IUPAC/Chemical Name
(3R,4S,5R,6R)-6-((3-amino-4-hydroxy-8-methyl-2-oxo-2H-chromen-7-yl)oxy)-5-hydroxy-3-methoxy-2,2-dimethyltetrahydro-2H-pyran-4-yl carbamate
InChi Key
RXMJJPBQGFPXEP-DUFGSWQCSA-N
InChi Code
InChI=1S/C19H24N2O9/c1-7-9(6-5-8-11(22)10(20)16(24)28-13(7)8)27-17-12(23)14(29-18(21)25)15(26-4)19(2,3)30-17/h5-6,12,14-15,17,22-23H,20H2,1-4H3,(H2,21,25)/t12-,14+,15-,17-/m1/s1
SMILES Code
CO[C@@H]1[C@H]([C@H]([C@@H](OC1(C)C)Oc2c(C)c3c(C(O)=C(C(O3)=O)N)cc2)O)OC(N)=O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
424.41
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: Reusser F, Dolak LA. Novenamine is the active moiety in novobiocin. J Antibiot (Tokyo). 1986 Feb;39(2):272-4. PMID: 3007416.
2: Sebek OK, Hoeksema H. Enzymic formation of novenamine, a noviosyl- aminocoumarin moiety of novobiocin. J Antibiot (Tokyo). 1972 Jul;25(7):434-6. doi: 10.7164/antibiotics.25.434. PMID: 4661100.
3: Hooper DC, Wolfson JS, McHugh GL, Swartz MD, Tung C, Swartz MN. Elimination of plasmid pMG110 from Escherichia coli by novobiocin and other inhibitors of DNA gyrase. Antimicrob Agents Chemother. 1984 May;25(5):586-90. doi: 10.1128/AAC.25.5.586. PMID: 6329090; PMCID: PMC185592.
4: Althaus IW, Kézdy FJ, Peterson T, Spilman CH, Reusser F. Novenamines as inhibitors of two independent enzymes during DNA replication in a toluenized Escherichia coli cell system. Biochem Pharmacol. 1996 May 17;51(10):1373-8. doi: 10.1016/0006-2952(96)00061-5. PMID: 8787554.
5: Althaus IW, Franks KM, Langley KB, Kézdy FJ, Peterson T, Buxser SE, Decker DE, Dolak LA, Ulrich RG, Reusser F. The amphiphilic properties of novenamines determine their activity as inhibitors of HIV-1 RNase H. Experientia. 1996 Apr 15;52(4):329-35. doi: 10.1007/BF01919535. PMID: 8620935.