-N
Note
- Antibiotic produced by Micromonospora inyoensis. It is closely related to gentamicin C1A, one of the components of the gentamicin complex (GENTAMICINS).
Molecular Formula
- C19-H37-N5-O7
Molecular Weight
- 447.529
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibacterial
- Drug / Therapeutic Agent
- Enzyme Inhibitors
- Protein Synthesis Inhibitors
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Sisomicin
- Sisomicin [USAN:INN:BAN]
MeSH Heading
- Sisomicin
Synonyms
- (2S-cis)-4-O-(3-Amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl)-2-deoxy-6-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl)-D-streptamine
- Antibiotic 66-40
- BRN 1357913
- EINECS 251-018-2
- O-2,6-Diamino-2,3,4,6-tetradeoxy-alpha-D-glycero-hex-4-enopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6)-2-deoxy-D-streptamine
- O-3-Deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-4)-O-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-glycero-hex-4-enopyranosyl-(1-6))-2-deoxy-L-streptamine
- Rickamicin
- Sch 13475
- Siseptin
- Sisomicin
- Sisomicina
- Sisomicina [INN-Spanish]
- Sisomicine
- Sisomicine [INN-French]
- Sisomicinum
- Sisomicinum [INN-Latin]
- Sisomycin
- Sissomicin
- UNII-X55XSL74YQ
Systematic Names
- (2S-cis)-4-O-(3-Amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl)-2-deoxy-6-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl)-D-streptamine
- D-Streptamine, O-3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6)-O-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-glycero-hex-4-enopyranosyl-(1-4))-2-deoxy-
- Sisomicin
Registry Numbers
CAS Registry Number
- 32385-11-8
FDA UNII
- X55XSL74YQ
Other Registry Numbers
- 34406-63-8
- 37332-59-5
- 53179-08-1
Related Registry Number
- 53179-09-2 (sulfate (2:5) (salt))
System Generated Number
- 0032385118
Structure Descriptors
InChI
1S/C19H37N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h3,9-18,24-27H,4-7,20-23H2,1-2H3/t9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+/m1/s1InChIKey
URWAJWIAIPFPJE-YFMIWBNJSA-NSmiles
C1C=C(O[C@@H]([C@@H]1N)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 221mg/kg (221mg/kg) | "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 1, Pg. 178, 1980. | |
mouse | LD50 | intravenous | 34mg/kg (34mg/kg) | "Structure-Activity Relationship among the Semisynthetic Antibiotics," Perlman, D., ed., New York, Academic Press, 1977Vol. -, Pg. 239, 1977. | |
mouse | LD50 | oral | > 5gm/kg (5000mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 4, Pg. 107, 1978. |
mouse | LD50 | subcutaneous | 177mg/kg (177mg/kg) | Chemotherapy Vol. 26(Suppl, | |
rat | LD50 | intravenous | 32mg/kg (32mg/kg) | Archives of Toxicology. Vol. 54, Pg. 275, 1983. | |
rat | LD50 | oral | > 5gm/kg (5000mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 4, Pg. 107, 1978. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
log P (octanol-water) | -3.450 | (none) | EST | |
Atmospheric OH Rate Constant | 5.35E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.