IUPAC/Chemical Name
Spiro(2,9-dioxabicyclo(3.3.1)nonane-8,2'-oxirane)-3'-acetic acid, 3-(6-(2,5-dihydro-4-hydroxy-2-oxo-1H-pyrrol-3-yl)-1,3-dimethyl-6-oxo-2,4-hexadienyl)-alpha,1,4-trimethyl-6-oxo, methyl este
InChi Key
PLIWDJVEZBHXGQ-ANKZSMJWSA-N
InChi Code
InChI=1S/C26H33NO9/c1-12(7-8-16(28)19-18(30)11-27-23(19)31)9-13(2)20-14(3)21-17(29)10-26(25(5,34-20)35-21)22(36-26)15(4)24(32)33-6/h7-9,13-15,20-22,30H,10-11H2,1-6H3,(H,27,31)/b8-7+,12-9+
SMILES Code
O=C(OC)C(C)C1OC(C2(C)OC(C(C)/C=C(C)/C=C/C(C3=C(O)CNC3=O)=O)C(C)C4O2)1CC4=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
Soluble in DMSO
Shelf Life
>3 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
503.55
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: Mo X, Shi C, Gui C, Zhang Y, Ju J, Wang Q. Identification of nocamycin biosynthetic gene cluster from Saccharothrix syringae NRRL B-16468 and generation of new nocamycin derivatives by manipulating gene cluster. Microb Cell Fact. 2017 Jun 9;16(1):100. doi: 10.1186/s12934-017-0718-5. PubMed PMID: 28599654; PubMed Central PMCID: PMC5466765.
2: Mo X, Gui C, Wang Q. Elucidation of a carboxylate O-methyltransferase NcmP in nocamycin biosynthetic pathway. Bioorg Med Chem Lett. 2017 Sep 15;27(18):4431-4435. doi: 10.1016/j.bmcl.2017.08.010. Epub 2017 Aug 7. PubMed PMID: 28818448.
3: Horváth G, Brazhnikova MG, Konstantinova NV, Tolstykh IV, Potapova NP. The structure of nocamycin, a new antitumor antibiotic. J Antibiot (Tokyo). 1979 Jun;32(6):555-8. PubMed PMID: 468730.
4: Brazhnikova MG, Konstantinova NV, Potapova NP, Tolstykh IV. [Physicochmemical characteristics of the new antineoplastic antibiotic, nocamycin]. Antibiotiki. 1977 Jun;22(6):486-9. Russian. PubMed PMID: 18980.
5: Gauze GF, Sveshnikova MA, Ukholina RS, Komarova GN, Bazhanov VS. [Formation of a new antibiotic, nocamycin, by a culture of Nocardiopsis syringae sp. nov]. Antibiotiki. 1977 Jun;22(6):483-6. Russian. PubMed PMID: 883793.