Synonym
Citromycin hydrochloride; 1483A hydrochloride; 1483 A hydrochloride; 1483-A hydrochloride
IUPAC/Chemical Name
4H-Imidazo(4,5-c)pyridin-4-one, 1,3a,5,6,7,7a-hexahydro-2-((4-O-(aminocarbonyl)-2-deoxy-2-((((iminomethyl)amino)acetyl)methylamino)-beta-D-gulopyranosyl)amino)-7-hydroxy-, hydrochloride
InChi Key
NIXDGWICDHQNGW-FFEHQHKQSA-N
InChi Code
InChI=1S/C17H28N8O8.ClH/c1-25(8(28)3-20-5-18)11-12(29)13(33-16(19)31)7(4-26)32-15(11)24-17-22-9-6(27)2-21-14(30)10(9)23-17;/h5-7,9-13,15,26-27,29H,2-4H2,1H3,(H2,18,20)(H2,19,31)(H,21,30)(H2,22,23,24);1H/t6?,7-,9?,10?,11-,12+,13+,15-;/m1./s1
SMILES Code
O=C1C(N=C(N[C@H]2[C@H](N(C(CNC=N)=O)C)[C@@H]([C@H]([C@@H](CO)O2)OC(N)=O)O)N3)C3C(O)CN1.[H]Cl
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
508.92
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Kusakabe Y, Yamauchi Y, Nagatsu C, Abe H, Akasaki K. Citromycin, a new antibiotic. I. Isolation and characterization. J Antibiot (Tokyo). 1969 Mar;22(3):112-8. doi: 10.7164/antibiotics.22.112. PMID: 4978096.
2: Kumla D, Pereira JA, Dethoup T, Gales L, Freitas-Silva J, Costa PM, Lee M, Silva AMS, Sekeroglu N, Pinto MMM, Kijjoa A. Chromone Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA0220 and Their Antibacterial Activity. Mar Drugs. 2018 Aug 20;16(8):289. doi: 10.3390/md16080289. PMID: 30127313; PMCID: PMC6117697.
3: Capon RJ, Stewart M, Ratnayake R, Lacey E, Gill JH. Citromycetins and bilains A-C: new aromatic polyketides and diketopiperazines from Australian marine- derived and terrestrial Penicillium spp. J Nat Prod. 2007 Nov;70(11):1746-52. doi: 10.1021/np0702483. Epub 2007 Oct 25. PMID: 17958395.
4: Taniyama H, Sawada Y, Hasimoto K. [Studies on chemical modification of streptothricin-group antibiotics. I. On citromycin derivatives]. Yakugaku Zasshi. 1972 Feb;92(2):182-6. Japanese. doi: 10.1248/yakushi1947.92.2_182. PMID: 5063936.
5: Taniyama H, Sawada Y. The identity of citromycin with LL-AC541, E-749-C, and BY-81. J Antibiot (Tokyo). 1971 Oct;24(10):708-10. doi: 10.7164/antibiotics.24.708. PMID: 5158585.
