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Substance Name: Josamycin [USAN:INN:BAN:JAN]
RN: 16846-24-5
UNII: HV13HFS217
InChIKey: XJSFLOJWULLJQS-NGVXBBESSA-N
Note
- A macrolide antibiotic from Streptomyces narbonensis. The drug has antimicrobial activity against a wide spectrum of pathogens.
Molecular Formula
- C42-H69-N-O15
Molecular Weight
- 827.999
- 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
- Natural Product
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Josamycin
- Josamycin [USAN:INN:BAN:JAN]
MeSH Heading
- Josamycin
Synonyms
- Antibiotic yl-704 A3
- CCRIS 8511
- EINECS 240-871-6
- EN-141
- Josamicina
- Josamicina [INN-Spanish]
- Josamycin
- Josamycine
- Josamycine [INN-French]
- Josamycinum
- Josamycinum [INN-Latin]
- Kitasamycin A3
- Leucomycin A3
- Stereoisomer of 4-(acetyloxy)-6-((3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-4-O-(3-methyl-1-oxobutyl)-alpha-L-ribo-hexopyranosyl)-3-(dimethylamino)-beta-D-glucopyranosyl)oxy)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxooxacyclohexadeca-11,13-diene-7-acetaldehyde
- Stereoisomer of 7-(formylmethyl)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxooxacyclohexadeca-11,13-dien-6-yl 3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-alpha-L-ribo-hexopyranosyl)-3-(dimethylamino)-beta-D-glucopyranoside 4'-acetate 4''-isovalerate
- Stereoisomer of 7-(formylmethyl)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxooxacyclohexadeca-11,13-dien-6-yl 3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-alpha-L-ribo-hexopyranosyl)-3-(dimethylamino)-beta-D-glucopyranoside 4'-acetate 4'-isovalerate
- Turimycin A5
- UNII-HV13HFS217
- Yl-704 A3
Systematic Names
- Josamycin
- Leucomycin V, 3-acetate 4(sup B)-(3-methylbutanoate)
- Leucomycin V, 3-acetate 4(sup beta)-(3-methylbutanoate)
- Leucomycin V, 3-acetate 4B-(3-methylbutanoate)
Registry Numbers
CAS Registry Number
- 16846-24-5
FDA UNII
- HV13HFS217
Other Registry Numbers
- 11033-18-4
- 35414-05-2
- 39416-64-3
- 56689-45-3
- 801993-04-4
System Generated Number
- 0016846245
Structure Descriptors
InChI
InChI=1S/C42H69NO15/c1-23(2)19-32(47)56-40-27(6)53-34(22-42(40,8)50)57-37-26(5)54-41(36(49)35(37)43(9)10)58-38-29(17-18-44)20-24(3)30(46)16-14-12-13-15-25(4)52-33(48)21-31(39(38)51-11)55-28(7)45/h12-14,16,18,23-27,29-31,34-41,46,49-50H,15,17,19-22H2,1-11H3/b13-12+,16-14+/t24-,25-,26-,27+,29+,30+,31-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1InChIKey
XJSFLOJWULLJQS-NGVXBBESSA-NSmiles
CO[C@H]1[C@@H](CC(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mammal (species unspecified) | LD50 | intraperitoneal | 520mg/kg (520mg/kg) | Hindustan Antibiotics Bulletin. Vol. 11, Pg. 26, 1969. | |
mammal (species unspecified) | LD50 | intravenous | 385mg/kg (385mg/kg) | Hindustan Antibiotics Bulletin. Vol. 11, Pg. 26, 1969. | |
mammal (species unspecified) | LD50 | subcutaneous | 786mg/kg (786mg/kg) | Hindustan Antibiotics Bulletin. Vol. 11, Pg. 26, 1969. | |
mouse | LD50 | intraperitoneal | 780mg/kg (780mg/kg) | "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 2, Pg. 85, 1980. | |
mouse | LD50 | intravenous | 385mg/kg (385mg/kg) | Nihon Daigaku No-juigakubu Gakujutsu Kenkyu Hokoku. Research Reports of the College of Agriculture and Veterinary Medicine, Nihon University. Vol. (35), Pg. 41, 1978. | |
mouse | LD50 | oral | 6400mg/kg (6400mg/kg) | Japanese Journal of Antibiotics. Vol. 37, Pg. 1565, 1984. | |
mouse | LD50 | subcutaneous | > 3gm/kg (3000mg/kg) | Drugs in Japan Vol. 6, Pg. 364, 1982. | |
rat | LD50 | intraperitoneal | > 3gm/kg (3000mg/kg) | Drugs in Japan Vol. 6, Pg. 364, 1982. | |
rat | LD50 | intravenous | 390mg/kg (390mg/kg) | Nihon Daigaku No-juigakubu Gakujutsu Kenkyu Hokoku. Research Reports of the College of Agriculture and Veterinary Medicine, Nihon University. Vol. (35), Pg. 41, 1978. | |
rat | LD50 | oral | > 7gm/kg (7000mg/kg) | Drugs in Japan Vol. 6, Pg. 364, 1982. | |
rat | LD50 | subcutaneous | > 3gm/kg (3000mg/kg) | Drugs in Japan Vol. 6, Pg. 364, 1982. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 131.5 | deg C | EXP | |
log P (octanol-water) | 3.160 | (none) | EST | |
Atmospheric OH Rate Constant | 4.29E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.